CCLD / CareCloud, Inc. - Zgłoszenia SEC, Raport roczny, o pełnomocnictwie

Issuer Free Writing Prospectus

Issuer Free Writing Prospectus Filed Pursuant to Rule 433 Registration No 333-286431 May 19, 2026

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2026 CareCloud, Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 15, 2026 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2026 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud

EX-99.2

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 7, 2026 CARECLOUD, INC. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 7, 2026 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Number

NASDAQ: CCLD | CCLDO CareCloud Reports Q1 2026 Results Reaffirms Guidance Following Capital Structure Simplification; Revenue Grows 13% Year-Over-Year

Exhibit 99.1 NASDAQ: CCLD | CCLDO CareCloud Reports Q1 2026 Results Reaffirms Guidance Following Capital Structure Simplification; Revenue Grows 13% Year-Over-Year SOMERSET, N.J., May 7, 2026 (GLOBE NEWSWIRE)—CareCloud, Inc. (Nasdaq: CCLD, CCLDO) (“CareCloud” or the “Company”), a leader in AI-powered healthcare technology and revenue cycle management solutions for medical practices and health syst

TERM LOAN NOTE

Exhibit 10.4 TERM LOAN NOTE $24,000,000.00 April 13, 2026 FOR VALUE RECEIVED, CARECLOUD, INC., a Delaware corporation (the “Borrower”), hereby promises to pay to the order of CITIZENS BANK, N.A. (the “Lender”) or its registered assigns the unpaid principal amount of the Term Loans made by the Lender to the Borrower, in the amounts and at the times set forth in the Credit Agreement, dated April 13,

CareCloud Secures $50 Million Credit Facility and Full Redemption of Series B Preferred Stock

Exhibit 99.1 CareCloud Secures $50 Million Credit Facility and Full Redemption of Series B Preferred Stock Facility with Citizens Bank and Provident Bank underscores strong access to institutional capital SOMERSET, NJ – April 14, 2026 – CareCloud, Inc. (Nasdaq: CCLD, CCLDO) (“CareCloud” or the “Company”), a leading provider of AI-driven healthcare technology and revenue cycle management solutions,

CareCloud, Inc. Up to $60,000,000 Common Stock

Filed pursuant to Rule 424(b)(5) Registration No. 333-286431 PROSPECTUS SUPPLEMENT (To the Prospectus dated April 24, 2025) CareCloud, Inc. Up to $60,000,000 Common Stock We have entered into an At The Market Offering Agreement, dated April 13, 2026 (the “Offering Agreement”) with Citizens JMP Securities, LLC (“Citizens”) relating to the sale of our common stock offered by this prospectus suppleme

COPYRIGHT SECURITY AGREEMENT

Exhibit 10.11 COPYRIGHT SECURITY AGREEMENT COPYRIGHT SECURITY AGREEMENT, dated as of April 13, 2026 (as amended, restated, supplemented or otherwise modified, this “Agreement”), among CARECLOUD HOLDINGS INC., a Delaware corporation (“CC Holdings”), each Subsidiary party hereto as of the date hereof (collectively, the “Subsidiaries” and together with CC Holdings, the “Grantors”) and CITIZENS BANK,

CREDIT AGREEMENT dated as of April 13, 2026 by and among CARECLOUD, INC., a Delaware corporation, the Borrower, THE LENDERS PARTY HERETO, CITIZENS BANK, N.A., as Administrative Agent, Sole Lead Arranger and Sole Bookrunner TABLE OF CONTENTS

Exhibit 10.1 CREDIT AGREEMENT dated as of April 13, 2026 by and among CARECLOUD, INC., a Delaware corporation, the Borrower, THE LENDERS PARTY HERETO, and CITIZENS BANK, N.A., as Administrative Agent, Sole Lead Arranger and Sole Bookrunner TABLE OF CONTENTS Page Article 1 Definitions and Rules of Construction 1 Section 1.1 Definitions 1 Section 1.2 Classification of Loans and Borrowings 41 Section

SWINGLINE LOAN NOTE

Exhibit 10.8 SWINGLINE LOAN NOTE $1,000,000.00 April 13, 2026 FOR VALUE RECEIVED, CARECLOUD, INC., a Delaware corporation (the “Borrower”), hereby promises to pay to the order of CITIZENS BANK, N.A. (the “Swingline Lender”) or its registered assigns the unpaid principal amount of the Swingline Loans made by the Swingline Lender to the Borrower, in the amounts and at the times set forth in the Cred

TRADEMARK SECURITY AGREEMENT

Exhibit 10.9 TRADEMARK SECURITY AGREEMENT TRADEMARK SECURITY AGREEMENT, dated as of April 13, 2026 (as amended, restated, supplemented or otherwise modified, this “Agreement”), among CARECLOUD, INC., a Delaware corporation (the “Borrower”), CARECLOUD HEALTH, INC., a Delaware corporation (“CC Health”), CARECLOUD HOLDINGS INC., a Delaware corporation (“CC Holdings”), each Subsidiary party hereto as

AT THE MARKET OFFERING AGREEMENT Up to $60,000,000 Shares of Common Stock

Exhibit 10.13 AT THE MARKET OFFERING AGREEMENT Up to $60,000,000 Shares of Common Stock April 13, 2026 Citizens JMP Securities, LLC 101 California Street, 17th Floor San Francisco, California 94111 Ladies and Gentlemen: CareCloud, Inc., a corporation organized under the laws of Delaware (the “Company”), confirms its agreement (this “Agreement”) with Citizens JMP Securities, LLC (the “Manager”) as

NOTICE OF REDEMPTION TO THE HOLDERS OF 8.75% SERIES B CUMULATIVE REDEEMABLE PERPETUAL PREFERRED STOCK CARECLOUD, INC. (Nasdaq: CCLDO) CUSIP No. 14167R308

Exhibit 10.14 NOTICE OF REDEMPTION TO THE HOLDERS OF 8.75% SERIES B CUMULATIVE REDEEMABLE PERPETUAL PREFERRED STOCK OF CARECLOUD, INC. (Nasdaq: CCLDO) CUSIP No. 14167R308 April 14, 2026 NOTICE IS HEREBY GIVEN that, pursuant to Section 6(b) of the Certificate of Designation of Preferences, Rights and Limitations of 8.75% Series B Cumulative Redeemable Perpetual Preferred Stock (the “Certificate of

PATENT SECURITY AGREEMENT

Exhibit 10.12 PATENT SECURITY AGREEMENT PATENT SECURITY AGREEMENT, dated as of April 13, 2026 (as amended, restated, supplemented or otherwise modified, this “Agreement”), among CARECLOUD HEALTH, INC., a Delaware corporation (“CC Health”), each Subsidiary party hereto as of the date hereof (collectively, the “Subsidiaries” and together with CC Health, the “Grantors”) and CITIZENS BANK, N.A., as Ad

PLEDGE AND SECURITY AGREEMENT

Exhibit 10.2 PLEDGE AND SECURITY AGREEMENT PLEDGE AND SECURITY AGREEMENT, dated as of April 13, 2026 (as amended, restated, supplemented or otherwise modified, this “Agreement”), among CARECLOUD, INC., a Delaware corporation (the “Borrower”), CARECLOUD ACQUISITION, CORP., a Delaware corporation (“CC Acquisition”), CARECLOUD HEALTH, INC., a Delaware corporation (“CC Health”), CARECLOUD HOLDINGS INC

REVOLVING LOAN NOTE

Exhibit 10.6 REVOLVING LOAN NOTE $6,000,000.00 April 13, 2026 FOR VALUE RECEIVED, CARECLOUD, INC., a Delaware corporation (the “Borrower”), hereby promises to pay to the order of CITIZENS BANK, N.A. (the “Lender”) or its registered assigns the unpaid principal amount of the Revolving Loans made by the Lender to the Borrower, in the amounts and at the times set forth in the Credit Agreement, dated

