SMARTSERV ONLINE, INC.
                       RESTRICTED STOCK PURCHASE AGREEMENT


         THIS AGREEMENT is made as of December 29, 1998 between SmartServ
Online, Inc., a Delaware corporation (the "Company"), and Sebastian E. Cassetta
("Purchaser").

         WHEREAS Purchaser is an employee of the Company whose continued
affiliation with the Company is considered to be important for the Company's
continued growth; and

         WHEREAS in order to provide Purchaser an opportunity to acquire an
equity interest in the Company as an incentive for Purchaser to continue to
participate in the affairs of the Company, the Company is willing to sell to
Purchaser and Purchaser desires to purchase shares of Common Stock according to
the terms and conditions hereof;

         THEREFORE, the parties agree as follows:

         1. PURCHASE AND SALE OF STOCK. Subject to the terms and conditions of
this Agreement, the Company hereby agrees to sell to Purchaser and Purchaser
agrees to purchase from the Company 618,239 shares of the Company's Common Stock
(the "Stock") at a price of $2.19885 per share (the "Per Share Purchase Price"),
for an aggregate purchase price of $1,359,414.83. (The Per Share Purchase Price
being equal to 110% of the fair market value of the Stock as determined by the
average of the high and low sales price for the Stock for the 30 trading days
immediately preceding the date of this Agreement.) The purchase price for the
Stock shall be paid by a non-recourse promissory note (the "Note") in the form
attached hereto as Exhibit A, in the amount of $1,359,414.83. The Note shall be
secured by pledge of the Stock and Purchaser shall be required to execute and
deliver a Security Agreement in the form attached hereto as Exhibit B (the
"Security Agreement"). If during the time that the Note remains outstanding, the
Company sells shares of the Company's Common Stock or other securities
convertible into the Company's Common Stock, pursuant to a Change of Control
Transaction (as defined below) at a price per share less than the Per Share
Purchase Price the aggregate principal amount of the Note shall be automatically
reduced to an amount equal the number of shares of Stock multiplied by the per
share price at which such securities are to be sold in the Change of Control
Transaction (the "Adjusted Principal Amount"). Furthermore, if the Company shall
sell shares of the Company's Common Stock or other securities convertible into
the Company's Common Stock in a private placement, or one or more related
private placements (a "Private Placement"), within six (6) months of this
Agreement for an aggregate purchase price in excess of $1,000,000, then the
number of shares issued pursuant to this Agreement shall automatically be
adjusted (the "Adjustment") in order to ensure that immediately following such


                                      -1-
<PAGE>


Private Placement the Purchaser shall retain nine percent (9%) of the
outstanding shares of the Company's Common Stock and other securities
convertible into the Company's Common Stock on a fully diluted basis. The number
of shares of the Company's Common Stock issued pursuant to the Adjustment (the
"Additional Shares") shall be set forth on Schedule 1 attached hereto and shall
be subject to the same terms and conditions as the Stock and each reference
herein to the Stock shall include the Additional Shares, to the extent
appropriate.

         2.       REPURCHASE OPTION, PUT OPTION AND RELEASE OF SHARES.

                  (a)      REPURCHASE OPTION AND PUT OPTION.

