Exhibit 3.1

CERTIFICATE OF DESIGNATIONS OF

SERIES B NON-VOTING CONVERTIBLE PREFERRED STOCK OF

AKAMAI TECHNOLOGIES, INC.

Akamai Technologies, Inc., a corporation organized and existing under the laws of the State of Delaware (the “Corporation”), hereby certifies that the Board of Directors of the Corporation (the “Board”) at a meeting duly called and held on September 16, 2026 adopted resolutions appointing a special committee of the Board (the “Pricing Committee”) and authorized the Pricing Committee to determine the designations, preferences, and relative, participating, optional or other special rights, if any, and the qualifications, limitations or restrictions and all other terms of the issuance of a series of preferred stock, par value $0.01 per share, of the Corporation (the “Preferred Stock”), in each case pursuant to the authority vested in the Board by Article FOURTH, Part B of the Amended and Restated Certificate of Incorporation of the Corporation (the “Certificate of Incorporation”) and Section 151 of the General Corporation Law of the State of Delaware (the “DGCL”); and on September 18, 2026, pursuant to the authority so conferred, the Pricing Committee duly adopted the following resolution:

RESOLVED, that pursuant to the authority vested in the Pricing Committee by the resolutions of the Board adopted on September 16, 2026 and by Article FOURTH, Part B of the Certificate of Incorporation, and in accordance with Section 151 of the DGCL, a series of Preferred Stock of the Corporation designated as “Series B Non-Voting Convertible Preferred Stock” be, and it hereby is, created out of the authorized and unissued shares of Preferred Stock of the Corporation, and that the designation and number of shares thereof, and the powers, preferences and relative, participating, optional and other special rights of the shares of such series, and the qualifications, limitations and restrictions thereof, are as set forth in Annex A.

Annex A is attached to and forms part of this Certificate of Designations.

(signature page follows)

IN WITNESS WHEREOF, this Certificate of Designations has been executed on behalf of the Corporation by a duly authorized officer this 18th day of September, 2026.

ANNEX A

SECTION 1. DESIGNATION AND NUMBER OF SHARES

(a) There is hereby created, out of the authorized and unissued shares of Preferred Stock of the Corporation, a series of Preferred Stock designated as the “Series B Non-Voting Convertible Preferred Stock” (the “Series B Preferred Stock”). The par value of the Series B Preferred Stock is $0.01 per share.

(b) The number of shares constituting the Series B Preferred Stock is 387,051.

SECTION 2. DEFINITIONS

As used in this Certificate of Designations, the following terms have the following meanings:

“Board” has the meaning set forth in the preamble to this Certificate of Designations.

“Business Day” means any day other than a Saturday, a Sunday or a day on which the Federal Reserve Bank of New York is authorized or required by law or executive order to close or be closed.

“By-Laws” means the Amended and Restated By-Laws of the Corporation, as amended from time to time.

“Certificate of Incorporation” has the meaning set forth in the preamble to this Certificate of Designations.

“Closing Price” means, in respect of any Trading Day, the closing sale price per share of Common Stock on the Principal Trading Market, determined without reference to after-hours or extended market trading.

“Common Stock” means the common stock, par value $0.01 per share, of the Corporation.

“Conversion Date” means, in respect of any share of Series B Preferred Stock, the date on which such share converts into Common Stock or other property pursuant to Section 7(a), Section 7(b) or Section 9.

“Conversion and Transfer Notice” has the meaning set forth in Section 7(f).

“Conversion Rate” means twenty (20) shares of Common Stock per share of Series B Preferred Stock, subject to adjustment in accordance with Section 8.

“Corporation” has the meaning set forth in the preamble to this Certificate of Designations.

“DGCL” means the General Corporation Law of the State of Delaware.

“DWAC” has the meaning set forth in Section 7(g).

“Exchange Property” has the meaning set forth in Section 9(a).

“Holder” means a Person in whose name shares of Series B Preferred Stock are registered on the books of the Corporation.

“Initial Holder” means the Person to whom the Warrant is originally issued.

“Permitted Holder” means each of (i) the Initial Holder, (ii) any Person that is, directly or indirectly, a Wholly Owned Subsidiary of the Initial Holder.

“Person” means any individual, corporation, partnership, limited liability company, trust, unincorporated association, governmental authority or other entity.

“Preferred Stock” has the meaning set forth in the preamble to this Certificate of Designations.

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“Principal Trading Market” means the trading market on which the Common Stock, or any successor security thereto, is primarily listed and quoted for trading, and which, as of the date of filing of this Certificate of Designations, is The Nasdaq Stock Market LLC.

“Reorganization Event” means, whether through one transaction or a series of related transactions, (i) any recapitalization of the Corporation or reclassification of the stock of the Corporation (other than (A) a change in par value from par value to no par value or from no par value to par value or (B) as a result of a stock dividend or a subdivision, split or combination of shares to which Section 8 applies); (ii) any sale, transfer, lease or conveyance to another Person of all or substantially all of the Corporation’s assets (on a consolidated basis); (iii) any direct or indirect purchase offer, tender offer or exchange offer (whether by the Corporation or another Person), pursuant to which holders of Common Stock are permitted to sell, tender or exchange their shares for other securities, cash or property and which has been accepted by the holders of greater than 50% of the outstanding Common Stock or greater than 50% of the voting power of the common equity of the Corporation; (iv) a consolidation, merger, stock or share purchase agreement or other business combination with another Person or group of Persons whereby such other Person or group acquires 50% or more of the outstanding shares of Common Stock or 50% or more of the voting power of the common equity of the Corporation; (v) any statutory exchange of all of the outstanding shares of Common Stock for securities of another Person; or (vi) any transaction similar to the foregoing that entitles the holders of Common Stock to receive (either directly or upon subsequent liquidation) stock, securities or assets (including cash) with respect to or in exchange for Common Stock.

“Series B Preferred Stock” has the meaning set forth in Section 1(a).

“Share Adjustment Event” has the meaning set forth in Section 8(a).

“Trading Day” means a day on which the Principal Trading Market is open for trading.

“Transfer” means any direct or indirect sale, transfer, assignment, conveyance, gift, distribution, disposition or other transfer of record or beneficial ownership of shares of Series B Preferred Stock, whether voluntary or involuntary and whether effected by operation of law or otherwise, and includes any foreclosure upon, or other exercise of remedies in respect of, any pledge, hypothecation, mortgage, charge, lien or other security interest granted in respect of such shares; provided that the grant of a pledge, hypothecation, mortgage, charge, lien or other security interest in respect of shares of Series B Preferred Stock shall not itself constitute a Transfer.

“Warrant” means the warrant to purchase shares of Series B Preferred Stock issued or to be issued by the Corporation on or after the date of filing of this Certificate of Designations, as amended from time to time.

“Wholly Owned Subsidiary” means, in respect of any Person, any other Person of which such first Person owns, directly or indirectly through one or more intermediaries, 100% of the outstanding equity interests, other than directors’ qualifying shares or similar nominal holdings required by applicable law.

SECTION 3. RANKING

The Series B Preferred Stock will rank, as to the payment of dividends and the distribution of assets upon any liquidation, dissolution or winding up of the Corporation, (a) on a parity with the Common Stock, on an as-converted basis, except as may otherwise be provided in Section 4 and Section 5 herein, and (b) junior to each other series of Preferred Stock of the Corporation. Notwithstanding any provision to the contrary in the Certificate of Designations of Series A Junior Participating Preferred Stock of the Corporation, the Series B Preferred Stock will rank junior to the Series A Junior Participating Preferred Stock in all respects.

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SECTION 4. DIVIDENDS

(a) Subject to Section 4(d), the Holders shall be entitled to receive, and the Corporation shall pay, dividends and other distributions in respect of each share of Series B Preferred Stock if, when and as declared and paid on the Common Stock, in an amount per share of Series B Preferred Stock equal to the product of (i) the Conversion Rate in effect on the record date for such dividend or distribution and (ii) the amount of such dividend or distribution declared and paid per share of Common Stock, payable at the same time and in the same form as such dividend or distribution is paid to holders of Common Stock.

(b) No dividend or distribution shall be declared or paid on the Common Stock unless the corresponding dividend or distribution contemplated by Section 4(a) is concurrently declared and paid in full in respect of each outstanding share of Series B Preferred Stock.

(c) Dividends on the Series B Preferred Stock are non-cumulative. The Holders shall have no right to receive any dividend not declared on the Common Stock, and no interest or sum in lieu of interest shall be payable in respect of any dividend not declared.

(d) Section 4(a) and Section 4(b) shall not apply to any dividend or distribution payable in shares of Common Stock, which shall instead be given effect through an adjustment to the Conversion Rate under Section 8.

(e) If a Conversion Date in respect of any share of Series B Preferred Stock occurs prior to the record date for a dividend or distribution in cash on the Common Stock, the Holder of such share shall have no right to receive the corresponding dividend or distribution under Section 4(a). If a Conversion Date in respect of any share of Series B Preferred Stock occurs on or after the record date for a declared dividend or distribution on the Common Stock and prior to the payment date for such dividend or distribution, the Person that was the Holder of such share on such record date shall be entitled to receive the corresponding dividend or distribution under Section 4(a) on such payment date, notwithstanding the conversion of such share.

