424B3 1 b39535b3e424b3.txt AKAMAI TECHNOLOGIES, INC. 1 PROSPECTUS SUPPLEMENT FILED PURSUANT TO RULE 424(b)(3) (TO PROSPECTUS DATED DECEMBER 15, 2000) REGISTRATION NO. 333-45696 AKAMAI TECHNOLOGIES, INC. --------------- $300,000,000 PRINCIPAL AMOUNT OF 5 1/2% CONVERTIBLE SUBORDINATED NOTES DUE 2007 ------------------ 2,598,077 SHARES OF COMMON STOCK $0.01 PAR VALUE PER SHARE The information in this prospectus supplement concerning the selling securityholders supplements the statements set forth under the caption "Selling Securityholders" in the prospectus. Capitalized items used and not defined herein shall have the meanings given to them in the prospectus. The information set forth under the caption "Selling Securityholders" in the prospectus is supplemented as follows: SELLING SECURITYHOLDERS We originally sold the convertible notes on June 20, 2000 to Donaldson, Lufkin & Jenrette Securities Corporation, Morgan Stanley & Co. Incorporated, Salomon Smith Barney Inc. and Thomas Weisel Partners LLC. The initial purchasers of the convertible notes have advised us that the convertible notes were resold in transactions exempt from the registration requirements of the Securities Act to (1) "qualified institutional buyers," as defined in Rule 144A of the Securities Act, and (2) a limited number of accredited investors in transactions exempt from registration under the Securities Act. These subsequent purchasers, or their transferees, pledgees, donees or successors, may from time to time offer and sell any or all of the convertible notes and/or shares of the common stock issuable upon conversion of the convertible notes pursuant to this prospectus. The convertible notes and the shares of common stock issuable upon conversion of the convertible notes are being registered in accordance with the registration rights agreement. Pursuant to the registration rights agreement, we are required to file a registration statement with regard to the convertible notes and the shares of our common stock issuable upon conversion of the convertible notes and to keep the registration statement effective until the earlier of: (1) the sale of all the securities registered pursuant to the registration rights agreement and (2) the expiration of the holding period applicable to these securities under Rule 144(k) under the Securities Act or any successor provision. The selling securityholders may choose to sell convertible notes and/or the shares of common stock issuable upon conversion of the convertible notes from time to time. See "Plan of Distribution." The following table sets forth: (1) the name of each selling securityholder who has provided us with notice as of the date of this prospectus pursuant to the registration rights agreement that they may intend to sell or otherwise dispose of convertible notes and/or shares of common stock issuable upon conversion of the convertible notes pursuant to the registration statement, (2) the principal amount of convertible notes and the number of shares of our common stock issuable upon conversion of the convertible notes which they may sell from time to time pursuant to the registration statement, and (3) the amount of outstanding convertible notes and our common stock 2 beneficially owned by the selling securityholder prior to the offering, assuming no conversion of the convertible notes. To our knowledge, no selling securityholder nor any of its affiliates has held any position or office with, been employed by or otherwise has had any material relationship with us or our affiliates, during the three years prior to the date of this prospectus. A selling securityholder may offer all or some portion of the convertible notes and shares of the common stock issuable upon conversion of the convertible notes. Accordingly, no estimate can be given as to the amount or percentage of convertible notes or our common stock that will be held by the selling securityholders upon termination of sales pursuant to this prospectus. In addition, the selling securityholders identified below may have sold, transferred or disposed of all or a portion of their convertible notes since the date on which they provided the information regarding their holdings in transactions exempt from the registration requirements of the Securities Act. The information contained under the column heading "Shares That May be Sold" represents shares issuable upon conversion of the principal amount of convertible notes listed and assumes conversion of the full amount of the convertible notes at the initial rate of $115.47 in principal amount of the convertible notes per share of the common stock.