                           (i) In the event of any voluntary or involuntary
                           termination of Purchaser's employment with the
                           Company (including as a result of death but excluding
                           Purchaser's termination of employment without Cause
                           (as defined below) or for Good Reason (as defined
                           below)) before all shares of the Stock are released
                           from the Company's repurchase option under Section
                           2(b) below, the Company shall, upon the date of such
                           termination (as reasonably fixed and determined by
                           the Company) have an irrevocable, exclusive option
                           for a period of twelve (12) months from such date to
                           repurchase all or any portion of the Stock which has
                           not been released from the repurchase option
                           described in this Section 2 (the "Repurchase Option")
                           at the time of such termination at the original
                           purchase price per share. The Repurchase Option shall
                           be exercised by the Company by written notice to
                           Purchaser or his/her executor and, at the Company's
                           option, (A) by delivery to Purchaser or his/her
                           executor with such notice of a check in the amount of
                           the aggregate repurchase price for the Stock being
                           repurchased, (B) by cancellation by the Company of an
                           amount of Purchaser's indebtedness to the Company
                           equal to the aggregate repurchase price for the Stock
                           being repurchased, or (C) by a combination of (A) and
                           (B) so that the combined payment and cancellation of
                           indebtedness equals such aggregate repurchase price.
                           Upon delivery of such notice and the payment of the
                           aggregate repurchase price in any of the ways
                           described above, the Company shall become the legal
                           and beneficial owner of the Stock being repurchased
                           and all rights and interests therein or relating
                           thereto, and the Company shall have the right to
                           retain and transfer to its own name the number of
                           shares of the Stock being repurchased by the Company.

                           (ii) If Purchaser's employment with the Company is
                           terminated (A) by the Company other than for Cause,
                           (B) as a result of Purchaser's death or Disability
                           (as defined below) or (C) by Purchaser for Good
                           Reason, Purchaser or his/her executor shall have the
                           right to cause the Company to repurchase all Stock at
                           the original purchase price per share (the "Put


                                      -2-
<PAGE>


                           Option"). The Put Option shall be exercised by
                           Purchaser by written notice to the Company delivered
                           within sixty (60) days of such termination. The
                           repurchase price shall be paid at the Company's
                           option, (A) by delivery to Purchaser or his/her
                           executor within ninety (90) days a check in the
                           amount of the aggregate repurchase price for the
                           Stock being repurchased, (B) by cancellation by the
                           Company of an amount of Purchaser's indebtedness to
                           the Company equal to the aggregate repurchase price
                           for the Stock being repurchased, or (C) by a
                           combination of (A) and (B) so that the combined
                           payment and cancellation of indebtedness equals such
                           aggregate repurchase price. Upon payment of the
                           aggregate repurchase price in any of the ways
                           described above, the Company shall become the legal
                           and beneficial owner of the Stock being repurchased
                           and all rights and interests therein or relating
                           thereto, and the Company shall have the right to
                           retain and transfer to its own name the number of
                           shares of the Stock being repurchased by the Company.

                  (b)      RELEASE OF SHARES FROM REPURCHASE OPTION.

                           (i) Subject to Section 2(b)(ii), 1/36th of the Stock
                           shall be released from the Company's Repurchase
                           Option on the one-month anniversary of this
                           Agreement, and an additional 1/36th of the Stock
                           shall be released on each monthly anniversary of such
                           date thereafter until all shares of the Stock have
                           been released; provided in each case that there has
                           not been any voluntary or involuntary termination
                           prior to each such date of release.

                           (ii) Notwithstanding Section 2(b)(i), all of the
                           stock shall be released from the Company's Repurchase
                           Option in the event that (A) Purchaser terminates his
                           employment for Good Reason (as defined below), (B)
                           the Company terminates the Purchaser's employment
                           with the Company without cause or (C) there is a
                           Change of Control (as defined below)..

                  (c)      CERTAIN DEFINITIONS

                           (i) For purposes of this Agreement, "Cause" shall
                           mean termination of the Purchaser by the Company
                           upon:

                                    (A) the willful and continued failure by the
                                    Executive to substantially perform his
                                    duties with the Company (other than any such
                                    failure resulting from his incapacity due to
                                    physical or mental illness), after a written
                                    demand for substantial performance is
                                    delivered to the Executive by the Board of
                                    Directors which specifically identifies the
                                    manner in which the Board of Directors
                                    believes that the Executive has not
                                    substantially performed his


                                      -3-
<PAGE>


                                    duties, and which failure has not been cured
                                    within thirty days after such written
                                    demand; or

                                    (B) the willful and continued engaging by
                                    the Executive in conduct which is
                                    demonstrably and materially injurious to the
                                    Company, monetarily or otherwise.

