UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 6-K/A

REPORT OF FOREIGN PRIVATE ISSUER

PURSUANT TO RULE 13a-16 OR 15d-16

UNDER THE SECURITIES EXCHANGE ACT OF 1934

For the month of April 2026

Commission File Number: 001-42288

Cuprina Holdings (Cayman) Limited

(Registrant’s Name)

c/o Blk 1090 Lower Delta Road #06-08

Singapore 169201

(Address of principal executive office)

Indicate by check mark whether the registrant files or will file annual reports under cover of Form 20-F or Form 40-F.

EXPLANATORY NOTE

This Form 6-K/A is being filed by Cuprina Holdings (Cayman) Limited as an amendment to the Form 6-K dated April 21, 2026. The purpose of this Form 6-K/A is to amend the voting deadline and to amend the date of the annual general meeting under Exhibit 99.2 of the April 21, 2026 Form 6-K.

INFORMATION CONTAINED IN THIS REPORT ON FORM 6-K

Cuprina Holdings (Cayman) Limited furnishes under the cover of Form 6-K the following in connection with the annual general meeting of its shareholders.

Exhibits

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

Date: April 28, 2026

Exhibit 99.1

Cuprina Holdings (Cayman) Limited

(Incorporated in the Cayman Islands with limited liability)

Notice of Annual General Meeting of Shareholders

To Be Held on May 14, 2026, at 9:00 p.m., local time

NOTICE IS HEREBY GIVEN THAT the annual general meeting (the “Meeting” or “AGM”) of the shareholders of Cuprina Holdings (Cayman) Limited (the “Company”) will be held at Blk 1090 Lower Delta Road #06-08, Singapore 169201, and via live webcast, on May 14, 2026, at 9:00 p.m., local time (i.e., 9 a.m. May 14, 2026 E.T.). Eligible shareholders, directors, as well as duly appointed proxyholders will be able to attend, participate and vote at the Meeting. To register for the virtual meeting please register in advance at https://meeting.vstocktransfer.com/CUPRINAMAY26.

The purpose of the Meeting is as follows:

The foregoing items of business are described in the proxy statement accompanying this notice. The Board of Directors unanimously recommends that the shareholders vote “FOR” for all the items.

The Board of Directors has fixed the close of business New York time on April 16, 2026 as the record date (the “Record Date”) for determining the shareholders entitled to receive notice of and to vote at the AGM or any adjourned or postponed meeting thereof.

If you are a registered holder of our Class A Ordinary Shares and Class B Ordinary Shares (collectively, the “Ordinary Shares”) on the Record Date, you are cordially invited to attend the AGM in person. Your vote is important. If you cannot attend the AGM in person, you are urged to complete, sign, date and return the accompanying form(s) of proxy (as applicable) by (i) online at http://www.vstocktransfer.com/proxy, (ii) by fax at 646-536-3179 , (iii) email at vote@vstocktransfer.com , or (iv) by mail by enclosing your Proxy Card in the return envelope provided, as soon as possible and in any event no later than 11:59 p.m. Eastern Time on May 13, 2026.

If your shares are held in a stock brokerage account or by a bank or other nominee, you are considered the “beneficial owner” of shares held in “street name,” and your broker or nominee is considered the “Shareholder of record” with respect to those shares. Your broker or nominee should be forwarding these proxy materials to you. As the beneficial owner, you have the right to direct your broker, bank, or other nominee how to vote, and you are also invited to participate in the AGM. However, since you are not the Shareholder of record, you may not vote these shares in person unless you obtain a legal proxy from your brokerage firm or bank. If a broker, bank, or other nominee holds your shares, you will receive instructions from them that you must follow in order to have your shares voted.

Holders of record of the Company’s Ordinary Shares as of the Record Date are cordially invited to attend the AGM in person. Your vote is important. If you cannot attend the AGM in person, you are urged to complete, sign, date and return the accompanying proxy form as promptly as possible. We must receive the proxy form no later than 48 hours before the time of the AGM to ensure your representation at such meeting.