SECTION 5. LIQUIDATION

(a) Upon any liquidation, dissolution or winding up of the Corporation, whether voluntary or involuntary, after payment or provision for payment of the debts and other liabilities of the Corporation and the amounts to which the holders of any class or series of stock ranking senior to the Series B Preferred Stock are entitled, the Holders shall be entitled to receive a payment in the amount of $0.01 per share of Series B Preferred Stock held by such Holder, after which the Holders and the holders of Common Stock shall be entitled to receive the remaining assets of the Corporation available for distribution to its stockholders, distributed among them, and among the holders of any other class or series of stock entitled to participate in such distribution with the Common Stock, pro rata based respectively on the number of shares of Common Stock then outstanding and the number of shares of Common Stock into which the shares of Series B Preferred Stock then outstanding would convert at the Conversion Rate then in effect.

(b) Neither the consolidation or merger of the Corporation with or into any other Person, nor the sale, lease, transfer or conveyance of all or substantially all of the property or assets of the Corporation, shall be deemed a liquidation, dissolution or winding up of the Corporation for purposes of this Section 5.

SECTION 6. VOTING RIGHTS

(a) The Holders shall have no voting rights and shall not be entitled to vote, in their capacity as such, on any matter submitted to a vote of the stockholders of the Corporation, except as expressly required by the DGCL.

(b) The Series B Preferred Stock shall carry no right, in any circumstance whatsoever (including upon any failure to declare or pay any dividend), to elect, designate, appoint, nominate or remove any director of the Corporation or to increase the size of the Board.

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SECTION 7. CONVERSION

(a) Automatic conversion upon Transfer. Each share of Series B Preferred Stock that is Transferred by a Permitted Holder to any Person that is not a Permitted Holder (other than a Transfer to the Corporation) shall automatically convert into a number of shares of Common Stock equal to the Conversion Rate in effect at such time, without any further action being required on the part of the Corporation, such Permitted Holder, the transferee or any other Person in order to effect such conversion. Such conversion shall take effect simultaneously with such Transfer, save that, if such Transfer occurs after the close of business on a Business Day or on a day that is not a Business Day, such conversion shall take effect upon the open of business on the next Business Day.

(b) Deemed conversion upon cessation of Permitted Holder status. If any Holder ceases to be a Permitted Holder (whether by reason of any sale, transfer, issuance or repurchase of equity interests, any merger, consolidation, conversion, dissolution or liquidation, or otherwise), each share of Series B Preferred Stock held by such Holder shall automatically convert into a number of shares of Common Stock equal to the Conversion Rate in effect at such time, without any further action being required on the part of any Person in order to effect such conversion, which conversion shall take effect simultaneously with such cessation; provided that, if such cessation occurs after the close of business on a Business Day or on a day that is not a Business Day, such conversion shall take effect upon the open of business on the next Business Day.

(c) Transfers among Permitted Holders. No Transfer of shares of Series B Preferred Stock by a Permitted Holder to another Permitted Holder shall cause any conversion of such shares, and the transferee shall for all purposes of this Certificate of Designations be a Permitted Holder and shall succeed to the position of the transferor hereunder, with the effect that a subsequent Transfer by such transferee to a Person that is not a Permitted Holder shall convert such shares in accordance with Section 7(a). Any such Transfer remains subject to the conditions to Transfer set forth in the Warrant, including the requirement under the Warrant that the transferee execute and deliver a written instrument agreeing to be bound by, and making the representations and warranties contained in, the Warrant.

(d) No other conversion. Except as expressly provided in Section 7(a), Section 7(b) and Section 9, the Series B Preferred Stock shall not be convertible into Common Stock or into any other security of the Corporation, and no Holder shall have any right, at its election or otherwise, to convert any share of Series B Preferred Stock.

(e) Effect of a Transfer made in breach of contract. The shares of Series B Preferred Stock are subject to the restrictions on transfer set forth in the Warrant. Any purported Transfer in violation of such restrictions shall be null and void, and no conversion shall occur under Section 7(a) in respect of the shares of Series B Preferred Stock purported to be Transferred.

(f) Mechanics. Immediately upon a conversion taking effect under Section 7(a), Section 7(b) or Section 9, the shares of Series B Preferred Stock so converted shall cease to be outstanding and all rights of the Holder thereof in respect of such shares shall cease, except the right to receive the shares of Common Stock or the Exchange Property, as applicable, issuable or deliverable upon such conversion, any cash payable under Section 7(g) and any dividend or distribution payable under Section 4(e). Effective immediately upon a conversion taking effect under Section 7(a), Section 7(b) or Section 9, the Person entitled to receive the shares of Common Stock issuable upon such conversion shall be treated for all purposes as having become the record holder and beneficial owner of such shares of Common Stock, and such shares shall be deemed issued and outstanding as of such time, in each case notwithstanding that such shares have not then been registered on the books of the Corporation or its transfer agent. In connection with any anticipated conversion under Section 7(a), the Holder will deliver a written notice (a “Conversion and Transfer Notice”) specifying (i) the number of shares of Series B Preferred Stock being converted, (ii) transferee information as required by the Corporation’s transfer agent to effect the conversion, (iii) the date on which the Transfer is to occur, (iv) a certification that such Transfer complies with the restrictions on transfer set forth in the Warrant and (v) the appointment of any officer or agent of the Corporation as the Holder’s attorney in fact (revocable only in the event the Holder or the transferee abandon the Transfer) with authority solely to

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effect such Transfer of the applicable shares of Series B Preferred Stock on the books of the Corporation, with full power of substitution on the premises, to the Corporation prior to the scheduled closing date of the underlying Transfer, and the Corporation shall, no later than one (1) Business Day prior to such closing date (provided that such Conversion and Transfer Notice is delivered by 9 a.m. New York City time at least one (1) Business Day in advance of such closing date), deliver fully executed instructions (which shall not be revocable by the Corporation unless the Holder or the transferee abandon the Transfer) to its transfer agent (the “Pre-Closing TA Instructions”), with a copy to the Holder, directing the transfer agent to effect the conversion and, if eligible, DWAC delivery described below. The Corporation shall, concurrently with the closing of the Transfer (or, if the Pre-Closing TA Instructions have been delivered into escrow, immediately upon the release of such instructions from escrow), instruct its transfer agent to register the shares of Common Stock issuable upon such conversion, in book-entry form, in the name of (i) in the case of a conversion under Section 7(a), the transferee, and (ii) in the case of a conversion under Section 7(b), the Holder of the converted shares, and to deliver such shares by book-entry transfer, including, where requested and eligible, by The Depository Trust Company’s Deposit/Withdrawal at Custodian system (“DWAC”) credit to the account designated by the transferee or Holder, as applicable. All shares of Common Stock issued upon conversion shall be duly authorized, validly issued, fully paid and non-assessable and free of preemptive rights and of all liens and encumbrances created by the Corporation.

(g) No fractional shares of Common Stock. No fractional shares of Common Stock shall be issued upon any conversion. Where more than one share of Series B Preferred Stock converts at the same time by reason of the same Transfer or the same cessation, the number of whole shares of Common Stock issuable shall be computed on the basis of the aggregate number of shares so converting. In lieu of any fractional share of Common Stock that would otherwise be issuable, the Corporation shall pay an amount in cash, rounded to the nearest cent, equal to such fraction multiplied by the Closing Price of the Common Stock on the second Trading Day immediately preceding the Conversion Date, which Closing Price shall be appropriately adjusted to give effect to any Share Adjustment Event the record date or effective date for which occurs after the Trading Day as of which such Closing Price is determined and on or prior to the Conversion Date. Any such cash payment shall be made to the Person that held the converted shares of Series B Preferred Stock immediately prior to the conversion.

(h) No fractional Series B Preferred Stock. No fractional shares of Series B Preferred Stock shall be issued, registered or recognized by the Corporation in any circumstance. Shares of Series B Preferred Stock may be issued and Transferred only in whole shares, and neither the Corporation nor its transfer agent shall be required to register, or shall register, any purported issuance or Transfer of a fraction of a share of Series B Preferred Stock.

(i) Status of converted stock. Shares of Series B Preferred Stock converted in accordance with this Certificate of Designations shall be automatically and immediately cancelled and retired and shall resume the status of authorized but unissued shares of Preferred Stock of the Corporation, undesignated as to series, and may be designated or redesignated and issued or reissued as part of any series of Preferred Stock.

(j) Status of Common Stock prior to conversion. Prior to a conversion taking effect in accordance with this Section 7 or Section 9, the shares of Common Stock issuable upon conversion of any share of Series B Preferred Stock shall not be deemed outstanding for any purpose, and no Holder shall have any rights in respect of such shares of Common Stock, including voting rights, rights to respond to a tender or exchange offer for the Common Stock, and rights to receive dividends or other distributions on the Common Stock, by virtue of holding shares of Series B Preferred Stock, except as otherwise expressly provided in this Certificate of Designations; provided, however, that immediately upon a conversion taking effect, all such rights shall vest immediately and automatically in the Holder or its transferee, as applicable, without the need for further corporate action.