REVOLVING LOAN NOTE

Exhibit 10.7 REVOLVING LOAN NOTE $4,000,000.00 April 13, 2026 FOR VALUE RECEIVED, CARECLOUD, INC., a Delaware corporation (the “Borrower”), hereby promises to pay to the order of PROVIDENT BANK (the “Lender”) or its registered assigns the unpaid principal amount of the Revolving Loans made by the Lender to the Borrower, in the amounts and at the times set forth in the Credit Agreement, dated April

PLEDGE AGREEMENT

Exhibit 10.3 PLEDGE AGREEMENT This PLEDGE AGREEMENT dated as of April 13, 2026 (as amended, amended and restated, supplemented or otherwise modified from time to time in accordance with the provisions hereof, this “Agreement”) made by CARECLOUD, INC., a Delaware corporation (the “Borrower”), and any other Person that becomes a Pledgor after the date hereof pursuant to Section 3.5 (each, a “Pledgor

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 13, 2026 CareCloud, Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 13, 2026 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

TERM LOAN NOTE

Exhibit 10.5 TERM LOAN NOTE $16,000,000.00 April 13, 2026 FOR VALUE RECEIVED, CARECLOUD, INC., a Delaware corporation (the “Borrower”), hereby promises to pay to the order of PROVIDENT BANK (the “Lender”) or its registered assigns the unpaid principal amount of the Term Loans made by the Lender to the Borrower, in the amounts and at the times set forth in the Credit Agreement, dated April 13, 2026

GUARANTEE AGREEMENT

Exhibit 10.10 GUARANTEE AGREEMENT GUARANTEE AGREEMENT, dated as of April 13, 2026 (hereinafter, as it may be from time to time amended, modified, extended, restated, substituted and/or supplemented, referred to as this “Guarantee Agreement”), among CARECLOUD ACQUISITION, CORP., a Delaware corporation (“CC Acquisition”), CARECLOUD HEALTH, INC., a Delaware corporation (“CC Health”), CARECLOUD HOLDIN

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (As permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 2, 2026 CareCloud, Inc. (Ex

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 2, 2026 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

AMENDMENT TO THE AMENDED AND RESTATED BYLAWS OF CARECLOUD, INC. (as amended and restated on and effective as of April 2, 2026) ARTICLE I — CORPORATE OFFICES

Exhibit 3.1 AMENDMENT TO THE AMENDED AND RESTATED BYLAWS OF CARECLOUD, INC. (as amended and restated on and effective as of April 2, 2026) ARTICLE I — CORPORATE OFFICES 1.1 REGISTERED OFFICE The registered office of CareCloud, Inc. shall be fixed in the corporation’s certificate of incorporation. References in these bylaws to the certificate of incorporation shall mean the certificate of incorpora

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 24, 2026 CareCloud, Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 24, 2026 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 24, 2026 CareCloud, Inc. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 24, 2026 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

EX-99.1

Exhibit 99.1

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K (Mark one) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2025 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud, Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 10, 2026 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 10, 2026 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

EX-99.2

Exhibit 99.2

Subsidiary List of CareCloud, Inc.

Exhibit 21.1 Subsidiary List of CareCloud, Inc. 1. CareCloud Holdings, Inc (Delaware, US) 2. CareCloud Health, Inc. (Delaware, US) 3. CareCloud Practice Management, Corp. (Delaware, US) 4. CareCloud Acquisition, Corp. (Delaware, US) 5. Meridian Medical Management, Inc. (Delaware, US) 6. medSR, Inc. (Delaware, US) 7. N884AM Holdings, Inc. (Delaware, US) 8. MTBC Private Limited (Pakistan) 9. MTBC Ba

CONSULTING AGREEMENT

Exhibit 10.40 CONSULTING AGREEMENT July 28, 2025 Aman Haq, Manager Stochastic Solutions, LLC Email: [email protected] Dear Aman: This Master Consulting Services Agreement (the “Agreement”) is made effective the 15th day of July, 2025 (the “Agreement Date”) between CareCloud, Inc. and its affiliates having its principal place of business located at 7 Clyde Road, Somerset, New Jersey 08873 (“CareCloud”),

CareCloud Announces Preferred Stock Dividend Payments

Exhibit 99.1 CareCloud Announces Preferred Stock Dividend Payments SOMERSET, N.J., January 20, 2026 (GLOBE NEWSWIRE) – CareCloud, Inc. (“CareCloud” or the “Company”) (Nasdaq: CCLD, CCLDO), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced today that its Board of Directors (the “Board”) has declared monthly cash dividends fo

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 15, 2026 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 15, 2026 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 26, 2025 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 26, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT

Exhibit 10.4 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 26th day of December, 2025 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Crystal Williams (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, per

CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT

Exhibit 10.1 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 26th day of December, 2025 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Mahmud Haq (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, personnel

CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT

Exhibit 10.3 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 26th day of December, 2025 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Stephen Snyder (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, perso

CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT

Exhibit 10.2 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 26th day of December, 2025 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and A. Hadi Chaudhry (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, per

CareCloud Appoints Chief Strategy Officer to Lead Enterprise AI Platform as Company Enters 2026 as Its Defining AI Year

Exhibit 99.1 CareCloud Appoints Chief Strategy Officer to Lead Enterprise AI Platform as Company Enters 2026 as Its Defining AI Year Strategic leadership alignment positions CareCloud to scale execution, expand margins, and accelerate AI-driven innovation across ambulatory and hospital markets SOMERSET, N.J., December 29, 2025 – CareCloud, Inc. (NASDAQ: CCLD, CCLDO), (“CareCloud” or the “Company”)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 24, 2025 CareCloud, Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 24, 2025 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 10, 2025 CareCloud, Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 10, 2025 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

CareCloud Announces Plan to Pay Double Monthly Dividends on its Series B Preferred Stock Beginning in January 2026

Exhibit 99.1 CareCloud Announces Plan to Pay Double Monthly Dividends on its Series B Preferred Stock Beginning in January 2026 Plan Based on Growing Recurring Revenues and Margins; Double Dividends Expected to Continue until Series B Dividend Arrears are Fully Satisfied SOMERSET, N.J., November 10, 2025 — CareCloud, Inc. (Nasdaq: CCLD, CCLDO) (“CareCloud” or the “Company”) today announced that it

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2025 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareC

EX-99.2

Exhibit 99.2

CareCloud Reports Third Quarter 2025 Results Raises Revenue Guidance, Completes Medsphere Acquisition and Accelerates AI Initiative

Exhibit 99.1 CareCloud Reports Third Quarter 2025 Results Raises Revenue Guidance, Completes Medsphere Acquisition and Accelerates AI Initiative SOMERSET, N.J. November 06, 2025 (GLOBE NEWSWIRE) - CareCloud, Inc. (Nasdaq: CCLD, CCLDO), a leader in healthcare technology and generative AI solutions, today announced strong financial results for the quarter ended September 30, 2025, and is increasing

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 6, 2025 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 6, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

MEDSPHERE SYSTEMS CORPORATION Condensed Financial Statements (Unaudited) As of June 30, 2025 and December 31, 2024 And for the Six Month Periods Ended June 30, 2025 and 2024 Medsphere Systems Corporation Condensed Balance Sheets As of

Exhibit 99.2 MEDSPHERE SYSTEMS CORPORATION Condensed Financial Statements (Unaudited) As of June 30, 2025 and December 31, 2024 And for the Six Month Periods Ended June 30, 2025 and 2024 Medsphere Systems Corporation Condensed Balance Sheets As of June 30, 2025 December 31, 2024 (Unaudited) Assets Current assets: Cash and cash equivalents $ 1,450,648 $ 1,991,109 Restricted cash 165,000 165,000 Acc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A (Amendment No. 1) CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 31, 2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A (Amendment No. 1) CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 31, 2025 (August 22, 2025) CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdictio

CARECLOUD, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION

Exhibit 99.3 CARECLOUD, INC. UNAUDITED PRO FORMA CONDENSED COMBINED FINANCIAL INFORMATION We prepared the following unaudited pro forma condensed combined financial statements in accordance with Article 11 of Regulation S-X based on the historical consolidated financial statements of CareCloud, Inc. (“CareCloud” or the “Company”) as adjusted to give effect to the following transactions (the “Trans