IMPORTANT

Whether or not you expect to attend the Annual General Meeting in person, you are urged to complete, sign, date and return the accompanying proxy form to ensure your representation at such meeting.

If your shares are held in street name, your broker, bank, custodian or other nominee holder cannot vote your shares, unless you direct the nominee holder how to vote by marking your proxy card.

CUPRINA HOLDINGS (CAYMAN) LIMITED

TABLE OF CONTENTS

CUPRINA HOLDINGS (CAYMAN) LIMITED

Blk 1090 Lower Delta Road #06-08,

Singapore 169201

PROXY STATEMENT

for

ANNUAL GENERAL MEETING OF SHAREHOLDERS

To Be Held on May 14, 2026, at 9:00 p.m., local time

PROXY SOLICITATION

This Proxy Statement is furnished in connection with the solicitation of proxies by the Board of Directors (the “Board” or the “Board of Directors”) of Cuprina Holdings (Cayman) Limited (the “Company,” “we,” “us,” or “our”) for the Annual General Meeting of Shareholders on May 14, 2026, at 9:00 p.m., local time (i.e., 9 a.m. May 14, 2026 E.T.) and for any adjournment or postponement thereof, for the purposes set forth in the accompanying Notice of Annual General Meeting (the “Meeting” or “AGM”) of Shareholders. Eligible shareholders, directors, as well as duly appointed proxyholders will be able to attend, participate and vote at the Meeting. Any shareholder giving such a proxy has the power to revoke it at any time before it is voted. Written notice of such revocation should be forwarded directly to the Chairman of the Board of Directors of the Company, at the above stated address. Proxies may be solicited through the mails or direct communication with certain shareholders or their representatives by Company officers, directors, or employees, who will receive no additional compensation therefor.

If the enclosed proxy is properly executed and returned, the shares represented thereby will be voted in accordance with the directions thereon and otherwise in accordance with the judgment of the persons designated as proxies. Any proxy on which no direction is specified will be voted in favor of the actions described in this Proxy Statement.

The Company will bear the entire cost of preparing, assembling, printing and mailing this Proxy Statement, the accompanying proxy form, and any additional material that may be furnished to shareholders. The date on which this Proxy Statement and the accompanying Proxy Form will first be mailed or given to the Company’s shareholders is on or about May 1, 2026.

We have elected to provide access to our proxy materials both by sending you this full set of proxy materials, including the notice of our Meeting, this Proxy Statement and a proxy card to Shareholders.

Your vote is important. Whether or not you expect to attend the Meeting in person, you are urged to complete, sign, date and return the accompanying proxy form as promptly as possible to ensure your representation at such meeting. Shareholders who execute proxies retain the right to revoke them at any time prior to the voting thereof, and may nevertheless vote online at the Meeting. If you hold your shares in street name and wish to vote your shares at the Meeting, you should contact your broker, bank, custodian or other nominee holder about getting a legal proxy appointing you to vote your shares.

QUESTIONS AND ANSWERS ABOUT THE ANNUAL GENERAL MEETING

The following information regarding the proxy material, Annual General Meeting and voting is presented in a question and answer format.

When you sign the enclosed proxy card, you appoint the proxy holder as your representative at the meeting. The proxy holder will vote your shares as you have instructed in the proxy card, thereby ensuring that your shares will be voted whether or not you attend the meeting. Even if you plan to attend the meeting, you should complete, sign and return your proxy card in advance of the meeting just in case your plans change.

If you have signed and returned the proxy card and an issue comes up for a vote at the meeting that is not identified on the card, the proxy holder will vote your shares, pursuant to your proxy, in accordance with his or her judgment.

The Company intends to mail this proxy statement and accompanying proxy card on or about May 1, 2026 to all shareholders entitled to vote at the Meeting.

Shareholder of Record: Shares Registered in Your Name

If you are a shareholder of record, you may vote online at the Meeting by proxy using the enclosed proxy card.