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SECTION 8. ADJUSTMENTS TO THE CONVERSION RATE

(a) If the Corporation (i) subdivides or splits its outstanding Common Stock into a greater number of shares, (ii) combines or reverse-splits its outstanding Common Stock into a smaller number of shares, (iii) pays or makes a dividend or other distribution on its Common Stock payable in shares of Common Stock, or (iv) reclassifies its Common Stock into a different number of shares of Common Stock (each, a “Share Adjustment Event”), the Conversion Rate in effect immediately prior to such Share Adjustment Event shall be adjusted, effective as of the open of business on (x) in the case of a Share Adjustment Event described in clause (iii) of the definition thereof, the record date fixed for the determination of holders of Common Stock entitled to receive such dividend or distribution, and (y) in the case of any other Share Adjustment Event, the date on which such Share Adjustment Event becomes effective, by multiplying it by a fraction, the numerator of which is the number of shares of Common Stock outstanding immediately after giving effect to such Share Adjustment Event (and, in the case of a Share Adjustment Event described in clause (iii), assuming for this purpose that such dividend or distribution has been paid in full on such record date) and the denominator of which is the number of shares of Common Stock outstanding immediately prior thereto.

(b) If the Corporation fixes a record date for a Share Adjustment Event described in clause (iii) of the definition thereof and thereafter determines not to pay or make such dividend or distribution, the Conversion Rate shall be readjusted, effective as of the date the Board publicly announces such determination, to the Conversion Rate that would then be in effect had such record date not been fixed.

(c) The Conversion Rate shall be calculated to the nearest 1/10,000th. No adjustment shall be made to the number of shares of Series B Preferred Stock outstanding, and the Series B Preferred Stock shall not be subdivided, split, combined or reclassified.

(d) Each Share Adjustment Event shall be given effect exclusively through the Conversion Rate. No adjustment shall be made under the Warrant to the extent that it would duplicate, in whole or in part, any adjustment made or required to be made under this Section 8 in respect of the same event, it being intended that, in respect of any Share Adjustment Event, each of (i) the aggregate number of shares of Common Stock issuable upon conversion in full of the shares of Series B Preferred Stock issuable upon exercise of the Warrant in full and (ii) the aggregate exercise price payable upon exercise of the Warrant in full shall be adjusted once, and once only.

(e) Upon any adjustment to the Conversion Rate, the Corporation shall as promptly as practicable (and in any event within 10 days following the Share Adjustment Event) compute such adjustment and give written (including email) notice thereof to the Holders, stating the adjusted Conversion Rate, the facts requiring the adjustment (including the specific calculations used therefor) and the date on which it became effective; provided that the Corporation shall not be required to give such notice before the Corporation has publicly disclosed the relevant event, and any disclosure publicly filed by the Corporation with the Securities and Exchange Commission shall be deemed to be a notice given to the Holders in satisfaction of the Corporation’s obligations set forth in this Section 8(e). The Corporation’s failure to deliver such notice or any error in the computation thereof shall not affect the automatic effectiveness of the adjusted Conversion Rate.

(f) Adjustments under this Section 8 shall be made successively whenever a Share Adjustment Event occurs.

(g) If a Reorganization Event and a Share Adjustment Event arise from the same transaction, Section 9 shall apply to that transaction and this Section 8 shall not apply.

SECTION 9. REORGANIZATION EVENTS

(a) Upon the occurrence of a Reorganization Event prior to the conversion of any share of Series B Preferred Stock, each share of Series B Preferred Stock outstanding immediately prior to such Reorganization Event shall, without the consent of any Holder, automatically convert into the types and amounts of securities, cash and other property that is or was receivable in such Reorganization Event by a holder of the number of shares of Common Stock into which such share of Series B Preferred Stock was convertible at the Conversion Rate in effect immediately prior to such Reorganization Event (such securities, cash and other property, the “Exchange Property”); provided that, if following such Reorganization Event the Common Stock remains outstanding and the holders of Common Stock generally are not entitled to receive securities, cash or other property in exchange for, or in respect of, their shares of Common Stock, no conversion shall occur under this Section 9 and the shares of Series B Preferred Stock shall remain outstanding in accordance with their terms.

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(b) In the event that holders of Common Stock have the opportunity to elect the form of consideration to be received in a Reorganization Event, the Corporation shall ensure that the Holders have the same opportunity to elect the form of consideration, in accordance with the same procedures and proration mechanics that apply to the election made by holders of Common Stock.

(c) For the avoidance of doubt, (i) to the extent any shares of Series B Preferred Stock are issuable upon exercise of the Warrant immediately prior to such Reorganization Event, the conversion under this Section 9 shall apply to such shares after giving effect to such exercise (provided that such exercise has been conducted in accordance with the terms of the Warrant) and (ii) the conversion under this Section 9 shall be given effect prior to any distribution of assets or proceeds in connection with such Reorganization Event, such that the Holders shall receive Exchange Property on the same basis and at the same time as holders of Common Stock.

(d) The Corporation shall not enter into any definitive agreement for a transaction constituting a Reorganization Event unless such agreement provides, or the Corporation otherwise makes provision, for the conversion of the Series B Preferred Stock into Exchange Property in a manner that is consistent with, and gives effect to, this Section 9.

SECTION 10. RESERVATION OF COMMON STOCK

The Corporation shall at all times reserve and keep available, out of its authorized and unissued shares of Common Stock or shares of Common Stock held in the treasury of the Corporation, or both, free of preemptive rights, solely for the purpose of effecting conversions of the Series B Preferred Stock, such number of shares of Common Stock as shall from time to time be issuable upon the conversion in full of all outstanding shares of Series B Preferred Stock at the Conversion Rate then in effect. The number of shares of Common Stock so required to be reserved shall be recomputed upon each adjustment to the Conversion Rate, and the Corporation shall take such action as is required to reserve any additional shares of Common Stock resulting from such adjustment. If at any time the number of authorized and unissued shares of Common Stock, together with any shares of Common Stock held in treasury and available for delivery, is insufficient to permit the conversion in full of all outstanding shares of Series B Preferred Stock at the Conversion Rate then in effect (such number of shares required to be reserved, the “Required Reserve Amount”), the Corporation shall promptly give written (including email) notice to the Holders and shall thereafter, at its sole expense, use commercially reasonable efforts to increase the number of its authorized shares of Common Stock to a number sufficient to satisfy the Required Reserve Amount, including by submitting to its stockholders, at the next annual meeting of stockholders or at a special meeting of stockholders called for that purpose, an amendment to the Certificate of Incorporation increasing the number of authorized shares of Common Stock and recommending that the stockholders approve such amendment. If such stockholder approval is not obtained, the Corporation shall use commercially reasonable efforts to obtain such approval at each subsequent annual meeting of stockholders until such approval is obtained. The Corporation shall not be in breach of this Section 10 by reason of any failure to obtain such stockholder approval, so long as it has complied with its obligations under this paragraph. The Corporation may, at its election, deliver upon any conversion shares of Common Stock held in its treasury, so long as such shares are free and clear of all liens, charges, security interests and other encumbrances.

SECTION 11. UNCERTIFICATED STOCK; TRANSFER RESTRICTIONS

(a) The Series B Preferred Stock shall be issued in uncertificated, book-entry form only, and no share of Series B Preferred Stock shall be issued in physical, certificated form. All shares of Series B Preferred Stock shall be evidenced by book-entry on the records of the Corporation or its transfer agent.

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(b) The shares of Series B Preferred Stock shall not be eligible for deposit with, and shall not be held, settled or transferred through the facilities of, The Depository Trust Company or any other clearing agency, securities depository or similar facility, and no share of Series B Preferred Stock shall be registered in the name of any such Person or any nominee thereof. Transfers of shares of Series B Preferred Stock shall be effected solely by entry on the books of the Corporation maintained by the Corporation or its transfer agent, in accordance with the By-Laws. For the avoidance of doubt, nothing in this Section 11(c) shall restrict the issuance or delivery of shares of Common Stock issued upon conversion of the Series B Preferred Stock through the facilities of The Depository Trust Company, including by DWAC, in accordance with Section 7. The Corporation shall not impose any transfer restrictions, legal opinion requirements, or administrative conditions, other than those that may be required by the Corporation’s transfer agent, on any Transfer or conversion of the Series B Preferred Stock or the underlying Common Stock other than those explicitly set forth in this Certificate of Designations, the Warrant or required under applicable federal securities laws.

SECTION 12. NO REDEMPTION; PERPETUAL

The Series B Preferred Stock shall not be redeemable by the Corporation or at the option of any Holder, shall not be subject to the operation of any retirement or sinking fund, and shall have no maturity date. The Series B Preferred Stock shall be perpetual unless converted in accordance with this Certificate of Designations. Nothing in this Section 12 shall limit the right of the Corporation to acquire shares of Series B Preferred Stock pursuant to the forfeiture and surrender provisions of the Warrant or otherwise by purchase, surrender or agreement, in each case in accordance with applicable law. Any shares of Series B Preferred Stock so acquired by the Corporation shall be automatically cancelled and retired and shall resume the status of authorized but unissued shares of Preferred Stock of the Corporation, undesignated as to series, and may be designated or redesignated and issued or reissued as part of any series of Preferred Stock.

SECTION 13. TAXES

The Corporation shall pay any and all documentary, stamp or similar issue or transfer taxes payable in respect of the issue or delivery of shares of Common Stock on the conversion of shares of Series B Preferred Stock pursuant to Section 7 and Section 9; provided, however, that the Corporation shall not be required to pay any tax which may be payable in respect of any registration or transfer involved in the issue or delivery of Common Stock in a name other than that of the registered Holder of the Series B Preferred Stock converted or to be converted, and no such issue or delivery shall be made unless and until the Person requesting such issue has paid to the Corporation the amount of any such tax or has established, to the satisfaction of the Corporation, that such tax has been paid. No deduction or withholding in respect of taxes shall be made in respect of any dividend or distribution paid on, or any other payment made in respect of, the Series B Preferred Stock, except as required by applicable law. To the extent any such amounts are so deducted or withheld, such amounts shall be treated as having been paid to the Holder in respect of whom such deduction or withholding was made.