                           For purposes of this Subsection (c)(i), no act, or
                           failure to act, on the Executive's part shall be
                           considered "willful" unless done, or omitted to be
                           done, by the Executive in bad faith and without
                           reasonable belief that such action or omission was in
                           the best interest of the Company. Notwithstanding the
                           foregoing, the Executive shall not be deemed to have
                           been terminated for Cause unless and until there
                           shall have been delivered to him a copy of a
                           resolution duly adopted by the affirmative vote of
                           not less than 51% of the entire membership of the
                           Board of Directors at a meeting of the Board of
                           Directors called and held for that purpose (after
                           reasonable notice to the Executive and an opportunity
                           for the Executive, together with his counsel, to be
                           heard before the Board of Directors), finding that in
                           the good faith opinion of the Board of Directors the
                           Executive was guilty of conduct set forth above in
                           clauses (A) or (B) of the first sentence of this
                           Subsection (c)(i) and specifying the particulars
                           thereof in detail.

                           (ii) For purposes of this Agreement "Change of
                           Control" shall mean Change of Control shall occur if:
                           (i) at any time less than 60% of the members of the
                           Board of Directors shall be individuals who were
                           either (x) Directors on the effective date of this
                           Agreement or (y) individuals whose election, or
                           nomination for election, was approved by a vote
                           (including a vote approving a merger or other
                           agreement providing for the membership of such
                           individuals on the Board of Directors) of at least
                           two-thirds of the Directors then still in office who
                           were Directors on the effective date of this
                           Agreement or who were so approved (the "Continuing
                           Directors"); or (ii) the shareholders of the
                           Corporation shall approve an agreement or plan
                           providing for the Corporation to be merged,
                           consolidated or otherwise combined with, or for all
                           or substantially all its assets or stock to be
                           acquired by, another corporation, as a consequence of
                           which the former shareholders of the Corporation will
                           own, immediately after such merger, consolidation,
                           combination or acquisition, less than a majority of
                           the Voting Power of such surviving or acquiring
                           corporation or the parent thereof (a "Change of
                           Control Transaction"). (iii) For purposes of this
                           Agreement, "Disability" shall mean that Purchaser, at
                           the time notice of termination is given, has been
                           unable to substantially perform his/her duties under
                           this Agreement for a period of


                                      -4-
<PAGE>


                           not less than four (4) consecutive months as the
                           result of his/her incapacity due to physical or
                           mental illness.

                           (iv) For purposes of this Agreement, "Good Reason"
                           shall mean the termination of employment by the
                           Executive upon the occurrence of any one of the
                           following events: (i) a material breach by the
                           Company of the Employment Agreement (defined below),
                           (ii) the Company's assignment to Executive of duties
                           inconsistent in any material respect with his
                           position (including status and reporting) or any
                           other diminution of authority, duties or
                           responsibilities, excluding an isolated action by the
                           Company not taken in bad faith and which is remedied
                           by the Company within 15 days after receipt of notice
                           from the Executive, (iii) a Change of Control, other
                           than a Change of Control Transaction that was
                           approved by a majority of the Continuing Directors,
                           or (iv) the relocation of the Executive's principal
                           place of employment to a location more than 50 miles
                           from his principal place of employment on the date of
                           the Employment Agreement (defined below)(unless such
                           relocation is closer to the Executive's Principal
                           residence).

                           (v) For the purposes of this Agreement, "Employment
                           Agreement" shall mean that certain amended and
                           restated employment agreement by and between the
                           Purchaser and the Company dated as of January 1,
                           1999.

                           (vi) This Agreement shall not confer upon Purchaser
                           any right with respect to employment by the Company,
                           nor shall it interfere with or affect in any manner
                           the right or power of the Company, or a parent or
                           subsidiary of the Company, to terminate Purchaser's
                           employment or consulting relationship with the
                           Company, which right is hereby reserved, subject to
                           the provisions of the Employment Agreement.