Beneficial Owner: Shares Registered in the Name of a Broker, Bank, Custodian or Other Nominee Holder

If you received this proxy statement from your broker, bank, custodian or other nominee holder, your broker, bank, custodian or other nominee holder should have given you instructions for directing how that person or entity should vote your shares. It will then be your broker, bank, custodian or other nominee holder’s responsibility to vote your shares for you in the manner you direct. Please complete, execute and return the proxy card in the envelope provided by your broker, bank, custodian or other nominee holder promptly.

Under the rules of various national and regional securities exchanges, brokers generally may vote on routine matters, such as the ratification of the engagement of an independent public accounting firm, but may not vote on non-routine matters unless they have received voting instructions from the person for whom they are holding shares. The proposals are non-routine matters and, consequently, your broker, bank, custodian or other nominee holder will not have discretionary authority to vote your shares on these matters. If your broker, bank, custodian or other nominee holder does not receive instructions from you on how to vote on this matter, your broker, bank, custodian or other nominee holder will return the proxy card to us, indicating that he or she does not have the authority to vote on these matters. This is generally referred to as a “broker non-vote” and may affect the outcome of the voting.

We therefore encourage you to provide directions to your broker, bank, custodian or other nominee holder as to how you want your shares voted on all matters to be brought before the Meeting. You should do this by carefully following the instructions your broker, bank, custodian or other nominee holder gives you concerning its procedures. This ensures that your shares will be voted at the Meeting.

You are also invited to attend the Meeting. However, since you are not the shareholder of record, you may not vote your shares in person at the meeting unless you request and obtain a valid legal proxy from your broker, bank, custodian or other nominee holder and send that document, along with a completed voting form indicating your vote prior to the Meeting to vote@vstocktransfer.com.

If you hold your shares in the name of your broker, bank, or other fiduciary, you will need to contact that person or entity to revoke your proxy.

On April 16, 2026, the Record Date, there were 7,365,000 Class A Ordinary Shares and 14,085,000 Class B Ordinary Shares outstanding. At least one shareholder holding not less than an aggregate of one third of all the votes of all shares in issue and entitled to vote (i.e. at least 49,405,000 votes) needs to be present in person or by proxy at the Meeting in order to hold the meeting and conduct business.

Assuming a quorum as referenced above is reached –

Only shares that are voted are taken into account in determining the proportion of votes cast for the proposals. Any shares not voted (whether by abstention, broker non-vote or otherwise) will not impact any of the votes.

Proposal 1

TO APPROVE THE AUDITOR APPOINTMENT PROPOSAL

To consider and approve by an ordinary resolution the appointment of J&S Associate PLT as auditors of the Company for the fiscal year ending December 31, 2025, and to authorize the audit committee of the Company to fix the remuneration of the auditors.

Vote Required to Approve Proposal 1

Proposal 1 will be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE AUDITOR APPOINTMENT PROPOSAL

Proposal 2

TO APPROVE THE ELECTION PROPOSALS

To consider and approve by an ordinary resolution the re-election of the following persons as Directors of the Company, pursuant to the Company’s Amended and Restated Memorandum and Articles of Association currently in effect (the “Existing M&A”) (the “Election Proposals”).

Vote Required to Approve Proposal 2

Proposals 2a to 2f will each be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE ELECTION PROPOSALS

Proposal 3

TO APPROVE THE SHARE CONSOLIDATION PROPOSAL

To consider and approve by an ordinary resolution that:

Purpose and Background of the Share Consolidation

Based on the closing bid price of the Company for the period from October 15, 2025 to November 25, 2025, the Company is currently non-compliant with Nasdaq Continued Listing Rule (“Rules”) 5550(a)(2) (the “Price Rule”), which requires listed securities to maintain a minimum bid price of $1.00 per share. Nasdaq has provided the Company with a 180 calendar days compliance period, or until May 26, 2026, in which to regain compliance with Nasdaq continued listing requirement.

The Board of Directors believes this Share Consolidation will increase the per share price of our Class A Ordinary Shares and enable us to regain compliance with the Price Rule.