MEDSPHERE SYSTEMS CORPORATION Financial Statements As of December 31, 2024 and 2023 And for the Years Then Ended Together With Independent Auditors’ Report

Exhibit 99.1 MEDSPHERE SYSTEMS CORPORATION Financial Statements As of December 31, 2024 and 2023 And for the Years Then Ended Together With Independent Auditors’ Report To the Board of Directors of Medsphere Systems Corporation Opinion We have audited the accompanying financial statements of Medsphere Systems Corporation (the Company), which comprise the balance sheets as of December 31, 2024 and

Reconciliation of GAAP net income (loss) for the year ended December 31, 2024 to Adjusted EBITDA

Exhibit 99.4 Supplemental Information For the Acquired Companies, we identified revenue from customers who cancelled their contracts prior to the acquisitions of such customers’ contracts. Such revenue is included in the unaudited pro-forma condensed combined statements of operations, even though CareCloud will not generate revenues from those customers. Estimated revenue from customers who cancel

CareCloud Announces Preferred Stock Dividend Payments

Exhibit 99.1 CareCloud Announces Preferred Stock Dividend Payments SOMERSET, N.J., October 7, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (“CareCloud” or the “Company”) (Nasdaq: CCLD, CCLDO), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced today that its Board of Directors (the “Board”) has declared monthly cash dividends for

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 6, 2025 CARECLOUD, INC. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 6, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

144

144 0001611078 XXXXXXXX LIVE 0001582982 CareCloud, Inc. 001-36529 7 CLYDE ROAD SOMERSET NJ 08873 732-873-5133 Mahmud Ul Haq Executive Chairman CCLDO Preferred Series B Chapin Davis Investments 1411 Clarkview Rd Baltimore MD 21202 11960 252000.00 1511372 09/29/2025 NASDAQ CCLDO Preferred Series B 02/19/2022 Compensation CareCloud, Inc. N 5480 02/19/2022 Compensation CCLDO Preferred Series B 12/16/2

CareCloud Secures Credit Facility on Favorable Terms with Provident Bank to Support Medsphere Acquisition

Exhibit 99.1 CareCloud Secures Credit Facility on Favorable Terms with Provident Bank to Support Medsphere Acquisition New Facility Replaces Prior Acquisition-Related Promissory Note Obligation to Wells Fargo; Provides More Favorable Terms and Strengthens Liquidity while Supporting Future Growth SOMERSET, N.J., September 9, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (NASDAQ: CCLD, CCLDO) (“CareCloud”

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 3, 2025 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 3, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

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Exhibit 10.1 LOAN AGREEMENT dated as of September 3, 2025 (together with all extensions, renewals, modifications, substitutions and amendments thereof, this “Agreement”), by and among CARECLOUD, INC., a Delaware corporation (the “Borrower”), having an address at 7 Clyde Road, Somerset, New Jersey 08873, and PROVIDENT BANK (the “Bank”), having an address at 10 Woodbridge Center Drive, 3rd Floor, Wo

PROVIDENT BANK COMMERCIAL LINE OF CREDIT NOTE

Exhibit 10.2 PROVIDENT BANK COMMERCIAL LINE OF CREDIT NOTE Amount: $10,000,000.00 Dated: September 3, 2025 FOR VALUE RECEIVED, CARECLOUD, INC., a Delaware corporation (the “Borrower”) promises to pay to the order of PROVIDENT BANK (hereafter, together with its successors and assigns, the “Bank”), at its office located at 10 Woodbridge Center Drive, 3rd Floor, Woodbridge, New Jersey 07095, or at su

BILL OF SALE

Exhibit 2.9 BILL OF SALE THIS BILL OF SALE (this “Bill of Sale”) is made as of August 22, 2025, by and between Medsphere Systems Corporation, a Delaware corporation (“Seller”), and CareCloud Holdings, Inc, a Delaware corporation (“Buyer”). RECITALS WHEREAS, Seller and Buyer have entered into that certain Asset Purchase Agreement dated as of August 22, 2025 (“Purchase Agreement”), pursuant to which

INTELLECTUAL PROPERTY ASSIGNMENT AGREEMENT

Exhibit 2.11 INTELLECTUAL PROPERTY ASSIGNMENT AGREEMENT This Intellectual Property Assignment Agreement (this “Agreement”) is made and entered into as of August 22, 2025 (the “Effective Date”), by and between Medsphere Systems Corporation, a Delaware corporation (“Assignor”), and CareCloud Holdings, Inc, a Delaware corporation (“Assignee”). Capitalized terms used but not otherwise defined herein s

ASSIGNMENT AND ASSUMPTION AGREEMENT

Exhibit 2.12 ASSIGNMENT AND ASSUMPTION AGREEMENT This Assignment and Assumption Agreement (this “Agreement”) is made and entered into as of August 22, 2025, by and between Medsphere Systems Corporation, a Delaware corporation (“Assignor”), and CareCloud Holdings, Inc, a Delaware corporation (“Assignee”). Capitalized terms used but not otherwise defined herein shall have the meanings assigned to th

TRADEMARK SECURITY AGREEMENT

EXHIBIT 2.6 TRADEMARK SECURITY AGREEMENT This TRADEMARK SECURITY AGREEMENT (this “Trademark Security Agreement”) is made this 22 day of August, 2025, by and among CARECLOUD HOLDINGS, INC, a Delaware corporation (“Issuer”), CARECLOUD, INC., a Delaware corporation (“Parent”), CARECLOUD HEALTH, INC., a Delaware corporation (“CCH”, and together with Issuer and Parent, collectively, “Grantors” and each

TRANSITION SERVICES AGREEMENT

Exhibit 2.2 TRANSITION SERVICES AGREEMENT This TRANSITION SERVICES AGREEMENT (this “Agreement”), effective as of the Closing Date (as defined in the Asset Purchase Agreement) (the “Effective Date”), is entered into by and between Medsphere Systems Corporation, a Delaware corporation (“Seller”), and CareCloud Holdings, Inc, a Delaware corporation (“Buyer”). RECITALS WHEREAS, Seller and Buyer are pa

COPYRIGHT SECURITY AGREEMENT

Exhibit 2.5 COPYRIGHT SECURITY AGREEMENT This COPYRIGHT SECURITY AGREEMENT (this “Copyright Security Agreement”) is made this 22 day of August, 2025, by and between CARECLOUD HOLDINGS, INC, a Delaware corporation (“Grantor”), and WELLS FARGO BANK, NATIONAL ASSOCIATION, a national banking association (“Lender”). W I T N E S S E T H: WHEREAS, pursuant to that certain Deferred Payment Agreement, date

DEFERRED PAYMENT AGREEMENT by and among WELLS FARGO BANK, NATIONAL ASSOCIATION, as Lender CareCloud Holdings, Inc, as Issuer CareCloud, Inc. and its Subsidiaries other than Issuer party hereto, as Guarantors TABLE OF CONTENTS

Exhibit 2.7 DEFERRED PAYMENT AGREEMENT by and among WELLS FARGO BANK, NATIONAL ASSOCIATION, as Lender And CareCloud Holdings, Inc, as Issuer CareCloud, Inc. and its Subsidiaries other than Issuer party hereto, as Guarantors TABLE OF CONTENTS Page 1. DEFINITIONS AND CONSTRUCTION. 1 1.1. Definitions 1 1.2. Accounting Terms 11 1.3. UCC Terms 11 1.4. Construction 12 1.5. Time References 13 1.6. Paymen

PATENT SECURITY AGREEMENT

Exhibit 2.4 PATENT SECURITY AGREEMENT This PATENT SECURITY AGREEMENT (this “Patent Security Agreement”) is made this 22 day of August, 2025, by and among CARECLOUD HOLDINGS, INC, a Delaware corporation (“Issuer”), CARECLOUD HEALTH, INC., a Delaware corporation (“CCH”, and together with Issuer, collectively, “Grantors” and each, a “Grantor”), and WELLS FARGO BANK, NATIONAL ASSOCIATION, a national b