         3. STOCK SPLITS, ETC. If, from time to time during the term of this
Agreement: (i) There is any stock dividend or liquidating dividend of cash
and/or property, stock split or other change in the character or amount of any
of the outstanding securities of the Company; or (ii) there is any
consolidation, merger or sale of all, or substantially all, of the assets of the
Company; then, in such event, any and all new, substituted or additional
securities or other property to which Purchaser is entitled by reason of
Purchaser's ownership of the Stock shall be immediately subject to this
Agreement and be included in the word "Stock" for all purposes with the same
force and effect as the shares of Stock currently subject to the Repurchase
Option and other terms of this Agreement. While the aggregate repurchase price
payable upon execution of the Repurchase Option shall remain the same after each
such event, the repurchase price per share of Stock shall be appropriately
adjusted.


                                      -5-
<PAGE>


         4. RESTRICTION ON TRANSFER. Purchaser shall not, except as contemplated
         by the Security Agreement, sell, transfer, pledge, hypothecate or
         otherwise dispose of any shares of the Stock which remain subject to
         the Repurchase Option. The Company shall not be required (i) to
         transfer on its books any shares of Stock which shall have purportedly
         been sold or transferred in violation of any of the provisions set
         forth in this Agreement, or (ii) to treat as owner of such shares or to
         accord the right to vote as such owner or to pay dividends to any
         purported transferee to whom such shares shall have been purportedly
         transferred.

         5.       REGISTRATION RIGHTS

                  (a) Piggy Back Registration Rights. If at any time the Company
                  shall determine to register for its own account or the account
                  of others under the Securities Act of 1933, as amended (the
                  "Securities Act") any of its equity securities, other than on
                  Form S-8 or Form S-4 or their then equivalents relating to
                  shares of Common Stock to be issued solely in connection with
                  any acquisition of any entity or business or shares of Common
                  Stock issuable in connection with stock option or other
                  employee benefit plans, it shall send to the Purchaser written
                  notice of such determination and, if within 15 days after
                  receipt of such notice, the Purchaser shall so request in
                  writing, the Company shall use its best efforts to include in
                  such registration statement all or any part of the Stock not
                  then subject to the Repurchase Option the Purchaser requests
                  to be registered, except that if, in connection with any
                  offering involving an underwriting of the Company's Common
                  Stock to be issued by the Company, the managing underwriter
                  shall impose a limitation on the number of shares of such
                  Common Stock which may be included in the registration
                  statement because, in its judgment, such limitation is
                  necessary to effect an orderly public distribution, then the
                  Company shall be obligated to include in such registration
                  statement only such limited portion of the Stock with respect
                  to which the Purchaser has requested inclusion hereunder. Any
                  exclusion of the Stock shall be made PRO RATA among the all
                  holders of the Company's Common Stock with similar
                  registration rights seeking to include such shares, in
                  proportion to the number of such shares sought to be included
                  by such holders. No incidental right under this Section 5(a)
                  shall be construed to limit any registration required under
                  Section 5(b). The obligations of the Company under this
                  Section 5(a) may be waived at any time upon the written
                  consent of the Purchaser and shall expire on the 6th
                  anniversary of this Agreement.

                  (b) S-3 Registration Rights. In addition to the rights
                  provided the Purchaser and other holders of the Company's
                  Common Stock with registration rights in Section 5(a) above,
                  if the registration of the Company's Common Stock under the
                  Securities Act can be effected on Form S-3 (or any similar
                  form promulgated by the Commission that permits secondary
                  offerings of securities), then upon the written request of the
                  Purchaser, the Company will, as expeditiously as possible,



                                      -6-
<PAGE>

                  use its best efforts to effect qualification and registration
                  under the Securities Act on Form S-3 of all or such portion of
                  the Stock as the Purchaser shall specify; provided, however,
                  that the Company shall not be required to effect more than one
                  registration during any 12-month period pursuant to this
                  Section 5(b).