SECTION 14. GENERAL

(a) No other rights. The Series B Preferred Stock shall have no voting powers, preferences or relative, participating, optional or other special rights, and no qualifications, limitations or restrictions thereof, other than as set forth herein or in the Certificate of Incorporation or as required by applicable law.

(b) No preemptive rights. The Holders shall have no preemptive or subscription rights in respect of any securities of the Corporation.

(c) Notices. Any notice required or permitted to be given to a Holder shall be given in writing and delivered personally, by electronic transmission (including email), by overnight courier or by certified mail to such Holder at its address or email address as it appears on the records of the Corporation. Notices delivered by electronic transmission shall be deemed given and effective immediately upon transmission.

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(d) Determinations. The Corporation shall make all calculations required hereunder in good faith and in accordance with the provisions hereof. If a Holder disputes any calculation made by the Corporation, such Holder shall notify the Corporation of the dispute, and the Corporation and the Holder shall work in good faith to resolve the dispute within two (2) Business Days; provided, that during the pendency of any such dispute, the Corporation shall immediately issue and deliver the undisputed portion of any shares of Common Stock or other consideration in accordance with the provisions set forth herein.

(e) Severability. If any voting power, preference, right, qualification, limitation or restriction set forth herein is found to be invalid, unlawful or unenforceable, all others shall remain in full force and effect, and no such provision shall be deemed dependent upon any other unless so expressed herein.

(f) Record dates. The Board may fix a record date for the purpose of determining the Holders entitled to receive payment of any dividend or other distribution, or any allotment of rights in respect of any change, conversion or exchange of stock, in accordance with the By-Laws and applicable law.

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Exhibit 4.1

[CERTAIN CONFIDENTIAL PORTIONS OF THIS EXHIBIT WERE OMITTED BY MEANS OF MARKING SUCH PORTIONS WITH BRACKETS AND ASTERISKS (“[***]”) BECAUSE THE IDENTIFIED CONFIDENTIAL PORTIONS (I) ARE NOT MATERIAL AND (II) WOULD BE COMPETITIVELY HARMFUL IF PUBLICLY DISCLOSED.]

WARRANT TO PURCHASE PREFERRED STOCK

THE SECURITIES REPRESENTED BY THIS INSTRUMENT HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED, OR THE SECURITIES LAWS OF ANY STATE AND MAY NOT BE TRANSFERRED, SOLD, OR OTHERWISE DISPOSED OF EXCEPT IN CONNECTION WITH AN EFFECTIVE REGISTRATION STATEMENT UNDER SUCH ACT AND APPLICABLE STATE SECURITIES LAWS OR UNDER AN EXEMPTION FROM REGISTRATION UNDER SUCH ACT OR SUCH LAWS.

WARRANT

to purchase

up to 387,051

Shares of Series B Non-Voting Convertible Preferred Stock of

Akamai Technologies, Inc.

a Delaware Corporation

Issue Date: September 18, 2026

THIS WARRANT AGREEMENT, dated as of September 18, 2026 (this “Warrant”), is by and between (a) Akamai Technologies, Inc., a Delaware corporation (the “Corporation”), and (b) Anthropic, PBC, a Delaware public benefit corporation (“Anthropic”) (the “Initial Warrantholder” and, together with any permitted successors, transferees, or assigns that holds this Warrant, each a “Warrantholder”). The Corporation and the Warrantholder are sometimes referred to herein collectively as the “Parties” or individually as a “Party.”

WHEREAS, the Corporation and Anthropic are party to that certain Master Services Agreement, dated as of May 5, 2026 (the “MSA”), and, in connection with the transactions contemplated hereby, the Corporation and Anthropic (i) intend to enter into Project Plan 2 for the Akamai Dedicated Compute Regions under the MSA (“Project Plan 2”) and (ii) substantially concurrently with, and as a condition to, the execution and delivery of this Warrant, intend to enter into Project Plan 3 for the Akamai Dedicated Compute Regions under the MSA (“Project Plan 3”) (the MSA, Project Plan 2, Project Plan 3 and each Additional Expansion Agreement, collectively, the “Commercial Arrangements”);

WHEREAS, in connection with the transactions contemplated hereby, and subject to the terms and conditions hereof, the Corporation desires to issue to the Initial Warrantholder, and the Initial Warrantholder desires to acquire from the Corporation, upon the execution and delivery hereof, a warrant to purchase shares of Series B Non-Voting Convertible Preferred Stock of the Corporation, $0.01 par value per share (the “Preferred Stock”), having the special rights, preferences, privileges and restrictions set forth in a certificate of designations in the form attached hereto as Exhibit A, to be filed by the Corporation with the Secretary of State of the State of Delaware on the Issue Date (the “Certificate of Designations”); and

WHEREAS, each of the Parties wishes to set forth in this Warrant certain terms and conditions regarding, among other things, Warrantholder’s ownership of the Warrant and Warrant Shares, as applicable.

NOW, THEREFORE, in consideration of the premises, and of the representations, warranties, covenants, and agreements contained herein and other good and valuable consideration, the receipt and sufficiency of which are hereby acknowledged, the Parties agree as follows:

Article I

Definitions and References

Section 1.01 Definitions. As used herein, the following terms have the respective meanings:

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Section 1.02 Rules of Construction. Unless the context otherwise requires or except as otherwise expressly provided:

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Article II

Issuance, Vesting, Exercise, and Expiration of Warrant

Section 2.01 Issuance of Warrant; Exercise Price. Subject to the terms and conditions hereof, this Warrant shall represent the right to purchase from the Corporation up to 387,051 fully paid and nonassessable shares of Preferred Stock (the “Warrant Shares”), at a purchase price per Warrant Share equal to $2,226.60 (the “Exercise Price”). The Warrant Shares and Exercise Price are subject to adjustment and/or may be supplemented by or converted into other Equity Interests as provided in Section 4.01 herein, and all references to “Preferred Stock,” “Warrant Shares,” and “Exercise Price” herein shall be deemed to include any such adjustment, supplement, and/or conversion or series of adjustments, supplements, or conversions.

Section 2.02 Certificate of Designations. The special rights, preferences, privileges and restrictions of the Preferred Stock shall be as set forth in the Certificate of Designations. The Corporation shall, on or prior to the Issue Date, duly adopt and file with the Secretary of State of the State of Delaware, and shall thereafter keep in full force and effect, the Certificate of Designations.

Section 2.03 Vesting of Warrant.

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Section 2.04 Forfeiture of Warrant Shares. If the Initial Warrantholder fails to pay the full contractual value due in accordance with the applicable terms of the MSA, Project Plan 2, Project Plan 3 or any applicable Additional Expansion Agreement (each, a “Payment Shortfall”), the Corporation shall be entitled to clawback the total number of shares of Preferred Stock underlying the tranche or tranches of this Warrant (whether or not exercised) to which the TCV Increase provided by the applicable Commercial Arrangement relates (the “Forfeited Shares”); provided that no such forfeiture shall take effect (i) during such time as the Initial Warrantholder is contesting such Payment Shortfall in good faith in accordance with the dispute resolution provisions of the applicable agreement (for the avoidance of doubt, if such dispute is resolved in favor of the Initial Warrantholder (in whole or in part), such Payment Shortfall shall be deemed to be cured for purposes of Section 2.03(c)(i) and this Section 2.04 solely to the extent of such resolution) or (ii) until [***] following written notice from the Corporation specifying the Payment Shortfall, and only if such Payment Shortfall remains uncured at the end of such period; provided further that, in each case, the Warrantholder shall be prohibited from Transferring any shares of Preferred Stock or Common Stock relating to the applicable tranche or tranche(s) of this Warrant during such dispute or cure period. Upon a forfeiture taking effect in accordance with this Section 2.04, (A) the unexercised portion of this Warrant in respect of the Forfeited Shares shall automatically terminate and be of no further force or effect, (B) the Warrantholder shall surrender to the Corporation for cancellation, and shall execute and deliver such instruments of transfer and other documents as the Corporation or the Transfer Agent may reasonably request in order to effect the cancellation of, any Forfeited Shares (and any shares of Common Stock into which such Forfeited Shares have converted) then held by the Warrantholder or any of its Affiliates, in each

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case for no consideration, and (C) the Corporation may instruct the Transfer Agent to record such cancellation and, during any dispute or cure period referred to above, to decline to register any Transfer prohibited by this Section 2.04. This clawback right is in addition, and without prejudice, to all other rights and remedies with respect to any breach under the MSA, Project Plan 2, Project Plan 3 or any applicable Additional Expansion Agreement and shall not be credited or set off against any amount owed thereunder, for which the Initial Warrantholder shall remain fully liable.

Section 2.05 Exercise Period. The right to purchase Warrant Shares represented by this Warrant is exercisable, in whole or in part by the Warrantholder, at any time or from time to time, from and after the applicable Vesting Event, but in no event later than the Expiration Time. Immediately prior to the end of the Exercise Period, the Warrantholder shall have the right (but not the obligation) to exercise any vested and unexercised portion of this Warrant in full, without any net settlement or cashless exercise mechanic.