W I T N E S S E T H:

Exhibit 2.8 GUARANTY This GUARANTY (this “Guaranty”), is entered into as of August 22, 2025, by the Persons listed on the signature pages hereof as “Guarantors” (together with any other entity that may hereafter become a party hereto, individually, a “Guarantor” and collectively, “Guarantors”) in favor of Wells Fargo Bank, National Association (“Lender”). W I T N E S S E T H: WHEREAS, Lender has a

POWER OF ATTORNEY

Exhibit 2.10 POWER OF ATTORNEY This POWER OF ATTORNEY (this “Power of Attorney”) is made and entered into as of August 22, 2025, by and between Medsphere Systems Corporation, a Delaware corporation (“Seller”), in favor of CareCloud Holdings, Inc, a Delaware corporation (“Buyer”). Capitalized terms used but not otherwise defined herein shall have the meanings assigned to them in that certain Asset

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 22, 2025 CARECLOUD, INC. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 22, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

ASSET PURCHASE AGREEMENT MEDSPHERE SYSTEMS CORPORATION CARECLOUD HOLDINGS, INC dated as of August 22, 2025 TABLE OF CONTENTS

Exhibit 2.1 ASSET PURCHASE AGREEMENT between MEDSPHERE SYSTEMS CORPORATION and CARECLOUD HOLDINGS, INC dated as of August 22, 2025 TABLE OF CONTENTS ARTICLE I DEFINITIONS 5 ARTICLE II PURCHASE AND SALE 11 Section 2.01 Purchase and Sale of Assets. 11 Section 2.02 Excluded Assets. 13 Section 2.03 Assumed Liabilities. 14 Section 2.04 Excluded Liabilities. 14 Section 2.05 Purchase Price. 15 Section 2.

SECURITY AGREEMENT by and among WELLS FARGO BANK, NATIONAL ASSOCIATION, as Secured Party CareCloud Holdings, Inc, CareCloud, Inc. and certain additional direct or indirect subsidiaries of CareCloud, Inc. from time to time party hereto, as Grantors Ta

Exhibit 2.3 SECURITY AGREEMENT by and among WELLS FARGO BANK, NATIONAL ASSOCIATION, as Secured Party and CareCloud Holdings, Inc, CareCloud, Inc. and certain additional direct or indirect subsidiaries of CareCloud, Inc. from time to time party hereto, as Grantors Table of Contents Page 1. Definitions and Construction. 1 1.1 Definitions 1 1.2 Construction 5 1.3 Schedules 5 1.4 Relation to Other Def

CareCloud Closes Medsphere Acquisition, Expanding into the Hospital IT Market

Exhibit 99.1 CareCloud Closes Medsphere Acquisition, Expanding into the Hospital IT Market Transformational acquisition extends CareCloud’s reach into inpatient EHR and RCM, bringing affordable solutions to small and mid-sized hospitals nationwide. SOMERSET, N.J., August 25, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (Nasdaq: CCLD, CCLDO) (“CareCloud” or the “Company”), a leader in healthcare technol

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 18, 2025 CARECLOUD, INC. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 18, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 14, 2025 CARECLOUD, INC. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 14, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

EX-16.1

Exhibit 16.1

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2025 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud,

CareCloud Reports Second Quarter 2025 Results Delivers first quarter of positive GAAP EPS in Company’s history since going public, announces initial results from AI Initiative

Exhibit 99.1 CareCloud Reports Second Quarter 2025 Results Delivers first quarter of positive GAAP EPS in Company’s history since going public, announces initial results from AI Initiative SOMERSET, N.J. August 5, 2025 (GLOBE NEWSWIRE) - CareCloud, Inc. (Nasdaq: CCLD, CCLDO), (“CareCloud” or the “Company”), a leader in healthcare technology and generative AI solutions, today announced strong finan

Slide presentation dated August 5, 2025.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2025 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 5, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 24, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

CareCloud Announces Preferred Stock Dividend Payments

Exhibit 99.1 CareCloud Announces Preferred Stock Dividend Payments SOMERSET, N.J., July 25, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced today that its Board of Directors (the “Board”) has declared monthly cash dividends for its 8.75% Series

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 2, 2025 CareCloud, Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 2, 2025 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

CareCloud Joins Russell Microcap Index as Common Stock Price Rises 70% During Q2 2025

Exhibit 99.1 CareCloud Joins Russell Microcap Index as Common Stock Price Rises 70% During Q2 2025 SOMERSET, N.J., July 2, 2025 — CareCloud, Inc. (Nasdaq: CCLD, CCLDO) (“CareCloud” or the “Company”), a leader in AI-driven healthcare technology solutions for medical practices and health systems nationwide, today announced that it has been added to the Russell Microcap® Index, effective at the open

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 27, 2025 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2025 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud

Slide presentation dated May 6, 2025.

Exhibit 99.2

CareCloud Delivers Growth and Strong Cash Flow in Q1 2025, Advances AI and Acquisition Strategy

Exhibit 99.1 CareCloud Delivers Growth and Strong Cash Flow in Q1 2025, Advances AI and Acquisition Strategy SOMERSET, N.J. May 6, 2025 (GLOBE NEWSWIRE) - CareCloud, Inc. (Nasdaq: CCLD, CCLDO), a leader in healthcare technology and generative AI solutions, today announced strong financial results for the three months ended March 31, 2025. CareCloud’s strategic execution, AI-driven innovation, and

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2025 CARECLOUD, INC. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 6, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Number

CareCloud Announces Preferred Stock Dividend Payments

Exhibit 99.1 CareCloud Announces Preferred Stock Dividend Payments SOMERSET, N.J., May 2, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced today that its Board of Directors (the “Board”) has declared monthly cash dividends for its 8.75% Series A

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): April 30, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

CARECLOUD, INC. 7 Clyde Road Somerset, New Jersey 08873

CARECLOUD, INC. 7 Clyde Road Somerset, New Jersey 08873 April 23, 2025 VIA EDGAR Securities and Exchange Commission Division of Corporation Finance 100 F. Street, N.E. Washington, D.C. 20549 Attn: Mr. Edwin Kim Re: CareCloud, Inc. Acceleration Request for Registration Statement on Form S-3 Commission File No. 333-286431 Dear Mr. Kim: Pursuant to Rule 461 under the Securities Act of 1933, as amende

LETTER

April 10, 2025 Stephen Snyder Co-Chief Executive Officer CareCloud, Inc. 7 Clyde Road Somerset, NJ 08873 Re: CareCloud, Inc. Registration Statement on Form S-3 Filed April 7, 2025 File No. 333-286431 Dear Stephen Snyder: This is to advise you that we have not reviewed and will not review your registration statement. Please refer to Rules 460 and 461 regarding requests for acceleration. We remind y

Filing Fee Table

Exhibit 107 Calculation of Filing Fee Tables Form S-3 (Form Type) CareCloud, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation or Carry Forward Rule Amount Registered (1) Proposed Maximum Offering Price Per Unit (2) Maximum Aggregate Offering Price (2) Fee Rate Amount of Registration Fee (3) Fees to b

As filed with the Securities and Exchange Commission on April 7, 2025.

As filed with the Securities and Exchange Commission on April 7, 2025. Registration No. 333- UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM S-3 REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 22-3832302 (State or other jurisdiction of incorporation or organization) (I.R.S. Employer

Power of Attorney for Directors of the Company.

Exhibit 24.1 SIGNATURES Pursuant to the requirements of the Securities Act of 1933, the registrant certifies that it has reasonable grounds to believe that it meets all of the requirements for filing on Form S-3 and has duly caused this registration statement to be signed on its behalf by the undersigned, thereunto duly authorized, in the city of Somerset, State of New Jersey on April 7, 2025. Car

Amendment to Consulting Agreement dated September 5, 2024 between the Company and Korn Intellect, LLC.