Potential Affected Investor Interest

In raising this proposal, the Board of Directors considered that the Company’s Class A Ordinary Shares may not appeal to brokerage firms that are reluctant to recommend lower priced securities to their clients. Investors may also be dissuaded from purchasing lower priced stocks because the brokerage commissions, as a percentage of the total transaction, tend to be higher for such stocks. Moreover, the analysts at many brokerage firms do not monitor the trading activity or otherwise provide coverage of lower priced stocks.

By approving this proposal, shareholders will approve the Company to effect a Share Consolidation which it deems in the best interests of the Company and its shareholders.

Principal Effects of the Share Consolidation

If implemented, the Share Consolidation will be effected simultaneously for all shares of the Company (both issued and unissued). The Share Consolidation will affect all of our shareholders uniformly and will not affect any shareholder’s percentage ownership interests in the Company, except to the extent that in the case where the Share Consolidation would otherwise result in any of our shareholders owning a fractional share, the fractional number of shares held by such shareholders will be rounded up to the next whole number. After the Share Consolidation, our Ordinary Shares will have the same voting rights and rights to dividends and distributions and will be identical in all other respects to our Ordinary Shares now authorised. Ordinary Shares issued pursuant to the Share Consolidation will remain fully paid and non-assessable. The Share Consolidation will not affect the Company continuing to be subject to the periodic reporting requirements of the Exchange Act. The Share Consolidation is not intended to be, and will not have the effect of, a “going private transaction” covered by Rule 13e-3 under the Exchange Act.

The Share Consolidation may result in some shareholders owning “odd-lots” of less than 100 shares of our Ordinary Shares. Brokerage commissions and other costs of transactions in odd-lots are generally higher than the costs of transactions in “round-lots” of even multiples of 100 shares.

Following the effectiveness of such Share Consolidation approved by the shareholders, current shareholders will hold fewer shares of Ordinary Shares, but the rights and ownership percentages will remain the same.

IF THIS PROPOSAL IS NOT APPROVED, WE MAY BE UNABLE TO COMPLY WITH THE MINIMUM TRADING PRICE REQUIREMENT FOR CONTINUED LISTING OF OUR CLASS A ORDINARY SHARES ON THE NASDAQ CAPITAL MARKET, WHICH COULD ADVERSELY AFFECT THE LIQUIDITY AND MARKETABILITY OF OUR CLASS A ORDINARY SHARES.

Fractional Shares

No fractional shares will be issued in connection with the Share Consolidation. Instead, we will issue one full share of the Ordinary Shares after Share Consolidation to any shareholder who would have been entitled to receive a fractional share as a result of the Share Consolidation. Each ordinary shareholder will hold the same percentage of the outstanding Ordinary Shares immediately following the Share Consolidation as that shareholder did immediately prior to the Share Consolidation, except for minor adjustments due to the additional net share fractions that will need to be issued as a result of the treatment of fractional shares.

Risks Associated with the Share Consolidation

Consolidation, if any, upon the market price for our Class A Ordinary Shares cannot be accurately predicted. In particular, we cannot assure you that prices for shares of our Class A Ordinary Shares after the Share Consolidation will be the number of times equals exactly to the ratio multiplied by the prices for shares of our Class A Ordinary Shares immediately prior to the Share Consolidation. Furthermore, even if the market price of our Class A Ordinary Shares does rise following the Share Consolidation, we cannot assure you that the market price of our Class A Ordinary Shares immediately after the proposed Share Consolidation will be maintained for any period of time. Even if an increased per-share price can be maintained, the Share Consolidation may not achieve the desired results that have been outlined above. Moreover, because some investors may view the Share Consolidation negatively, we cannot assure you that the Share Consolidation will not adversely impact the market price of our Class A Ordinary Shares.

The market price of our Class A Ordinary Shares will also be based on our performance and other factors, some of which are unrelated to the Share Consolidation or the number of shares outstanding. If the Share Consolidation is effected and the market price of our Class A Ordinary Shares declines, the percentage declines as an absolute number and as a percentage of our overall market capitalization may be greater than would occur in the absence of a Share Consolidation. The total market capitalization of our Class A Ordinary Shares after implementation of the Share Consolidation, when and if implemented, may also be lower than the total market capitalization before the Share Consolidation. Furthermore, the liquidity of our Class A Ordinary Shares could be adversely affected by the reduced number of shares that would be outstanding after the Share Consolidation.