Section 2.06 Expiration of Warrant. The right to purchase the Warrant Shares pursuant to this Warrant shall terminate and become void following the end of the Exercise Period; provided that, for the avoidance of doubt, the provisions set forth herein and in the Certificate of Designations relating to any Warrant Shares shall survive the expiration of this Warrant..

Article III

Exercise Procedure

Section 3.01 Conditions to Exercise. Subject to Section 9.04, the Warrantholder, at its election, may exercise the vested portions of this Warrant at any time and from time to time during the Exercise Period for all or any part of the Warrant Shares purchasable hereunder upon (and only upon):

Section 3.02 Conditional Exercise. The Warrantholder may exercise the vested and earned portions of this Warrant conditioned upon (and effective immediately prior to) consummation of a Fundamental Transaction by so indicating in the Notice of Exercise (and for the avoidance of doubt, such exercise shall be inclusive of any vesting that would occur upon the consummation of or immediately prior to such Fundamental Transaction but not be deemed to be effective until immediately prior to the consummation of such Fundamental Transaction). If such Fundamental Transaction is not consummated, such conditional exercise shall be deemed void if so requested by Warrantholder in a Notice of Exercise.

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Section 3.03 Exercise Date(s). This Warrant or any applicable portion thereof shall be deemed to have been exercised, and the Warrant Shares issuable upon such exercise shall be deemed to have been issued, immediately prior to the close of business on the date of the later of (x) the delivery of the Notice of Exercise as provided in Section 3.01(a) and (y) payment of the Aggregate Exercise Price as provided in Section 3.01(b) (each, an “Exercise Date”), and the Warrantholder shall be treated for all purposes as the holder of record of such Warrant Shares as of the close of business on such Exercise Date notwithstanding that the stock transfer books of the Corporation or Transfer Agent may then be closed or book-entries representing such Warrant Shares may not be actually delivered on such date.

Section 3.04 Delivery of Warrant Shares.Section 3.05 As promptly as reasonably practicable on or after (and in any event within two (2) Business Days of) any Exercise Date, the Corporation shall, or shall cause the Transfer Agent to, in either case, at its sole cost and expense (including any expenses of the Transfer Agent), issue such Warrant Shares in book-entry form on the Warrant Register. The Corporation shall deliver or cause to be delivered upon request of the Warrantholder a confirmation evidencing the issue of such Warrant Shares.

Section 3.06 Fractional Shares. The Corporation shall not be required to issue a fractional Warrant Share upon any exercise of this Warrant. In lieu of any fraction of a Warrant Share that the Warrantholder would otherwise be entitled to receive upon such exercise, the Corporation shall round down any such fractional share to the nearest whole share and pay to the Warrantholder an amount in cash equal to the product of (i) such fraction of a Warrant Share multiplied by (ii) the product of (x) the Conversion Rate and (y) the closing price of the Common Stock on the Principal Trading Market on the second Trading Day immediately preceding the Exercise Date.

Section 3.07 Delivery of New WarrantSection 3.08. Unless the purchase rights represented by this Warrant shall have expired or shall have been fully exercised, the Company shall, as promptly as reasonably practicable on or after the time of delivery of the Warrant Shares being issued in accordance with Section 3.04, deliver to the Warrantholder a new Warrant evidencing the rights of the Warrantholder to purchase the unexercised Warrant Shares called for by this Warrant. Such new Warrant shall in all other respects be identical to this Warrant.

Article IV

Adjustments and Other Rights

Section 4.01 Adjustment to Exercise Price and Warrant Shares.

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Section 4.02 Dissolution, Liquidation or Winding Up. If the Corporation, at any time after the Issue Date but prior to the end of the Exercise Period (or, if earlier, the exercise in full of this Warrant), commences a voluntary or involuntary dissolution, liquidation, or winding up of the affairs of the Corporation or other bankruptcy, insolvency, reorganization, receivership, or other similar proceeding, then (a) the Warrantholder shall have the right, exercisable immediately prior to and contingent upon such dissolution, liquidation, or winding up or other similar transaction, to exercise the vested portion of this Warrant in whole or in part upon payment of the Aggregate Exercise Price in cash in accordance with Section 3.01, and upon such exercise to receive the kind and number of other securities or assets which the Warrantholder is entitled to receive in respect of the Warrant Shares so acquired, and (b) the right to exercise this Warrant shall terminate on the date on which the holders of record of Common Stock shall be entitled to exchange their Common Stock for securities or assets deliverable upon such dissolution, liquidation, or winding up or other similar transaction.

Section 4.03 Fundamental Transactions. If the Corporation, at any time after the Issue Date but prior to the end of the Exercise Period (or, if earlier, the exercise in full of this Warrant), effects any Fundamental Transaction, (a) this Warrant shall be assumed by the surviving party of the Fundamental Transaction, and (b) the Warrantholder’s right to receive Warrant Shares shall automatically convert to the right to receive the kind (proportional to the mechanics of the underlying Fundamental Transaction) and amount of consideration which the Warrantholder of this Warrant would have owned immediately after such Fundamental Transaction if the Warrantholder had exercised and converted in full the vested portion of this Warrant in full immediately before the effective date of such Fundamental Transaction; provided, in all cases, that the Warrant remains subject to the same vesting requirements that existed prior to the Fundamental Transaction. With respect to any Fundamental Transaction, and without prejudicing the right of the Warrantholder to exercise this Warrant on a conditional basis (including as of immediately

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prior to the consummation of a Fundamental Transaction) pursuant to Section 3.02, the Warrantholder agrees not to provide a Notice of Exercise during the five Business Days immediately preceding the consummation of such Fundamental Transaction. In no event shall this Warrant (or any portion thereof) be settled, redeemed, cancelled, or exchanged, in connection with a Fundamental Transaction or otherwise, for cash or other consideration in an amount based on the value of this Warrant net of the Aggregate Exercise Price. If both Section 4.02 and this Section 4.03 would apply to a transaction, this Section 4.03 shall apply and Section 4.02 shall not apply.

Section 4.04 Rounding of Calculations; Minimum Adjustments. All calculations under this Article IV shall be made to the nearest one-tenth (1/10th) of a cent or to the nearest one-hundredth (1/100th) of a share, as the case may be. Notwithstanding any provision of this Article IV to the contrary, no adjustment in the Exercise Price or the number of Warrant Shares into which this Warrant is exercisable shall be made if the amount of such adjustment would be less than $0.01 or one-tenth (1/10th) of a share of Common Stock, but any such amount shall be carried forward, and an adjustment with respect thereto shall be made at the time of and together with any subsequent adjustment which, together with such amount and any other amount or amounts so carried forward, shall aggregate $0.01 or one-tenth (1/10th) of a share of Common Stock, or more.

Section 4.05 Statement Regarding Adjustments. Whenever the Conversion Rate is adjusted under the Certificate of Designations, or the Exercise Price or the Warrant Shares are adjusted as provided in Article IV, the Corporation shall promptly prepare a statement showing in reasonable detail the facts requiring such adjustment, the Conversion Rate, the Exercise Price and the number of Warrant Shares in effect following such adjustment, the resulting number of shares of Common Stock issuable upon conversion in full of the Warrant Shares and how the terms of this Warrant and the Preferred Stock have changed as a result, and cause a copy of such statement to be delivered to the Warrantholder as promptly as practicable after the event giving rise to the adjustment.

Section 4.06 Notice of Adjustment Event. In the event that the Corporation shall propose to take any action of the type described in this Article IV or in Section 8 of the Certificate of Designations (but only if the action of the type described in this Article IV or in Section 8 of the Certificate of Designations would result in an adjustment to the Conversion Rate, the Exercise Price or the Warrant Shares into which this Warrant is exercisable or a change in the type of securities or property to be delivered upon exercise of this Warrant), the Corporation shall provide as promptly as practicable written notice to the Warrantholder, which notice shall specify the record date, if any, with respect to any such action and the approximate date on which such action is to take place. Such notice shall also set forth the facts with respect thereto as shall be reasonably necessary to indicate the effect on the Exercise Price and the number, kind, or class of shares or other securities or property which shall be deliverable upon exercise of this Warrant. Such notice shall be given as far in advance prior to the taking of such proposed action as is reasonably practicable; provided that in no event shall the Corporation be required to provide such notice to the Warrantholder before the earlier of such time as the Corporation has publicly disclosed such development in accordance with Applicable Law or the rules of the Principal Trading Market and, in any event, disclosures publicly filed by the Corporation with the Commission shall be deemed to constitute notice to the Warrantholder for purposes of this Section 4.06.

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Section 4.07 Adjustment Rules. Any adjustments under this Article IV shall be made successively, but without duplication, whenever an event referred to herein shall occur.

Section 4.08 No Impairment. The Corporation shall not, by amendment of its certificate of incorporation, bylaws, or any other organizational document, or through any reorganization, transfer of assets, consolidation, merger, dissolution, issue, or sale of securities or any other voluntary action, avoid or seek to avoid the observance or performance of any of the terms to be observed or performed hereunder by the Corporation, but shall at all times in good faith assist in the carrying out of all the provisions of this Warrant. In furtherance and not in limitation of the foregoing, the Corporation shall not take or permit to be taken any action that would increase the par value of any Warrant Shares receivable upon the exercise of this Warrant above the Exercise Price then in effect.

Section 4.09 Termination. The obligations under this Article IV (other than the definition set forth in Section 4.01(a)) shall terminate and be of no further force or effect upon the earlier of (i) the Expiration Time, and (ii) the issuance date of Warrant Shares in connection with the exercise of all remaining portions of this Warrant, such that this Warrant has either lapsed and become null and void or been exercised in accordance with the terms of the Warrant.