Exhibit 10.32 AMENDMENT TO CONSULTING AGREEMENT WITH INDIVIDUAL AMENDMENT to Consulting Agreement with Individual, dated as of September 5, 2024 (the “Amendment”) between CareCloud, Inc., a Delaware corporation with its principal place of business located at 7 Clyde Road, Somerset, New Jersey 08873 (“CareCloud” or “Company”) and Korn Intellect, LLC (“Consultant”) (collectively the “Parties” and in

Second Amendment to Consulting Agreement dated December 9, 2024 between the Company and Korn Intellect, LLC.

Exhibit 10.33 SECOND AMENDMENT TO CONSULTING AGREEMENT WITH INDIVIDUAL SECOND AMENDMENT to Consulting Agreement with Individual, dated as of December 9, 2024 (the “Second Amendment”) between CareCloud, Inc., a Delaware corporation with its principal place of business located at 7 Clyde Road, Somerset, New Jersey 08873 (“CareCloud” or “Company”) and Korn Intellect, LLC (“Consultant”) (collectively

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K/A (Amendment No. 1)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K/A (Amendment No. 1) (Mark one) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-

List of subsidiaries.

Exhibit 21.1 CareCloud, Inc. Subsidiary List 1. CareCloud Health, Inc. (Delaware, US) 2. CareCloud Practice Management, Corp. (Delaware, US) 3. CareCloud Acquisition, Corp. (Delaware, US) 4. Meridian Medical Management, Inc. (Delaware, US) 5. medSR, Inc. (Delaware, US) 6. MTBC Private Limited (Pakistan) 7. MTBC Bagh Private Limited (Pakistan) 8. RCM – MediGain Colombo, Pvt. Ltd. (Sri Lanka) 9. Car

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (As permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

Insider Trading Policy dated December 1, 2024.

Exhibit 19.1 CareCloud, Inc. Insider Trading Policy PURPOSE This policy provides guidelines to all employees, officers and directors of CareCloud, Inc. and its subsidiaries (collectively, “Company” or “CareCloud”) with respect to transactions in the Company’s securities. POLICY It is the policy of the Company to oppose and prevent unauthorized disclosure of Company’s material nonpublic information

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 25 NOTIFICATION OF REMOVAL FROM LISTING AND/OR REGISTRATION UNDER SECTION 12(B) OF THE SECURITIES EXCHANGE ACT OF 1934 Commission File Number 001-36529 CARECLOUD, INC. Nasda

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 25 NOTIFICATION OF REMOVAL FROM LISTING AND/OR REGISTRATION UNDER SECTION 12(B) OF THE SECURITIES EXCHANGE ACT OF 1934 Commission File Number 001-36529 CARECLOUD, INC. Nasdaq Global Market (Exact name of Issuer as specified in its charter, and name of Exchange where security is listed and/or registered) 7 Clyde Road, Some

CareCloud Announces Preferred Stock Dividend Payments

Exhibit 99.1 CareCloud Announces Preferred Stock Dividend Payments SOMERSET, N.J., March 14, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced today that its Board of Directors (the “Board”) has declared monthly cash dividends for its 8.75

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 11, 2025 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 11, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

Second Amendment to Consulting Agreement dated December 9, 2024 between the Company and Korn Intellect, LLC.

Exhibit 10.33 SECOND AMENDMENT TO CONSULTING AGREEMENT WITH INDIVIDUAL SECOND AMENDMENT to Consulting Agreement with Individual, dated as of December 9, 2024 (the “Second Amendment”) between CareCloud, Inc., a Delaware corporation with its principal place of business located at 7 Clyde Road, Somerset, New Jersey 08873 (“CareCloud” or “Company”) and Korn Intellect, LLC (“Consultant”) (collectively

Amendment to Consulting Agreement dated September 5, 2024 between the Company and Korn Intellect, LLC.

Exhibit 10.32 AMENDMENT TO CONSULTING AGREEMENT WITH INDIVIDUAL AMENDMENT to Consulting Agreement with Individual, dated as of September 5, 2024 (the “Amendment”) between CareCloud, Inc., a Delaware corporation with its principal place of business located at 7 Clyde Road, Somerset, New Jersey 08873 (“CareCloud” or “Company”) and Korn Intellect, LLC (“Consultant”) (collectively the “Parties” and in

List of subsidiaries.

Exhibit 21.1 CareCloud, Inc. Subsidiary List 1. CareCloud Health, Inc. (Delaware, US) 2. CareCloud Practice Management, Corp. (Delaware, US) 3. CareCloud Acquisition, Corp. (Delaware, US) 4. Meridian Medical Management, Inc. (Delaware, US) 5. medSR, Inc. (Delaware, US) 6. MTBC Private Limited (Pakistan) 7. MTBC Bagh Private Limited (Pakistan) 8. RCM – MediGain Colombo, Pvt. Ltd. (Sri Lanka) 9. Car

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K (Mark one) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud, Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 13, 2025 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 13, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

Insider Trading Policy dated December 1, 2024.

Exhibit 19.1 CareCloud, Inc. Insider Trading Policy PURPOSE This policy provides guidelines to all employees, officers and directors of CareCloud, Inc. and its subsidiaries (collectively, “Company” or “CareCloud”) with respect to transactions in the Company’s securities. POLICY It is the policy of the Company to oppose and prevent unauthorized disclosure of Company’s material nonpublic information

CareCloud Reports Record Breaking Full Year 2024 Net Income

Exhibit 99.1 CareCloud Reports Record Breaking Full Year 2024 Net Income Returns to GAAP Profitability, Achieves Record Cash Flow, Resumes Dividends & Strengthens Balance Sheet SOMERSET, N.J. March 13, 2025 (GLOBE NEWSWIRE) - CareCloud, Inc. (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology and generative AI solutions, today announced strong financial results for the full year ended

Slide presentation dated March 13, 2025.

Exhibit 99.2

Regulation FD Disclosure, Material Modification to Rights of Security Holders, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 6, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

CareCloud Announces Conversion of Series A Preferred Stock

Exhibit 99.1 CareCloud Announces Conversion of Series A Preferred Stock SOMERSET, N.J., March 6, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare information technology and generative AI solutions for medical practices and health systems nationwide, announced today (the “Mandatory Exchange Date”) that it effected the mandatory conversion

Regulation FD Disclosure, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 5, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

Certificate of Amendment of Amended and Restated Certificate of Incorporation of the Company dated February 5, 2025 (filed as Exhibit 3.1 to the Company’s Form 8-K filed on February 7, 2025 and incorporated herein by reference).

Exhibit 3.1

CareCloud Achieves Record-Breaking Shareholder Turnout and Record Yes Votes to Approve Increase in Authorized Shares

Exhibit 99.1 CareCloud Achieves Record-Breaking Shareholder Turnout and Record Yes Votes to Approve Increase in Authorized Shares SOMERSET, N.J., January 27, 2025 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leading provider of healthcare technology and generative AI solutions for medical practices and health systems nationwide, today held its special meeting

Regulation FD Disclosure, Submission of Matters to a Vote of Security Holders, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 27, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 21, 2025 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

CareCloud Announces Early Resumption of Preferred Stock Dividend Payments

Exhibit 99.1 CareCloud Announces Early Resumption of Preferred Stock Dividend Payments Accelerated Timeline Reflects Strong Financial Performance and Commitment to Shareholder Value SOMERSET, N.J., January 21, 2025 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare information technology and generative AI solutions for medical practices and heal

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

CareCloud Announces Leadership Realignment to Drive 2025 Growth Strategy

Exhibit 99.1 CareCloud Announces Leadership Realignment to Drive 2025 Growth Strategy Focused on Accelerating Technology Innovation, Revenue Growth, and Enhancing Client Experience SOMERSET, N.J., December 16, 2024 (GLOBE NEWSWIRE) — CareCloud, Inc. (Nasdaq: CCLD, CCLDP, CCLDO), a leading provider of healthcare technology and generative AI solutions for medical practices and health systems nationw

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 16, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

Employment Agreement between the Company and A. Hadi Chaudhry dated December 16, 2024 (filed as Exhibit 10.1 to the Company’s Form 8-K filed on December 16, 2024 and incorporated herein by reference).