While we believe that the Share Consolidation will be sufficient to maintain our listing on The Nasdaq Stock Market, it is possible that, even if the Share Consolidation results in a closing price for our Class A Ordinary Shares that exceeds $1.00 per share, we may not be able to continue to satisfy other criteria for continued listing of our Class A Ordinary Shares on The Nasdaq Stock Market. Although we believe that we will continue satisfying all of the other continued listing criteria, we cannot assure you that this will be the case.

Vote Required to Approve Proposal 3

Proposal 3 will be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE SHARE CONSOLIDATION PROPOSAL

Proposal 4

TO APPROVE THE INCREASE OF CLASS B VOTING RIGHTS PROPOSAL

To consider and approve by a special resolution the change in voting rights of holders of Class B Ordinary Shares from 10 votes per Class B Ordinary Share to 100 votes per Class B Ordinary Share.

Vote Required to Approve Proposal 4

Proposal 4 will be approved only if it receives the affirmative vote of not less than two-thirds of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE INCREASE OF CLASS B VOTING RIGHTS PROPOSAL

Proposal 5

TO APPROVE THE INCREASE OF AUTHORISED SHARE CAPITAL PROPOSAL

To consider and approve by an ordinary resolution that the authorised share capital of the Company will be increased with effect immediately after the Share Consolidation:

FROM: US$50,000 divided into 6,250,000 Ordinary Shares of nominal or par value of US$0.008 each, comprising (a) 3,125,000 Class A Ordinary Shares of nominal or par value of US$0.008 each and (b) 3,125,000 Class B Ordinary Shares of nominal or par value of US$0.008 each

TO: US$100,000 divided into 12,500,000 Ordinary Shares of nominal or par value of US$0.008 each, comprising (a) 6,250,000 Class A Ordinary Shares of nominal or par value of US$0.008 each and (b) 6,250,000 Class B Ordinary Shares of nominal or par value of US$0.008 each.

Vote Required to Approve Proposal 5

Proposal 5 will be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE INCREASE OF AUTHORISED SHARE CAPITAL PROPOSAL

Proposal 6

TO APPROVE THE M&A AMENDMENT PROPOSAL

To consider and approve by a special resolution that subject to the Share Consolidation Proposal, the Increase of Class B Voting Rights Proposal, and the Increase of Authorised Share Capital Proposal taking effect, the proposed Second Amended and Restated Memorandum and Articles of Association of the Company, the form of which is set forth in Appendix A to this proxy statement, be adopted in its entirety and in substitution for and to the exclusion of the currently effective Amended and Restated Memorandum and Articles of Association of the Company.

Vote Required to Approve Proposal 6

Proposal 6 will be approved only if it receives the affirmative vote of not less than two-thirds of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE M&A AMENDMENT PROPOSAL

Proposal 7

TO APPROVE THE EQUITY INCENTIVE PLAN PROPOSAL

To consider and approve by an ordinary resolution the Cuprina 2026 Employee Incentive Plan, the form of which is set forth in Appendix B to this proxy statement.

Vote Required to Approve Proposal 7

Proposal 7 will be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE EQUITY INCENTIVE PLAN PROPOSAL

Proposal 8

TO APPROVE THE SHARE ISSUANCE PROPOSAL

To consider and approve the potential issuance, in one or more public or non-public financing transactions (the terms, pricing and method of issuance to be determined by the directors of the Company at a later date), of:

Background

Our Board of Directors is seeking shareholder approval, as required by Nasdaq Listing Rules 5635(b) and 5635(d), to authorize the potential issuance of Class A Ordinary Shares (or securities convertible into or exercisable for Class A Ordinary Shares) in one or more future financing transactions, which may result in a change of control or the issuance of more than 20% of the Company’s outstanding Class A Ordinary Shares or voting power.

Nasdaq Listing Rules 5635(b) and 5635(d)

Nasdaq Listing Rule 5635(b) requires shareholder approval prior to the issuance of securities when the issuance or potential issuance will result in a change of control of the Company.