Article V

Representations of the Corporation

Section 5.01 Valid Issuance of Warrant and Warrant Shares. With respect to the execution and delivery of this Warrant and each exercise of this Warrant, the Corporation hereby represents, warrants, covenants and agrees as of the Issue Date and on the date of each exercise of this Warrant:

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Article VI

Representations of the Warrantholder

Section 6.01 Investment Intent. The Warrantholder represents and warrants that it is acquiring this Warrant and the Warrant Shares (collectively, the “Securities”), solely for its beneficial account, for investment purposes, and not with a view to, or for resale in connection with, any distribution of the Securities in violation of applicable securities laws.

Section 6.02 Unregistered Securities. The Warrantholder represents and warrants that it understands that the Securities have not been registered under the Securities Act or any state securities laws by reason of specific exemptions under the provisions thereof.

Section 6.03 Reliance. The Warrantholder represents and warrants that it understands that the Corporation is relying in part upon the representations and agreements of the Warrantholder contained herein for the purpose of determining whether the offer, sale and issuance of the Securities meet the requirements for such exemptions described in Section 6.02.

Section 6.04 Investor Status. The Warrantholder represents and warrants that it (i) is an “accredited investor” as defined in Rule 501(a) under the Securities Act and (ii) has such knowledge, skill, and experience in business and financial matters that it is capable of evaluating the merits and risks of an investment in the Securities and the suitability thereof as an investment for the Warrantholder.

Section 6.05 Restricted Securities. The Warrantholder represents and warrants that it understands that the Securities and the Common Stock issuable upon conversion of the Warrant Shares will be “restricted securities” under applicable federal securities laws and that the Securities Act and the rules of the Commission provide in substance that it may dispose of the Securities only pursuant to an effective registration statement under the Securities Act or an exemption therefrom.

Section 6.06 Information. The Warrantholder represents and warrants that it has been furnished by the Corporation all information (or provided access to all information) regarding the business and financial condition of the Corporation, its expected plans for future business activities, the attributes of the Securities, and the merits and risks of an investment in such Securities which it has requested or otherwise needs to evaluate the investment in such Securities; that in making the proposed investment decision, the Warrantholder is relying solely on such information, the representations, warranties and agreements of the Corporation contained herein, and on investigations made by it and its representatives; that the offer to sell the Securities hereunder was communicated to the Warrantholder in such a manner that it was able to ask questions of and receive answers from the management of the Corporation concerning the terms and conditions of the proposed transaction and that at no time was it presented with or solicited by or through any leaflet, public promotional meeting, television advertisement or any other form of general or public advertising or solicitation; and the Warrantholder recognizes that an investment in the Securities involves risks and can result in a total loss of all funds invested.

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Section 6.07 Non-Reliance. Notwithstanding anything in this Warrant to the contrary, the Warrantholder hereby acknowledges that the Corporation may possess material non-public information with respect to the Corporation and/or its securities not known to the Warrantholder as of the date hereof or at a time when the Warrantholder exercises its right to purchase Warrant Shares pursuant to this Warrant and that any such information may impact the value of the Warrant and the Warrant Shares. The Warrantholder irrevocably waives any claim, or potential claim, that it may have based on the failure of the Corporation or its Affiliates, officers, directors, employees, agents or other representatives to disclose such information in connection with the execution and delivery of this Warrant or the purchase of Warrant Shares hereunder. The Warrantholder acknowledges that the Corporation would not enter into this Warrant in the absence of the agreements set forth in this Section 6.07.

Section 6.08 Repetition of Representations; Transferees. Each representation and warranty of the Warrantholder set forth in this Article VI is made as of the Issue Date and shall be deemed repeated by the Warrantholder as of the date of each Notice of Exercise and as of the date of each Transfer of this Warrant or any Warrant Shares or any shares of Common Stock issued upon conversion of any Warrant Shares. As a condition to any Transfer permitted under Article VII, the transferee shall execute and deliver to the Corporation a written instrument, in form and substance reasonably satisfactory to the Corporation, by which the transferee (a) agrees to be bound by all applicable agreements with, and obligations to, the Corporation relating to this Warrant and the Warrant Shares, and (b) makes each of the representations and warranties set forth in this Article VI as of the date of such Transfer.

Article VII

Transfer Restrictions

Section 7.01 Transfer of Warrant and Warrant Shares; Limitations on Warrant Share Sales.

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Article VIII

Additional Agreements of the Corporation

Section 8.01 Covenants Related to Warrant Shares.

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Section 8.02 Warrant Register. The Corporation shall either (a) maintain itself, or (b) cause the Transfer Agent to maintain, in each case, books (the “Warrant Register”) for the original issuance and the transfer and exercise of the Warrant issuable in connection therewith, in each case in accordance with the terms hereof in book-entry form. If the Corporation maintains the Warrant Register, the (x) the Corporation agrees that it will accept instructions from the Warrantholder for the transfer and exercise of the Warrant, to the extent not prohibited by the terms of this Warrant, and (y) the Corporation shall not require the delivery of the Warrant, which at all times shall be in book-entry form, in connection with the transfer or exercise thereof. The Corporation shall be responsible for all fees and expenses with respect to maintaining the Warrant in book-entry form. In no event shall the Warrantholder be required to post any bond or incur any other financial cost related to the book entry existence of this Warrant. This Warrant, if properly Transferred, may be exercised by the new holder of this Warrant (as the Warrantholder hereunder) without a new Warrant first having been issued. Any permitted holder of this Warrant (or of any portion of this Warrant) may change its address as shown on the Warrant Register by written notice to the Corporation requesting a change.

Section 8.03 Taxes. In no event shall the Corporation be required to pay any taxes of the Warrantholder imposed on the basis of income or gains as a result of the issuance of the Warrant or Warrant Shares to, or the exercise or sale of the Warrant or the Warrant Shares by, the Warrantholder. The Corporation agrees that no deduction or withholding in respect of taxes will be made with respect to the Warrantholder on the issuance of this Warrant, its exercisability or on the issuance of the Preferred Stock upon exercise of this Warrant or the Common Stock upon conversion of the Preferred Stock, in each case, except as required by Applicable Law. To the extent such amounts are so deducted or withheld, such amounts shall be treated as having been paid to the Warrantholder. The Warrantholder shall pay any documentary, stamp or similar issue or transfer tax due on the issue or delivery of this Warrant or the Warrant Shares upon exercise of this Warrant.

Section 8.04 Information Rights. The Corporation shall use commercially reasonable efforts to provide the Warrantholder, as promptly as practicable (but in any event within five Business Days of a written request), with such information as is reasonably requested for bona fide tax or financial reporting purposes, including any audit of the Warrantholder or other interactions with a bona fide taxing authority, in connection with the Warrantholder’s ownership of this Warrant or any Warrant Shares, subject to customary confidentiality restrictions. Notwithstanding the foregoing, under no circumstances shall the Warrantholder have the right to any information that the Corporation in its sole discretion considers to be material non-public information, and the Corporation and its subsidiaries shall not be required to provide any such information if the Corporation reasonably determines that such information is competitively sensitive, the Corporation determines in good faith that providing such information would adversely affect the Corporation (taking into account the nature of the request and the facts and circumstances at such time) other than to a de minimis extent, or providing such information (A) would reasonably be expected to jeopardize an attorney-client privilege or cause a loss of attorney work product protection, (B) would violate a confidentiality obligation to any Person in effect on the Issue Date, or (C) would, based on the written advice of the Corporation’s outside legal counsel, violate any Applicable Law. In the event that the Corporation is not required to provide any information pursuant to the preceding sentence, the Corporation shall use commercially reasonable efforts to provide the Warrantholder with alternative means of receiving the substance of such information (including by providing redacted versions of documents or summaries of data) without triggering the applicable restriction or causing such adverse effect.

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Section 8.05 Cooperation. The Corporation will cooperate with the Warrantholder to facilitate the timely preparation and delivery of certificates, book-entry notations, instruction letters or other documentation, as applicable, relating to any Transfer permitted by Article VII of this Warrant, the Warrant Shares or shares of Common Stock underlying the Warrant Shares, including by promptly preparing or causing to be prepared any opinions, authorizations, certificates, directions and other documentation and information reasonably required by the Transfer Agent to effectuate such Transfer. The Corporation shall use commercially reasonable efforts to cause the Transfer Agent to process such Transfer and issue unlegended Common Stock (to the extent permissible under Applicable Law) to any permitted transferee pursuant to Article VII of this Warrant on the same Business Day as written notice of such Transfer is delivered to the Corporation; provided that such written notice is delivered to the Corporation prior to 9:00 a.m. New York City time on the date of such Transfer.

Section 8.06 Legend Removal. Without limitation of Section 8.05, if the Transfer Agent requires an opinion of counsel to remove any restrictive legends on the Warrant Shares or any shares of Common Stock issuable upon conversion thereof and, based on the advice of outside counsel, the Corporation has determined that all applicable requirements under Applicable Law (including, for the avoidance of doubt, Rule 144 under the Securities Act) have been satisfied, then, at election of Warrantholder, the Corporation shall (i) promptly obtain at its own cost an opinion of counsel from a nationally recognized law firm, or (ii) instruct the Transfer Agent to accept an opinion of counsel obtained by Warrantholder from a nationally recognized law firm.