Exhibit 10.1 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 16th day of December, 2024 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and A. Hadi Chaudhry (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, per

Employment Agreement between the Company and Stephen Snyder dated December 16, 2024 (filed as Exhibit 10.2 to the Company’s Form 8-K filed on December 16, 2024 and incorporated herein by reference).

Exhibit 10.2 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 16th day of December, 2024 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Stephen Snyder (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, perso

Employment Agreement between the Company and Crystal Williams dated December 16, 2024 (filed as Exhibit 10.3 to the Company’s Form 8-K filed on December 16, 2024 and incorporated herein by reference).

Exhibit 10.3 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 16th day of December, 2024 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Crystal Williams (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, per

Slide presentation dated December 9, 2024.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 9, 2024 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 9, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

CareCloud Files Special Meeting Proxy to Accelerate Growth

Exhibit 99.1 CareCloud Files Special Meeting Proxy to Accelerate Growth SOMERSET, N.J., December 9, 2024 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD CCLDO, CCLDP), a leader in healthcare information technology solutions for medical practices and health systems nationwide, today announced the solicitation of proxies from its common stock (the “Common Stock”) shar

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. 2)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. 2) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☒ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Defi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. 1)

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No. 1) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☒ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Defi

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☒ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

CareCloud Reports Third Quarter 2024 Results Pays Off Credit Line, Plans to Resume Preferred Dividends in Q1 2025

Exhibit 99.1 CareCloud Reports Third Quarter 2024 Results Pays Off Credit Line, Plans to Resume Preferred Dividends in Q1 2025 SOMERSET, N.J. November 12, 2024 (GLOBE NEWSWIRE) - CareCloud, Inc. (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced financial and operational results for the quarter

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareC

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 12, 2024 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 12, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

Slide presentation dated November 12, 2024.

Exhibit 99.2

Ninth Loan Modification Agreement dated October 25, 2024, by and between the Company and SVB (filed as Exhibit 10.1 to the Company’s Form 8-K filed on October 28, 2024 and incorporated herein by reference).

Exhibit 10.1 NINTH LOAN MODIFICATION AGREEMENT This Ninth Loan Modification Agreement (this “Loan Modification Agreement”) is entered into as of October 25, 2024, by and among (a) SILICON VALLEY BANK, a division of First-Citizens Bank & Trust Company (“Bank”) and (b) (i) CARECLOUD, INC. (formerly known as MTBC, INC.), a Delaware corporation (“Parent”), (ii) CARECLOUD PRACTICE MANAGEMENT, CORP. (fo

CareCloud Pays Off Credit Line, Signs an Updated Credit Facility Agreement

Exhibit 99.1 CareCloud Pays Off Credit Line, Signs an Updated Credit Facility Agreement SOMERSET, N.J., October 28, 2024 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that it has fully paid down its credit facility line with Silicon Valley Bank (“SVB”)

Entry into a Material Definitive Agreement, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 25, 2024 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

Ninth Amendment to Amended and Restated Certificate of Designations, Preferences and Rights of 11% Series A Cumulative Redeemable Perpetual Preferred Stock dated September 11, 2024 (filed as Exhibit 3.1 to the Company’s Form 8-K filed September 16, 2024 and incorporated herein by reference).

Exhibit 3.1 Delaware The First State I, JEFFREY W. BULLOCK, SECRETARY OF STATE OF THE STATE OF DELAWARE, DO HEREBY CERTIFY THE ATTACHED IS A TRUE AND CORRECT COPY OF THE CERTIFICATE OF DESIGNATION OF “CARECLOUD, INC.”, FILED IN THIS OFFICE ON THE ELEVENTH DAY OF SEPTEMBER, A.D. 2024, AT 5:44 O`CLOCK P.M. State of Delaware Secretary of State Division of Corporations Delivered 05:44 PM 09/11/2024 FI

Regulation FD Disclosure, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Material Modification to Rights of Security Holders, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 11, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

UNITED STATES SECURITIES AND EXCHANGE WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

Regulation FD Disclosure, Submission of Matters to a Vote of Security Holders, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): September 11, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

CareCloud Announces Approval of Series A Preferred Stock Proposal

Exhibit 99.1 CareCloud Announces Approval of Series A Preferred Stock Proposal SOMERSET, N.J., September 11, 2024 (GLOBE NEWSWIRE) - CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology solutions for medical practices and health systems nationwide, today reconvened its special meeting (“Special Meeting”) of CareCloud’s Series A Cumulative Redeemable Perpe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 23, 2024 CARECLOUD, INC. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 23, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

Support for Preferred Stock Proposal Hits a New High of 89%, Special Meeting Scheduled for September 11th

Exhibit 99.1 Support for Preferred Stock Proposal Hits a New High of 89%, Special Meeting Scheduled for September 11th SOMERSET, N.J., August 23, 2024 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that approximately 89% of the shares represented by pro

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 13, 2024 CARECLOUD, INC. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 13, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

CareCloud Reports Second Quarter 2024 Results Continued Focus on Profitability and Free Cash Flow

Exhibit 99.1 CareCloud Reports Second Quarter 2024 Results Continued Focus on Profitability and Free Cash Flow SOMERSET, N.J. August 13, 2024 (GLOBE NEWSWIRE) - CareCloud, Inc. (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology and generative AI solutions for medical practices and health systems nationwide, announced financial and operational results for the quarter ended June 30, 202

Slide presentation dated August 13, 2024.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 9, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

Slide presentation dated July 9, 2024.

Exhibit 99.2

Class 6/30/2023 6/30/2024 YoY % increase Common Stock 34.7 % 38.3 % 10 % Series A Preferred Stock 0 % 0 % 0 % Series B Preferred Stock 1.8 % 2.7 % 50 %

Exhibit 99.1 CareCloud Proposes Amendment to the Terms of its Series A Preferred Stock SOMERSET, N.J., July 9, 2024 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD CCLDO, CCLDP), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that it has begun soliciting proxies from the holders (the “Series A Preferred Shareholders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ CONFIDENTIAL, FOR USE OF THE COMMISSION ONLY (AS PERMITTED BY RULE 14a-6(e)(2)) ☐ Definitive Proxy State

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): June 17, 2024 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE PRE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE PRE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☒ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy S

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2024 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud

CareCloud Reports First Quarter 2024 Results Continued Focus on Cost Reduction, Profitability and Cash Flow

Exhibit 99.1 CareCloud Reports First Quarter 2024 Results Continued Focus on Cost Reduction, Profitability and Cash Flow SOMERSET, N.J., May 14, 2024 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD, CCLDP and CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced financial and operational results for

Slide presentation dated May 14, 2024.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 14, 2024 CARECLOUD, INC. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 14, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

Stephen Snyder Executive Employment Agreement

Exhibit 10.1 CareCloud, Inc. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 30th day of April, 2024 (“Employment Agreement”), is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Stephen Snyder (the “Executive”). WHEREAS, the Executive possesses unique knowledge of the business and affairs of the Company, including its policies, methods, personne

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 1, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Number

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (As permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Definitive Proxy State

Changes in Registrant's Certifying Accountant, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 25, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

Letter of Grant Thornton LLP dated March 29, 2024

Exhibit 16.1 March 29, 2024 U.S. Securities and Exchange Commission Office of the Chief Accountant 100 F Street, NE Washington, DC 20549 Re: CareCloud, Inc. File No. 001-36529 Dear Sir or Madam: We have read Item 4.01 of Form 8-K of CareCloud, Inc. dated March 29, 2024, and agree with the statements concerning our Firm contained therein. Very truly yours, /s/ Grant Thornton LLP

Policy relating to recovery of erroneously awarded compensation, as required by applicable listing standards adopted pursuant to 17 CFR 240.10D-1 (filed as Exhibit 97.1 to the Company’s Form 10-K filed on March 21, 2024, and incorporated herein by reference).