Nasdaq Listing Rule 5635(d) requires shareholder approval prior to the issuance of securities in a transaction other than a public offering, involving the sale, issuance or potential issuance by the Company of common stock (or securities convertible into or exercisable for common stock) equal to 20% or more of the outstanding common stock or voting power, at a price below the minimum price as defined under Nasdaq Listing Rules.

Purpose and Effects

Approval of this Proposal will provide the Company with the flexibility to raise capital in public offerings, private placement or other non-public financing transactions, including PIPEs, equity lines, or other strategic financings, without being limited by the 20% restriction or restrictions on change of control. The Board believes this flexibility is essential to enable the Company to act quickly in securing funding when market conditions are favorable.

This Proposal does not obligate the Company to consummate any specific transaction. Any transaction completed under this authority will be subject to the Board’s determination that such transaction is in the best interests of the Company and its shareholders.

Types of Securities

The Company may issue Class A Ordinary Shares or securities convertible into or exercisable for Class A Ordinary Shares, including convertible preferred shares, convertible notes, or warrants. The number of securities issued could exceed 20% of the outstanding Class A Ordinary Shares or voting power as of the record date, and could also lead to a change of control of the Company.

Pricing

Any such securities could be issued at a discount to the prevailing market price of our Class A Ordinary Shares and, depending on market conditions, may be below the “Minimum Price” as defined in Nasdaq Listing Rule 5635(d). The exact terms, including price, conversion or exercise features, maturity, interest or dividend provisions, and anti-dilution protections, will be negotiated with investors at the time of any transaction.

Use of Proceeds

The Company currently anticipates using proceeds from any such financing for general working capital, repayment or refinancing of indebtedness, funding of research and development initiatives, potential strategic acquisitions, and building its Solana-based digital asset corporate treasury program.

Effect of Shareholder Approval

Approval of this Proposal 8 authorizes the Company to issue securities in one or more public or non-public financing transactions that (i) result in a change of control under Nasdaq Listing Rule 5635(b), or (ii) exceed the threshold under Nasdaq Listing Rule 5635(d), including at a price that may be below the “Minimum Price” (as defined in Nasdaq Listing Rules), and solely for financing purposes, without further shareholder approval, provided such issuances fall within the parameters described herein.

Dilution and Other Risks

The issuance of additional Class A Ordinary Shares, or securities convertible into or exercisable for Class A Ordinary Shares, could substantially dilute the ownership interests and voting power of existing shareholders. Such issuances may also adversely affect the market price of our Class A Ordinary Shares and create downward pressure if securities are issued at a discount. Convertible or derivative securities may introduce volatility and could result in substantial additional dilution if the price of our Class A Ordinary Shares declines.

No Specific Transactions

As of the date of this Proxy Statement, the Company has not entered into any definitive agreement to issue securities pursuant to this Proposal 8, and no specific financing transaction is currently pending.

Vote Required to Approve Proposal 8

Proposal 8 will be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE SHARE ISSUANCE PROPOSAL

Proposal 9

TO APPROVE THE ADJOURNMENT PROPOSAL

To consider and approve by an ordinary resolution to direct the chairman of the annual general meeting to adjourn the annual general meeting to a later date or dates, if necessary, to permit further solicitation and vote of proxies if, based upon the tabulated vote at the time of the meeting, there are insufficient votes to approve the proposals 1 to 8 above.

Vote Required to Approve Proposal 9

Proposal 9 will be approved only if it receives the affirmative vote of at least a simple majority of the shareholders being entitled to do so, voting online or by proxy at the Meeting assuming a quorum is reached.

WE RECOMMEND A VOTE “FOR” THE ADJOURNMENT PROPOSAL

Transfer Agent and Registrar

The transfer agent and registrar for our ordinary shares is VStock Transfer, LLC. Its address is 18 Lafayette Place, Woodmere, New York 11598, and its telephone number is +1 (212) 828-8436.