Section 8.07 Listing of Common Stock. The Corporation shall use commercially reasonable efforts to maintain the listing and trading of its Common Stock on the Principal Trading Market, and shall comply in all material respects with the Corporation’s reporting, filing and other obligations under the bylaws or rules of the Principal Trading Market.

Section 8.08 Exchange Act Reports. With a view to making available to the Warrantholder the benefits of Rule 144 under the Securities Act and any other Applicable Law of the Commission that may at any time permit the Warrantholder to sell Equity Interests of the Corporation to the public without registration or subject to registration on Form S-3, the Corporation agrees to: (a) make and keep public information available, as those terms are understood and defined in Rule 144 under the Securities Act, at all times after the date hereof; (b) file with the Commission in a timely manner all reports and other documents required of the Corporation under the Securities Act and the Exchange Act; and (c) furnish to the Warrantholder upon request a written statement by the Corporation that it has complied with the reporting requirements of the Securities Act (including Rule 144(c) under the Securities Act), and the Exchange Act, or that it qualifies as a registrant whose securities may be resold in accordance with Form S-3 (at any time after it so qualifies).

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Article IX

Other Agreements

Section 9.01 Warrantholder Not Deemed Stockholder. The Warrantholder acknowledges that this Warrant does not confer upon the Warrantholder any right to vote or receive dividends or confer upon the Warrantholder any of the rights of a stockholder of the Corporation.

Section 9.02 Agreement to Comply with the Securities Act; Legend. The Warrantholder, by acceptance of this Warrant, agrees to comply in all respects with the provisions of this Section 9.02 and the restrictive legend requirements set forth on the face of this Warrant and further agrees that the Warrantholder shall not offer, sell, assign, transfer, pledge or otherwise dispose of this Warrant or any Warrant Shares to be issued upon exercise hereof except, in the case of any Warrant Shares, under circumstances that will not result in a violation of the Securities Act. All Warrant Shares issued upon exercise of this Warrant shall be initially stamped or imprinted with a legend in substantially the following form:

THESE SECURITIES HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “SECURITIES ACT”), OR THE SECURITIES LAWS OF ANY STATE OR OTHER JURISDICTION. THESE SECURITIES MAY NOT BE SOLD OR OFFERED FOR SALE, PLEDGED OR HYPOTHECATED EXCEPT PURSUANT TO AN EFFECTIVE REGISTRATION STATEMENT UNDER THE SECURITIES ACT OR PURSUANT TO AN EXEMPTION FROM REGISTRATION THEREUNDER, IN EACH CASE IN ACCORDANCE WITH ALL APPLICABLE SECURITIES LAWS OF THE STATES OR OTHER JURISDICTIONS, AND IN THE CASE OF A TRANSACTION EXEMPT FROM REGISTRATION, SUCH SECURITIES MAY ONLY BE TRANSFERRED IF THE TRANSFER AGENT FOR SUCH SECURITIES HAS RECEIVED DOCUMENTATION REASONABLY SATISFACTORY TO IT THAT SUCH TRANSACTION DOES NOT REQUIRE REGISTRATION UNDER THE SECURITIES ACT.

Section 9.03 Public Announcements.

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Section 9.04 Beneficial Ownership Limitation.

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Section 9.05 Regulatory Approvals. To the extent that any notice, filing, approval, clearance, or expiration of a waiting period under any applicable law or regulation (including, without limitation, the Hart-Scott-Rodino Antitrust Improvements Act of 1976) is mutually agreed to be required in connection with any exercise of this Warrant or the conversion of any Preferred Stock issued or issuable hereunder in connection with a Transfer permitted hereunder, the Corporation shall, and shall cause its subsidiaries to, use its reasonable best efforts to cooperate with, support, and assist the Warrantholder in preparing and making all necessary filings, obtaining all such required approvals or clearances, and providing all corporate information reasonably requested by the Warrantholder or any Governmental Authority to effectuate such exercise or conversion as promptly as practicable; provided that none of the Corporation or any of its respective Affiliates shall be required to (a) offer, negotiate, commit to or effect (i) by consent decree, hold separate

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order or otherwise, (A) the sale, divestiture, license, other disposition of, or imposition of any lien or impediment upon, any and all of the capital stock or other equity or voting interests, assets (whether tangible or intangible), rights, products or businesses of the Corporation or its or (B) any other restrictions on the activities of the Corporation or any of its Affiliates, including any limitation on the ability of the Corporation or its Affiliates to conduct their respective businesses or own any capital stock or assets or to acquire, hold or exercise full rights of ownership of their respective businesses or assets; or (ii) any concession, release, admission of liability, compromise, settlement or loss of rights in connection with any actual or threatened legal proceeding; (b) engage in, respond to, defend, initiate, contest, defend, appeal or participate in any legal proceedings, whether judicial or administrative, against any Governmental Authority or private party relating to the matters referenced in this Section 9.05; or (c) pay any consideration, provide any guarantees or forms of credit support or profit-sharing, or agree to any modifications of existing contracts or enter into new contracts in connection with the matters referenced in Section 9.05. The Warrantholder will not, nor will it permit any of its controlled Affiliates or representatives to, make any material communications with or proposals relating to, or enter into any understanding, undertaking, or agreement with, any Governmental Authority relating to the matters referenced in this Section 9.05 without the Corporation’s consent (which shall not be unreasonably withheld, conditioned or delayed), and the Warrantholder shall provide the Corporation with reasonable prior notice and a reasonable opportunity to review and comment on any such communication or proposal, to the extent permissible under Applicable Law of the relevant jurisdiction. In connection with this Section 9.05, the Corporation and its Affiliates and the respective representatives of the foregoing shall have no obligation to share with the Warrantholder, any of its Affiliates or any of their respective representatives any confidential or proprietary information of or concerning the Corporation or its Affiliates, except to the extent reasonably necessary for any filing referenced herein, in which case such information shall be provided subject to customary confidentiality protections (including, where appropriate, external-counsel-only arrangements). The Warrantholder shall be responsible for all expenses and filing fees (including attorneys’ and accountants’ fees and expenses) in connection with any such regulatory approvals.

Article X

Miscellaneous

Section 10.01 Notices. Any notices or other communications required or permitted hereunder will be deemed to have been properly given and delivered if in writing by such Party or its legal representative and delivered personally or sent by email or nationally recognized overnight courier service guaranteeing overnight delivery, addressed as follows:

If to the Corporation:

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Unless otherwise specified herein, such notices or other communications will be deemed given: (a) on the date delivered, if delivered personally; (b) one Business Day after being sent by a nationally recognized overnight courier guaranteeing overnight delivery; and (c) on the date delivered, if delivered by email during business hours (or one Business Day after the date of delivery if delivered after 5:00 p.m. in the place of receipt). Each of the Parties will be entitled to specify a different address by delivering notice as aforesaid to the other Party hereto.

Section 10.02 Entire Agreement. This Warrant and the agreements governing the Commercial Arrangements are intended by the Parties as a final expression of their agreement and intended to be a complete and exclusive statement of the agreement and understanding of the Parties hereto in respect of the subject matter contained herein and therein. This Warrant and the agreements governing the Commercial Arrangements supersede all prior agreements and understandings between the Parties with respect to such subject matter hereof.

Section 10.03 Assignment; Successors. The Corporation may not, without the prior written consent of the Warrantholder, sell, transfer (by operation of law or otherwise, except in connection with a Fundamental Transaction in compliance herewith) or assign this Warrant or any of its rights or obligations hereunder. The Warrantholder may not sell transfer (by operation of law or otherwise) or assign this Warrant or any of its rights or obligations hereunder except in accordance with Article VII. This Warrant shall be binding upon any successors or assigns of the Corporation.

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Section 10.04 No Third-Party Beneficiaries. This Warrant is for the sole benefit of the Corporation and the Warrantholder and nothing herein, express or implied, is intended to or shall confer upon any other Person any legal or equitable right, benefit or remedy of any nature whatsoever, under or by reason of this Warrant.

Section 10.05 Headings. The headings in this Warrant are for reference only and shall not affect the interpretation of this Warrant.

Section 10.06 Amendment and Modification; Waiver. This Warrant may only be amended, modified or supplemented by an agreement in writing signed by each Party hereto. No waiver by the Corporation or the Warrantholder of any of the provisions hereof shall be effective unless explicitly set forth in writing and signed by the Party so waiving. No waiver by any Party shall operate or be construed as a waiver in respect of any failure, breach or default not expressly identified by such written waiver, whether of a similar or different character, and whether occurring before or after that waiver. No failure to exercise, or delay in exercising, any rights, remedy, power or privilege arising from this Warrant shall operate or be construed as a waiver thereof; nor shall any single or partial exercise of any right, remedy, power or privilege hereunder preclude any other or further exercise thereof or the exercise of any other right, remedy, power or privilege.

Section 10.07 Severability. If any term or provision of this Warrant is invalid, illegal or unenforceable in any jurisdiction, such invalidity, illegality or unenforceability shall not affect any other term or provision of this Warrant or invalidate or render unenforceable such term or provision in any other jurisdiction.

Section 10.08 Governing Law. This Warrant shall be governed by and construed in accordance with the internal laws of the State of Delaware without giving effect to any choice or conflict of law provision or rule (whether of the State of Delaware or any other jurisdiction) that would cause the application of laws of any jurisdiction other than those of the State of Delaware.