Exhibit 97.1 CareCloud, Inc. POLICY FOR THE RECOVERY OF ERRONEOUSLY AWARDED COMPENSATION A. OVERVIEW In accordance with the applicable rules of The Nasdaq Stock Market (the “Nasdaq Rules”), Section 10D and Rule 10D-1 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”) (“Rule 10D-1”), the Board of Directors (the “Board”) of CareCloud, Inc. (the “Company”) has adopted this Policy

Slide presentation dated March 21, 2024.

Exhibit 99.2

Consulting Agreement dated January 9, 2024, and as amended February 12, 2024, by and between the Company and Korn Intellect, LLC (filed as Exhibit 10.27 to the Company’s Form 10-K filed on March 21, 2024, and incorporated herein by reference).

EXHIBIT 10.27 STATEMENT OF WORK This Statement of Work (“SOW”) is incorporated into the Consulting Agreement by and between CareCloud, Inc. (“CareCloud” or the “Company”) and Hill City Advisors, LLC (“Consultant”). This SOW describes services and work products to be performed and provided by Consultant pursuant to the Consulting Agreement. If any item in this SOW is inconsistent with the Consultin

List of subsidiaries.

Exhibit 21.1 Subsidiary List of CareCloud, Inc. 1. MTBC Acquisition, Corp. (Delaware, US) 2. CareCloud Health, Inc. (Delaware, US) 3. CareCloud Practice Management, Corp. (Delaware, US) 4. CareCloud Acquisition, Corp. (Delaware, US) 5. Meridian Medical Management, Inc. (Delaware, US) 6. medSR, Inc. (Delaware, US) 7. MTBC Private Limited (Pakistan) 8. MTBC Bagh Private Limited (Pakistan) 9. RCM – M

CareCloud Reports Full Year 2023 Results

Exhibit 99.1 CareCloud Reports Full Year 2023 Results SOMERSET, N.J., March 21, 2024 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD, CCLDP and CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, announced financial and operational results for the year ended December 31, 2023. The Company’s management will conduct

Additional Statement of Work dated January 29, 2024 added as Exhibit B to the Consulting Agreement between the Company and Hill City Advisors, LLC. (filed as Exhibit 10.26 to the Company’s Form 10-K filed on March 21, 2024, and incorporated herein by reference).

Exhibit 10.26 CONSULTING AGREEMENT WITH INDIVIDUAL January 8, 2024 Korn Intellect, LLC Bill Korn Dear Bill: CareCloud, Inc. (“CareCloud”) wishes to offer you a contract as an Investor Relations Consultant upon your acceptance of the following terms and conditions in this letter agreement (“Agreement”). For the purposes of this Agreement, “CareCloud, Inc.” shall mean CareCloud, Inc., its affiliates

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 21, 2024 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 21, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K (Mark one) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud, Inc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 17, 2024 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): January 17, 2024 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 11, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

CareCloud Announces Suspension of its Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock

Exhibit 99.1 CareCloud Announces Suspension of its Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock SOMERSET, N.J., December 11, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that its Board of Dire

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 3, 2023 CARECLOUD, INC.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 3, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock

Exhibit 99.1 CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock SOMERSET, N.J., November 3, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that its Board of Directors has declared m

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended September 30, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareC

Regulation FD Disclosure, Results of Operations and Financial Condition, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): November 2, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File N

Slide presentation dated November 2, 2023.

Exhibit 99.2

CareCloud Reports Third Quarter 2023 Results

Exhibit 99.1 CareCloud Reports Third Quarter 2023 Results SOMERSET, N.J., November 2, 2023 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced financial and operational results for the quarter ended September 30, 2023. The Company’s management

Submission of Matters to a Vote of Security Holders

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A (Amendment No. 1) CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 22, 2023 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (C

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 5, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 2, 2023 CareCloud, Inc. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): October 2, 2023 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

Eighth Loan Modification Agreement dated August 31, 2023, by and between the Company and SVB (filed as Exhibit 10.1 to the Company’s Form 8-K filed on September 1, 2023 and incorporated herein by reference).

Exhibit 10.1 EIGHTH LOAN MODIFICATION AGREEMENT This Eighth Loan Modification Agreement (this “Loan Modification Agreement”) is entered into as of August 31, 2023, by and among (a) SILICON VALLEY BANK, a division of FIRST-CITIZENS BANK & TRUST COMPANY (successor by purchase to the Federal Deposit Insurance Corporation as receiver for Silicon Valley Bridge Bank, N.A. (as successor to Silicon Valley

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 31, 2023 CareCloud, Inc. (

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 31, 2023 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Nu

CareCloud, Inc. Up to $11,500,000 Common Stock 8.75% Series B Cumulative Redeemable Perpetual Preferred Stock Liquidation Preference $25.00 per Share

Filed pursuant to Rule 424(b)(5) Registration No. 333-255094 AMENDMENT DATED AUGUST 25, 2023 To Prospectus Supplement dated April 12, 2021 to the Prospectus dated April 12, 2021 and Prospectus Supplement dated February 14, 2022, as amended on May 10, 2022, to the Prospectus dated April 12, 2021 CareCloud, Inc. Up to $11,500,000 Common Stock 8.75% Series B Cumulative Redeemable Perpetual Preferred

CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock

Exhibit 99.1 CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock SOMERSET, N.J., August 4, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that its Board of Directors has declared mon

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 4, 2023 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 4, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

CareCloud Reports Second Quarter 2023 Results

Exhibit 99.1 CareCloud Reports Second Quarter 2023 Results SOMERSET, N.J., August 3, 2023 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD, CCLDO, CCLDP), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced financial and operational results for the quarter ended June 30, 2023. The Company’s management will

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended June 30, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-36529 CareCloud,

Slide presentation dated August 3, 2023.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 3, 2023 CARECLOUD, INC. (E

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): August 3, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Num

Larry Steenvoorden Bonus Agreement

Exhibit 10.2 CARECLOUD, INC. BONUS AGREEMENT This BONUS AGREEMENT (the “Agreement”), dated as of the 6th day of July, 2023 is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Larry Steenvoorden (the “Executive”). WHEREAS, the Company and Executive entered into an Executive Employment Agreement (“Employment Agreement”), whereby the Executive was employed as the Chief Finan

Larry Steenvoorden Executive Employment Agreement

Exhibit 10.1 CARECLOUD, INC. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, dated as of the 6th day of July, 2023 is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Larry Steenvoorden (the “Executive”). WHEREAS, the Executive possesses unique knowledge of finance, account, tax, and the general responsibilities of a Chief Financial Officer; and WHEREAS, the Boa

CareCloud Appoints Larry Steenvoorden as Chief Financial Officer

Exhibit 99.1 CareCloud Appoints Larry Steenvoorden as Chief Financial Officer SOMERSET, N.J., JULY 11, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced the appointment of Larry Steenvoorden as the new chief financial officer (CFO). With a distinguished career and ex

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 6, 2023 CARECLOUD, INC. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): July 6, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 22, 2023 CareCloud, Inc. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 22, 2023 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 10, 2023 CARECLOUD, INC. (Exa

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 10, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numbe

Bill Korn Executive Employment Agreement

Exhibit 10.1 CARECLOUD, INC. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, effective as of the 8th day of May, 2023 is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Bill Korn (the “Executive”). WHEREAS, the Executive possesses unique knowledge of investor relations and the general responsibilities of a Chief Strategy Officer; and WHEREAS, the Board of Direc

Joseph DosSantos Executive Employment Agreement

Exhibit 10.2 CARECLOUD, INC. EXECUTIVE EMPLOYMENT AGREEMENT This EMPLOYMENT AGREEMENT, effective as of the 8th day of May, 2023 is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Joseph C. DosSantos (the “Executive”). WHEREAS, the Executive possesses unique knowledge of finance, account, tax, and the general responsibilities of a Chief Financial Officer; and WHEREAS, the

CareCloud Strengthens Leadership Team with Key Transitions Bill Korn appointed chief strategy officer, Joseph DosSantos joins as chief financial officer, strengthening CareCloud’s position as a leader in healthcare technology solutions.

