Filed pursuant to Rule 424(b)(3) Registration No. 333-92599 2nd SUPPLEMENT TO FORM SB-2 FILED BY SMARTSERV ONLINE, INC. ON JANUARY 7, 2000 REGISTRATION NO. 333-92599 Since the date of the prospectus, The Zanett Securities Corporation, a selling stockholder named in the "Selling Stockholders" table in the prospectus, has transferred all of its warrants to Claudio Guazzoni, David McCarthy and Samuel Millbank (collectively the "Transferees"), who were not named as selling stockholders in the prospectus. Accordingly, the "Selling Stockholders" table of the prospectus is supplemented to reflect the shares beneficially owned and to be sold by the Transferees. The total number of shares offered by the prospectus, as supplemented by this prospectus supplement, remains unchanged. S-1 SELLING STOCKHOLDERS The shares being offered for resale by the selling stockholders consist of the shares of common stock held by Arnhold and S. Bleichroeder, Inc. and shares of common stock and shares of common stock underlying warrants to purchase common stock held by the other named selling stockholders. Other than consulting arrangements with Bruno Guazzoni and Steven Rosner, investment advisory relationships with The Zanett Securities Corporation (of which David McCarthy, Samuel Millbank and Claudio Guazzoni are principals) and Spencer Trask Securities, Incorporated (which is related to Spencer Trask Holdings Inc. and Kevin Kimberlin Partners, L.P.) and that Claudio Guazzoni, a selling stockholder, is a director of SmartServ, none of the selling stockholders have and, within the past three years have not had, any position, office or other material relationship with us or any of our predecessors or affiliates. The following table sets forth the name of the selling stockholders, the number of shares of common stock beneficially owned by the selling stockholders as of May 15, 2000 and the number of shares of common stock being offered by the selling stockholders. The shares being offered hereby are being registered to permit public secondary trading, and the selling stockholders may offer all or part of the shares for resale from time to time. However, the selling stockholders are under no obligation to sell all or any portion of such shares nor are the selling stockholders obligated to sell any shares immediately under this prospectus. All information with respect to share ownership has been furnished by the selling stockholders. Because the selling stockholders may sell all or part of their shares, no estimates can be given as to the number of shares of common stock that will be held by the selling stockholders upon termination of any offering made hereby. Shares of Common Shares of Beneficial Ownership Stock Beneficially Common Stock After Offering If All Selling Stockholders Owned to be Sold Share Are Sold -------------------- -------------- -------------- -------------- Arnhold and S. Bleichroeder, Inc. 196,470 196,470 0 Adam Stern 89,750 89,750 0 Jackie Fabry 1,000 1,000 0 A. Emerson Martin 8,250 8,250 0 William Dioguardi 40,833 40,833 0 Donna Baselice 1,833 1,833 0 Thomas Hutzel 1,167 1,167 0 Ronald Luken 1,000 1,000 0 Spencer Trask Holdings Inc. 62,000 62,000 0 Kevin Kimberlin Partners, L.P. 277,500 277,500 0 Stephen R. Connoni 100,000 100,000 0 S-2 Michael R. Rubino, Jr. 50,000 50,000 0 George Karfunkel 50,000 50,000 0 Bruno Guazzoni 888,703 888,703 0 Steven Rosner 407,500 407,500 0 Stephen P. Harrington 104,167 104,167 0 Robert Rosner IRA 41,667 41,667 0 Harvey and Donna Sternberg 20,833 20,833 0 Claudio Guazzoni 60,722 60,722 0 David McCarthy 60,722 60,722 0 Samuel Millbank 30,361 30,361 0 Zanett Lombardier, Ltd. 63,604 63,604 0 -------- -------- ------- Total 2,558,082 2,558,082 0 - ----------------- We agreed with Arnhold and S. Bleichroeder, Inc., a selling stockholder, to file the registration statement, of which this prospectus is a part, as soon as possible after July 1, 1999, to use our best efforts to cause such registration statement to be declared effective by the Securities and Exchange Commission as soon as practical thereafter, and to keep the registration statement effective for a period of one year following the date it is declared effective. In the event that we fail to obtain the effectiveness of the registration statement on or before September 29, 1999, or any stop order or other suspension of the effectiveness of the registration statement occurs as a result of our failure to have current filings under the Securities Exchange Act of 1934, we have agreed to pay ASB $10,000 per month until we obtain effectiveness of the registration statement. In a securities purchase agreement among us and certain of the other selling stockholders, we have also agreed to register the 1,016,667 shares of common stock underlying warrants issued to them. Spencer Trask Securities Incorporated and Kevin Kimberlin Partners, LP have agreed that they will not sell any of the 683,333 shares of common stock issuable upon exercise of the warrants owned by them until May 15, 2000 and they have further agreed that they will not sell more than 25% of such shares in each succeeding quarter. These agreements are binding on their successors. Pursuant to a consulting agreement with Steven Rosner, we have agreed to register 240,833 shares of common stock underlying warrants issued to him. Mr. Rosner has agreed not to exercise 200,000 of such warrants for the 180 day period ending on April 21, 2000. We agreed with The Zanett Securities Corporation, Zanett Lombardier, Ltd. and Bruno Guazzoni to register the shares of common stock underlying warrants issued to them. They agreed that they will not exercise their warrants to the extent that they would beneficially own more than 4.99% of our common stock. They can waive this restriction on 61 days notice. S-3