Where You Can Find More Information

We file annual reports and other documents with the SEC under the Exchange Act. Our SEC filings made electronically through the SEC’s EDGAR system are available to the public at the SEC’s website at http://www.sec.gov. You may also read and copy any document we file with the SEC at the SEC’s public reference room located at 100 F Street, NE, Room 1580, Washington, DC 20549. Please call the SEC at +1 (800) SEC-0330 for further information on the operation of the public reference room.

Appendix A

Form of Second Amended and Restated Memorandum and Articles of Association of

Cuprina Holdings (Cayman) Limited

THE COMPANIES ACT (REVISED)
OF THE CAYMAN ISLANDS

SECOND Amended and restated
MEMORANDUM OF ASSOCIATION

OF

Cuprina Holdings (Cayman) Limited

An Exempted Company Limited By Shares

(adopted by a Special Resolution passed on [  ] 2026)

THE COMPANIES ACT (REVISED)

OF THE CAYMAN ISLANDS

SECOND AMENDED AND RESTATED
ARTICLES OF ASSOCIATION

OF

CUPRINA HOLDINGS (CAYMAN) LIMITED

An Exempted Company Limited By Shares
(adopted by a Special Resolution passed on [  ] 2026)

TABLE A

The regulations contained or incorporated in Table ‘A’ in the First Schedule of the Companies Act shall not apply to the Company and the following Articles shall comprise the Articles of Association of the Company.

provided that the Directors may in the notice convening the meeting, or in an instrument of proxy sent out by the Company, direct that the instrument appointing a proxy may be deposited (no later than the time for holding the meeting or adjourned meeting) at the Registered Office or at such other place as is specified for that purpose in the notice convening the meeting, or in any instrument of proxy sent out by the Company. The Chairman may in any event at his discretion direct that an instrument of proxy shall be deemed to have been duly deposited. An instrument of proxy that is not deposited in the manner permitted shall be invalid.

35	CAPITALISATION OF RESERVES

and allot the Shares or debentures, credited as fully paid, to the Shareholders (or as they may direct) in those proportions, or partly in one way and partly in the other, but the Share Premium Account, the capital redemption reserve and profits which are not available for distribution may, for the purposes of this Article, only be applied in paying up unissued Shares to be allotted to Shareholders credited as fully paid;

and any such agreement made under this authority being effective and binding on all those Shareholders; and

In proving service by post or courier service it shall be sufficient to prove that the letter containing the notice or documents was properly addressed and duly posted or delivered to the courier service.

No other Person shall be entitled to receive notices of general meetings.

unless the same shall happen through such Indemnified Person’s own dishonesty, wilful default or fraud.

Appendix B

Form of Cuprina 2026 Employee Incentive Plan

RULES OF THE CUPRINA 2026 EMPLOYEE INCENTIVE PLAN

The “Cuprina 2026 Employee Incentive Plan” (hereinafter referred to as the “Plan”) has been established by Cuprina Holdings (Cayman) Limited, an exempted company incorporated in the Cayman Islands with limited liability (the “Company”).

The aggregate number of Class A Ordinary Shares of a nominal or par value of US$0.008 each in the capital of the Company (“Option Shares”) which may be issued upon exercise of the options granted under this Plan (“Options”) shall not exceed fifteen per cent. (15 %) of the total issued Class A Ordinary Shares of a nominal or par value of US$0.008 each in the capital of the Company (“Class A Shares”) from time to time.

In addition and notwithstanding any other Rule of this Plan, in the event that a Participant ceases to be employed or engaged (as the case may be) by the Company and/or any of its subsidiaries for any reason whatsoever, the Company shall, subject to applicable law, have the right (but not the obligation) to require the Participant to sell and/or procure his nominee(s) (if any) to sell to the Company, or such other party or parties as the Company may direct, all the Option Shares owned or held by the Participant and/or his nominee(s) (if any) which has been issued to him pursuant to the exercise of the Option Shares granted to him at the same subscription price which price paid by the Participant for such Option Shares, and the Participant shall use his best efforts to promptly take, or cause to be taken, all actions and to do, or cause to be done, all things necessary, proper or advisable under applicable laws to effect the transfer of the Option Shares contemplated under this Rule 9.