Exhibit 99.1 CareCloud Strengthens Leadership Team with Key Transitions Bill Korn appointed chief strategy officer, Joseph DosSantos joins as chief financial officer, strengthening CareCloud’s position as a leader in healthcare technology solutions. SOMERSET, N.J., MAY 8, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical p

Joseph DosSantos Bonus Agreement

Exhibit 10.3 CARECLOUD, INC. BONUS AGREEMENT This BONUS AGREEMENT (the “Agreement”), effective as of the 8th day of May, 2023 is by and between CareCloud, Inc., a Delaware corporation (the “Company”) and Joseph DosSantos (the “Executive”). WHEREAS, effective as of May 8, 2023, the Company and Executive entered into an Executive Employment Agreement (“Employment Agreement”), whereby the Executive w

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 4, 2023 CARECLOUD, INC. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 4, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Number

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 5, 2023 CARECLOUD, INC. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 5, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Number

CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock

Exhibit 99.1 CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock SOMERSET, N.J., May 5, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that its Board of Directors has declared monthl

Slide presentation dated May 4, 2023.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-Q (Mark one) ☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the quarterly period ended March 31, 2023 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number 001-36529 CareCloud,

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 4, 2023 CARECLOUD, INC. (Exac

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): May 4, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Number

CareCloud Reports First Quarter 2023 Results

Exhibit 99.1 CareCloud Reports First Quarter 2023 Results SOMERSET, N.J., May 4, 2023 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD, CCLDP and CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, announced financial and operational results for the quarter ended March 31, 2023. The Company’s management will conduc

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ Definitive Proxy State

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 9, 2023 CARECLOUD, INC. (Ex

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 9, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 3, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock

Exhibit 99.1 CareCloud Declares Dividends on Non-Convertible Series A and Series B Cumulative Redeemable Perpetual Preferred Stock SOMERSET, N.J., March 3, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that its Board of Directors has declared mont

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 10-K (Mark one) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 or ☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the transition period from to Commission File Number: 001-36529 CareCloud, Inc

Consulting Agreement dated June 3, 2022 by and between the Company and Hill City Advisors, LLC (filed as Exhibit 10.22 to the Company’s Form 10-K filed on March 2, 2023, and incorporated herein by reference).

Exhibit 10.22 CONSULTING AGREEMENT June 3, 2022 Stephen Snyder Hill City Advisors, LLC 6100 Via Venetia South Delray Beach, FL 33484 Dear Steve: CareCloud, Inc. (“CareCloud”) wishes to offer you (“Consultant”) a contract as a Consultant to the Executive Chairman, upon your acceptance of the following terms and conditions in this letter agreement (“Agreement”). For the purposes of this letter agree

CareCloud Reports Record Full Year 2022 Results

Exhibit 99.1 CareCloud Reports Record Full Year 2022 Results SOMERSET, N.J., March 2, 2023 (GLOBE NEWSWIRE) – CareCloud, Inc. (the “Company” or “CareCloud”) (Nasdaq: CCLD, CCLDP and CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, announced financial and operational results for the year ended December 31, 2022. The Company’s management will c

Amendment to Consulting Agreement dated February 16, 2023 by and between the Company and Hill City Advisors, LLC (filed as Exhibit 10.23 to the Company’s Form 10-K filed on March 2, 2023, and incorporated herein by reference).

Exhibit 10.23 AMENDMENT TO CONSULTING AGREEMENT This AMENDMENT TO CONSULTING AGREEMENT (this “Amendment”) is by and between CARECLOUD, INC. (“Company”), and HILL CITY ADVISORS, LLC (“Consultant”) (Company and Consultant may each be referred to herein individually as a “Party” or collectively as the “Parties”). This Amendment is entered into as of this 16th day of February 2023 (the “Amendment Date

Slide presentation dated March 2, 2023.

Exhibit 99.2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 2, 2023 CARECLOUD, INC. (Ex

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): March 2, 2023 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File Numb

Description of Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934 (filed as Exhibit 4.9 to the Company’s Form 10-K filed on March 2, 2023, and incorporated herein by reference).

Exhibit 4.9 DESCRIPTION OF THE REGISTRANT’S SECURITIES General As of February 28, 2023, CareCloud, Inc. (the “Company”) has three classes of securities registered under Section 12 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”): (i) our common stock, par value $0.001 per share; (ii) our 11% Series A Cumulative Redeemable Perpetual Preferred Stock, par value $0.001 per share

List of subsidiaries.

Exhibit 21.1 Subsidiary List of CareCloud, Inc. 1. MTBC Acquisition, Corp. (Delaware, US) 2. CareCloud Practice Management, Corp. (Delaware, US) 3. Meridian Medical Management, Inc. (Delaware, US) 4. CareCloud Health, Inc. (Delaware, US) 5. MTBC Bagh Private Limited (Pakistan) 6. MTBC Private Limited (Pakistan) 7. RCM – MediGain India, Pvt. Ltd. (India) 8. RCM – MediGain Colombo, Pvt. Ltd. (Sri La

Silicon Valley Bank Increases CareCloud’s Credit Facility to $25 million

Exhibit 99.1 Silicon Valley Bank Increases CareCloud’s Credit Facility to $25 million SOMERSET, N.J., FEBRUARY 21, 2023 (GLOBE NEWSWIRE) — CareCloud, Inc. (the “Company”) (Nasdaq: CCLD, CCLDP, CCLDO), a leader in healthcare technology solutions for medical practices and health systems nationwide, today announced that Silicon Valley Bank (NASDAQ: SIVB), the bank of the world’s most innovative compa

Seventh Loan Modification Agreement dated February 17, 2023, by and between the Company and SVB (filed as Exhibit 10.1 to the Company’s Form 8-K filed on February 21, 2023 and incorporated herein by reference).

EX-10.1 2 ex10-1.htm Exhibit 10.1 SEVENTH LOAN MODIFICATION AGREEMENT This Seventh Loan Modification Agreement (this “Loan Modification Agreement”) is entered into as of February 17, 2023, by and among (a) SILICON VALLEY BANK, a California corporation, with its principal place of business at 3003 Tasman Drive, Santa Clara, California 95054 and with a loan production office located at 275 Grove Str

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 17, 2023 CareCloud, Inc.

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): February 17, 2023 CareCloud, Inc. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

LETTER

United States securities and exchange commission logo January 4, 2023 Bill Korn Chief Financial Officer CareCloud, Inc.

December 16, 2022

December 16, 2022 Lisa Etheredge Senior Staff Accountant U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, NE Washington, D.C. 20549 Re: CareCloud, Inc. Form 10-K for the Year Ended December 31, 2021 Form 10-Q for the Period Ended September 30, 2022 File No. 001-36529 Dear Ms. Etheredge: I am writing in response to two comments received from the Division of Corp

CareCloud Hosts Inaugural Analyst and Investor Day, Emphasizes Goal to Help Providers Embrace the Next Generation of Healthcare CareCloud leadership showcases strengths and opportunities, and announces upcoming Nasdaq symbol change from MTBC to CCLD

Exhibit 99.1 CareCloud Hosts Inaugural Analyst and Investor Day, Emphasizes Goal to Help Providers Embrace the Next Generation of Healthcare CareCloud leadership showcases strengths and opportunities, and announces upcoming Nasdaq symbol change from MTBC to CCLD SOMERSET, N.J., DECEMBER 13, 2022 (GLOBE NEWSWIRE) ? CareCloud, Inc. (Nasdaq: MTBC, MTBCO, MTBCP), a leader in healthcare technology solu

Other Events, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 13, 2022 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File

Regulation FD Disclosure, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 Date of Report (Date of earliest event reported): December 12, 2022 CARECLOUD, INC. (Exact name of registrant as specified in its charter) Delaware 001-36529 22-3832302 (State or other jurisdiction of incorporation) (Commission File