Section 10.09 Submission to Jurisdiction. To the fullest extent permitted by law, each Party hereby consents irrevocably to the exclusive personal jurisdiction, service and venue in connection with any suit, action or proceeding seeking to enforce any provision of, or based on any matter arising out of or in connection with, this Warrant or the transactions contemplated hereby (whether brought by any Party or any of its Affiliates or against any Party or any of its Affiliates), in the Delaware Chancery Court or, if such court shall not have jurisdiction, any federal court located in the State of Delaware or other Delaware state court (and of the appropriate appellate courts therefrom). Process in any such suit, action or proceeding may be served on any Party anywhere in the world, whether within or without the jurisdiction of any such court, and service of process, summons, notice or other document by certified or registered mail to such Party’s address for receipt of notices pursuant to Section 10.01 shall be effective service of process for any suit, action or other proceeding brought in any such court. To the fullest extent permitted by law, each Party hereto hereby irrevocably waives any objection which it may now or hereafter have to the laying of venue or any such suit, legal action or proceeding in such courts and hereby further waives any claim that any suit, legal action or proceeding brought in such courts has been brought in an inconvenient forum.

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Section 10.10 Waiver of Jury Trial. EACH PARTY ACKNOWLEDGES AND AGREES THAT ANY CONTROVERSY WHICH MAY ARISE UNDER THIS WARRANT IS LIKELY TO INVOLVE COMPLICATED AND DIFFICULT ISSUES AND, THEREFORE, EACH SUCH PARTY IRREVOCABLY AND UNCONDITIONALLY WAIVES ANY RIGHT IT MAY HAVE TO A TRIAL BY JURY IN RESPECT OF ANY LEGAL ACTION ARISING OUT OF OR RELATING TO THIS WARRANT OR THE TRANSACTIONS CONTEMPLATED HEREBY.

Section 10.11 Remedies. The Parties agree that the failure of any Party to perform its agreements and covenants under this Warrant, including a Party’s failure to take all actions as are necessary on such Party’s part in accordance with the terms and conditions of this Warrant to consummate the transactions contemplated by this Warrant, will cause irreparable injury to the other party, for which monetary damages, even if available, will not be an adequate remedy. It is agreed that the Parties shall be entitled to equitable relief, including injunctive relief and specific performance of the terms hereof, without the requirement of posting a bond or other security, and each Party hereby consents to the issuance of injunctive relief by any court of competent jurisdiction to compel performance of a Party’s obligations and to the granting by any court of the remedy of specific performance of such Party’s obligations under this Warrant, this being in addition to any other remedies to which the parties are entitled at law or equity. The rights and remedies provided in this Warrant are cumulative and are not exclusive of, and are in addition to, and not in substitution for, any other rights or remedies available at law, in equity or otherwise.

Section 10.12 Limitation of Liability. No provision of this Warrant, in the absence of any affirmative action by the Warrantholder to exercise this Warrant to purchase Warrant Shares, and no enumeration herein of the rights or privileges of the Warrantholder, shall give rise to any liability of the Warrantholder for the purchase price of any Warrant Shares or as a stockholder of the Corporation, whether such liability is asserted by the Corporation or by creditors of the Corporation. The sole liability of the Warrantholder under this Warrant shall be the applicable aggregate Exercise Price if and when this Warrant is exercised in part or in whole.

Section 10.13 Counterparts. This Warrant may be executed in counterparts, each of which shall be deemed an original, but all of which together shall be deemed to be one and the same agreement. A signed copy of this Warrant delivered by facsimile, email or other means of electronic transmission shall be deemed to have the same legal effect as delivery of an original signed copy of this Warrant.

[Signature pages follow]

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IN WITNESS WHEREOF, the Corporation has duly executed this Warrant as of the date first set forth above.

[Signature page to Warrant]

Annex A

NOTICE OF EXERCISE

Annex B

NOTICE OF TRANSFER

Exhibit A

CERTIFICATE OF DESIGNATIONS

Exhibit 99.1

FOR IMMEDIATE RELEASE

Akamai Announces $11.6 Billion Multi-year Agreement with Anthropic to Support Growing Demand

CAMBRIDGE, Mass., Sept. 24, 2026 — Akamai Technologies, Inc. (NASDAQ: AKAM), today announced a significantly expanded relationship with Anthropic for $11.6 billion of contractual commitment over seven years. The multi-year commitment will support Anthropic’s accelerating CPU workload demands by leveraging Akamai Cloud’s distributed AI infrastructure and software.

The deal adds to the more than $2.8 billion in multi-year Cloud Infrastructure Services (CIS) commitments across Akamai’s customer base previously announced this year. These agreements underscore a growing demand for Akamai to enable customers to build, deploy and operate AI workloads at scale.

As part of the increased strategic alignment between Akamai and Anthropic, Akamai has issued a warrant to Anthropic for the purchase of non-voting convertible Series B Preferred Stock representing 7.7 million shares of Akamai’s common stock on an as-converted basis, or up to approximately 5% of Akamai’s common stock outstanding, at an exercise price of $111.33 per share of common stock. A portion of the warrant representing approximately 2% of Akamai’s common stock outstanding is expected to vest in connection with today’s announced $11.6 billion commitment. The remaining approximately 3% would vest throughout the successful expansion of the commitment up to an additional $9 billion within the seven-year term of the warrant. Each additional $3 billion purchase of cloud services, at mutually agreed upon terms, will result in the vesting of approximately 1% of Akamai’s common stock outstanding.

“Anthropic is advancing the AI revolution and we are thrilled they chose Akamai’s capabilities for building and operating AI infrastructure at scale,” said Dr. Tom Leighton, co-founder and CEO, Akamai. “Akamai has an unparalleled reputation for helping our customers achieve their business-critical goals and build the future. Our expanding global footprint, combined with our years of experience serving the world’s largest enterprises, positions us to be the infrastructure provider for secure and responsible AI applications and workloads.”

Akamai Cloud supports a continuum of compute from core to edge, with a vastly distributed network spanning thousands of points of presence. The platform is built with diversified hardware to enable customers to build and run applications and optimize how they are served to their users and agents. Akamai’s global infrastructure enables the full lifecycle of applications in the AI era, and ensures they are fast, reliable and secure.

Total capital expenditures related to today’s $11.6 billion commitment are estimated to be approximately $5.5 billion. Akamai anticipates no impact to the company’s 2026 revenue guidance, and an increase of approximately $1.7 billion in capital expenditures in 2026 to secure and pre-purchase critical supply chain components, including memory.

The company will host a conference call today at 5:30 p.m. Eastern Time. The call can be accessed via 1-833-634-5020 (or 1-412-902-4238 for international calls) and using passcode Akamai Technologies Call. A live webcast of the call may be accessed at www.akamai.com in the Investor Relations section. In addition, a replay of the call will be available for two weeks following the conference by calling 1-855-669-9658 (or 1-412-317-0088 for international calls) and using passcode 2566572. The archived webcast of this event may be accessed through the Akamai website.

About Akamai

Akamai is the cloud company that powers and protects an AI-driven world. Our cloud platform extends high-performance cloud computing from the core to the edge, enabling organizations to build and scale next-generation AI applications while delivering comprehensive, multi-layered security to safeguard enterprises against evolving cyber threats. Learn more at akamai.com and akamai.com/blog, or follow Akamai Technologies on X and LinkedIn.

Akamai Statement Under the Private Securities Litigation Reform Act

This press release contains “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995 regarding future events and the future results of Akamai. All statements other than statements of historical facts are statements that could be deemed forward-looking statements. Such forward-looking statements include, but are not limited to, statements about Akamai’s capabilities, the expected benefits of the transaction to Akamai, the potential impact of the issuance of the warrant, the potential expansion of the

relationship between Akamai and Anthropic and the impact of the transaction on Akamai’s financial condition and financial guidance. These statements are subject to risks and uncertainties and are based on the beliefs and assumptions of Akamai’s management as of the date hereof based on information currently available to Akamai’s management. Use of words such as “believes,” “could,” “expects,” “anticipates,” “intends,” “plans,” “seeks,” “projects,” “estimates,” “should,” “would,” “forecasts,” “if,” “continues,” “goal,” “likely,” “may,” “will,” variations of such words or similar expressions are intended to identify a forward-looking statement. Forward-looking statements are not guarantees of future performance and involve risks, uncertainties and assumptions. Actual results may differ materially from the forward-looking statements Akamai makes as a result of various factors, including, but not limited to: Akamai being unable to achieve the anticipated benefits of the transaction; Akamai’s capabilities failing to meet expectations, including due to defects, security breaches, delays in performance or other similar problems; effects of competition, including pricing pressure, data center capacity and changing business models; impact of macroeconomic trends, including economic uncertainty, turmoil in the financial services industry, the effects of inflation, rising and fluctuating interest rates, foreign currency exchange rate fluctuations, securities market volatility and monetary supply fluctuations; potential cash flow constraints and the ability to raise capital; continuing supply chain and logistics costs, constraints, changes or disruptions; defects or disruptions in Akamai’s products or IT systems, including cyber-attacks, data breaches or malware; changes to economic, political and regulatory conditions in the United States or internationally; and other factors that are discussed in the company’s most recent Annual Report on Form 10-K, subsequent quarterly reports on Form 10-Q and other documents filed with the Securities and Exchange Commission. Potential investors, stockholders and other readers are cautioned not to place undue reliance on these forward-looking statements, which speak only as of the date on which they were made. Akamai disclaims any obligation to update any forward-looking statements as a result of new information, future events or otherwise.