AMOUNT OF 5 1/2% AMOUNT OF 5 1/2% CONVERTIBLE CONVERTIBLE NOTES SHARES OF COMMON NOTES THAT MAY OWNED BEFORE SHARES THAT STOCK OWNED NAME BE SOLD OFFERING MAY BE SOLD BEFORE OFFERING ---- ----------------- ----------------- ----------- ---------------- AIG/National Union Fire Insurance..... $ 575,000 $ 575,000 4,980 0 AIG SoundShore Opportunity Holding Fund Ltd. .......................... 5,250,000 5,250,000 45,466 0 AIG SoundShore Strategic Holding Fund Ltd. ............................... 4,750,000 4,750,000 41,136 0 Alexandra Global Investment Fund I Ltd................................. 4,000,000 4,000,000 34,641 0 Allstate Insurance Company ........... 1,600,000 1,600,000 13,856 0 Alta Partners Holdings, LDC........... 7,000,000 7,000,000 60,622 0 Argent Classic Convertible Arbitrage Fund (Bermuda) L.P. ................ 3,000,000 3,000,000 25,981 0 Bank Austria Cayman Island, Ltd....... 3,000,000 3,000,000 25,981 0 Canyon Capital Arbitrage Master Fund, Ltd. ............................... 1,000,000 1,000,000 8,660 0 Canyon Value Realization (Cayman) Ltd. ............................... 8,770,000 8,770,000 75,950 0 Capital Markets Transactions, Inc. ... 2,000,000 2,000,000 17,321 0 Chrysler Corporation Master Retirement Trust............................... 2,680,000 2,680,000 23,209 0 CIBC World Markets.................... 10,000,000 10,000,000 86,603 0 Clinton Riverside Convertible Portfolio Limited................... 3,500,000 3,500,000 30,311 0 Credit Research & Trading LLC......... 1,256,000 1,256,000 10,877 0 Credit Suisse First Boston Corporation......................... 15,775,000 15,775,000 136,616 0 Deephaven Domestic Convertible Trading Ltd. ............................... 5,000,000 5,000,000 43,301 0 Delaware PERS......................... 1,825,000 1,825,000 15,805 0 Delphi Financial Group, Inc. ......... 300,000 300,000 2,598 0 Deutsche Bank Securities Inc. ........ 72,549,000 72,549,000 628,293 0 Donaldson, Lufkin & Jenrette Securities Corp. ................... 1,125,000 1,125,000 9,743 0 First Union Securities Inc. .......... 1,050,000 1,050,000 9,093 0 Goldman Sachs and Company............. 27,165,000 27,165,000 235,256 0 GLG Market Neutral Fund............... 22,000,000 22,000,000 190,526 0 Hull Overseas Ltd. ................... 500,000 500,000 4,330 0 IBM Retirement Plan................... 250,000 250,000 2,165 0 ICI American Holdings Trust........... 975,000 975,000 8,444 0 Island Holdings....................... 35,000 35,000 303 0 Jefferies & Company, Inc. ............ 7,300,000 7,300,000 63,220 0 JMG Capital Partners, LP.............. 3,250,000 3,250,000 28,146 0 JMG Triton Offshore Fund, Ltd. ....... 13,250,000 13,250,000 114,748 0 J.M. Hull Associates, L.P. ........... 500,000 500,000 4,330 0 J.P. Morgan Securities, Inc. ......... 17,500,000 17,500,000 151,555 0 KBC Financial Products USA Inc. ...... 2,750,000 2,750,000 23,816 0 Key Asset Management, Inc. as agent for The Victory Convertible Securities Fund..................... 700,000 700,000 6,062 0 Lehman Brothers International (Europe)............................ 2,000,000 2,000,000 17,321 0 Massachusetts Mutual Life Insurance Company............................. 4,475,000 4,475,000 38,755 100 MassMutual Corporate Investors........ 1,525,000 1,525,000 13,207 0 McMahan Securities Co. L.P. .......... 55,000 55,000 476 0 Morgan Stanley & Co. ................. 15,000,000 15,000,000 129,904 0 Motion Picture Industry Health Plan -- Active Member Fund.................. 320,000 320,000 2,771 0

3

AMOUNT OF 5 1/2% AMOUNT OF 5 1/2% CONVERTIBLE CONVERTIBLE NOTES SHARES OF COMMON NOTES THAT MAY OWNED BEFORE SHARES THAT STOCK OWNED NAME BE SOLD OFFERING MAY BE SOLD BEFORE OFFERING ---- ----------------- ----------------- ----------- ---------------- Motion Picture Industry Health Plan -- Retiree Member Fund................. 155,000 155,000 1,342 0 Nalco Chemical Company................ 225,000 225,000 1,949 0 New York Life Insurance Company....... 7,000,000 7,000,000 60,622 0 NYSKOPUNARSJODUR...................... 50,000 50,000 433 0 OCM Convertible Limited Partnership... 80,000 80,000 693 0 OCM Convertible Limited Trust......... 1,185,000 1,185,000 10,262 0 Pacific Life Insurance Company........ 500,000 500,000 4,330 0 R(2) Investments, LDC................. 5,000,000 5,000,000 43,301 0 Robertson Stephens.................... 10,000,000 10,000,000 86,603 0 Sagamore Hill Hub Fund, Ltd. ......... 5,000,000 5,000,000 43,301 0 San Diego County Employee's Retirement Association......................... 250,000 250,000 2,165 0 St. Albans Partners Ltd. ............. 1,050,000 1,050,000 9,093 0 Starvest Combined Portfolio........... 700,000 700,000 6,062 0 State Employees' Retirement Fund of the State of Delaware............... 1,355,000 1,355,000 11,735 0 State of Connecticut Combined Investment Funds.................... 2,995,000 2,995,000 25,937 0 State of Oregon -- Equity............. 5,900,000 5,900,000 51,096 0 TCW Group, Inc. ..................... 6,140,000 6,140,000 53,174 0 Tribeca Investments, L.L.C. ......... 27,500,000 27,500,000 238,157 0 Value Realization Fund, LP............ 6,350,000 6,350,000 54,993 0 Value Realization Fund B, LP.......... 300,000 300,000 2,598 0 Vanguard Convertible Securities Fund, Inc. ............................... 3,330,000 3,330,000 28,839 0 Zeneca Holdings Trust................. 750,000 750,000 6,495 0 Zurich HFR Master Hedge Index Ltd. ... 600,000 600,000 5,196 0

_____________________________ If, after the date of this prospectus, a securityholder notifies us pursuant to the registration rights agreement of its intent to dispose of convertible notes pursuant to the registration statement, we may supplement this prospectus to include that information. The date of this prospectus supplement is May 22, 2001.