The terms of employment and/or engagement (as the case may be) of a Participant shall not be affected by his participation in the Plan, which shall neither form part of such terms nor entitle him to take into account such participation in calculating any compensation or damages on the termination of his employment and/or engagement (as the case may be) for any reason.

All taxes (including income tax) arising from the grant or exercise of any Option granted to any Participant under the Plan shall be borne by that Participant.

Notwithstanding any provisions herein contained and subject to the Companies Act, the Committee and the Company shall not under any circumstances be held liable to any Participant or any other person whomsoever for any costs, losses, expenses and damages whatsoever and howsoever arising in any event, in connection with the Plan or the administration thereof.

Any disputes or differences of any nature arising hereunder shall be referred to the Committee and its decision shall be final and binding in all respects.

The Plan shall be governed by, and construed in accordance with, the laws of the Republic of Singapore . The Participants, by accepting Options in accordance with the Plan, and the Company submit to the exclusive jurisdiction of the courts of the Republic of Singapore.

No person other than the Company or a Participant shall have any right to enforce any provision of the Plan or any Option by virtue of the Contracts (Rights of Third Parties) Act 2001 of Singapore.

The Committee may from time to time amend, modify or supplement the Plan in any respect (including but not limited to any modification and/or alterations on the type of Options to be granted, the size of the Plan and the classes of shares to be included in the Plan), provided that no such amendment, modification or supplement shall materially adversely affect the rights of any Participant in respect of Options already granted to such Participant without the prior written consent of such Participant (such consent not to be unreasonably withheld or delayed), and provided further that any such amendment shall be in accordance with all applicable laws, rules and regulations, including the rules of any securities exchange on which the Class A Shares are listed from time to time.

Exhibit 99.2

Exhibit 99.3

RULES OF THE CUPRINA 2026 EMPLOYEE INCENTIVE PLAN

The “Cuprina 2026 Employee Incentive Plan” (hereinafter referred to as the “Plan”) has been established by Cuprina Holdings (Cayman) Limited, an exempted company incorporated in the Cayman Islands with limited liability (the “Company”).

The aggregate number of Class A Ordinary Shares of a nominal or par value of US$0.008 each in the capital of the Company (“Option Shares”) which may be issued upon exercise of the options granted under this Plan (“Options”) shall not exceed fifteen per cent. (15%) of the total issued Class A Ordinary Shares of a nominal or par value of US$0.008 each in the capital of the Company (“Class A Shares”) from time to time.

In addition and notwithstanding any other Rule of this Plan, in the event that a Participant ceases to be employed or engaged (as the case may be) by the Company and/or any of its subsidiaries for any reason whatsoever, the Company shall, subject to applicable law, have the right (but not the obligation) to require the Participant to sell and/or procure his nominee(s) (if any) to sell to the Company, or such other party or parties as the Company may direct, all the Option Shares owned or held by the Participant and/or his nominee(s) (if any) which has been issued to him pursuant to the exercise of the Option Shares granted to him at the same subscription price which price paid by the Participant for such Option Shares, and the Participant shall use his best efforts to promptly take, or cause to be taken, all actions and to do, or cause to be done, all things necessary, proper or advisable under applicable laws to effect the transfer of the Option Shares contemplated under this Rule 9.

The terms of employment and/or engagement (as the case may be) of a Participant shall not be affected by his participation in the Plan, which shall neither form part of such terms nor entitle him to take into account such participation in calculating any compensation or damages on the termination of his employment and/or engagement (as the case may be) for any reason.

All taxes (including income tax) arising from the grant or exercise of any Option granted to any Participant under the Plan shall be borne by that Participant.

Notwithstanding any provisions herein contained and subject to the Companies Act, the Committee and the Company shall not under any circumstances be held liable to any Participant or any other person whomsoever for any costs, losses, expenses and damages whatsoever and howsoever arising in any event, in connection with the Plan or the administration thereof.

Any disputes or differences of any nature arising hereunder shall be referred to the Committee and its decision shall be final and binding in all respects.