                  (d) The Company will use its best efforts to maintain the
                  effectiveness for up to 90 days (or such shorter period of
                  time as the underwriters need to complete the distribution of
                  the registered offering, or one year in the case of a "shelf"
                  registration statement on Form S-3) of any registration
                  statement pursuant to which any of the Stock is being offered,
                  and from time to time will amend or supplement such
                  registration statement and the prospectus contained therein to
                  the extent necessary to comply with the Securities Act and any
                  applicable state securities statute or regulation. The Company
                  will also provide the Purchaser with as many copies of the
                  prospectus contained in any such registration statement as he
                  may reasonably request.

         6.       RESTRICTIVE LEGENDS AND STOP-TRANSFER ORDERS.

                  (a) LEGENDS. The share certificate evidencing the Stock issued
                  hereunder shall be endorsed with the following legends (in
                  addition to any legends required under applicable state
                  securities laws):

                  THE SHARES REPRESENTED BY THIS CERTIFICATE HAVE BEEN ACQUIRED
                  FOR INVESTMENT AND NOT WITH A VIEW TO, OR IN CONNECTION WITH,
                  THE SALE OR DISTRIBUTION THEREOF. NO SUCH SALE OR DISPOSITION
                  MAY BE EFFECTED WITHOUT AN EFFECTIVE REGISTRATION STATEMENT
                  RELATED THERETO OR AN OPINION OF COUNSEL SATISFACTORY TO THE
                  COMPANY THAT SUCH REGISTRATION IS NOT REQUIRED UNDER THE
                  SECURITIES ACT OF 1933.

                  THE SHARES REPRESENTED BY THIS CERTIFICATE MAY BE TRANSFERRED
                  ONLY IN ACCORDANCE WITH THE TERMS OF AN AGREEMENT BETWEEN THE
                  COMPANY AND THE SHAREHOLDER, A COPY OF WHICH IS ON FILE WITH
                  THE SECRETARY OF THE COMPANY.

                  (b) STOP-TRANSFER NOTICES. Purchaser agrees that, in order to
                  ensure compliance with the restrictions referred to herein,
                  the Company may issue appropriate "stop transfer" instructions
                  to its transfer agent, if any, and that, if the Company
                  transfers its own securities, it may make appropriate
                  notations to the same effect in its own records.


                                      -7-
<PAGE>


         7. PURCHASER'S REPRESENTATIONS AND COVENANTS. In connection with the
purchase of the Stock, Purchaser hereby represents and warrants to the Company
as follows:

                  (a) INVESTMENT INTENT; CAPACITY TO PROTECT INTERESTS.
                  Purchaser is purchasing the Stock solely for Purchaser's own
                  account for investment and not with a view to or for sale in
                  connection with any distribution of the Stock or any portion
                  thereof and not with any present intention of selling,
                  offering to sell or otherwise disposing of or distributing the
                  Stock or any portion thereof. Purchaser also represents that
                  the entire legal and beneficial interest of the Stock is being
                  purchased, and will be held, for Purchaser's account only, and
                  neither in whole or in part for any other person. Purchaser
                  either (i) has a pre-existing business or personal
                  relationship with the Company or at least one of its officers,
                  directors or controlling persons, or (ii) by reason of
                  Purchaser's business or financial experience (or the business
                  or financial experience of Purchaser's professional advisors
                  who are unaffiliated with and who are not compensated by the
                  Company or any affiliate or selling agent of the Company,
                  directly or indirectly), can be reasonably assumed to have the
                  capacity to evaluate the merits and risks of an investment in
                  the Company and to protect Purchaser's own interests in
                  connection with this transaction.

                  (b) RESIDENCE. Purchaser's principal residence is within the
                  State of Connecticut and is located at the address indicated
                  beneath Purchaser's signature below.

                  (c) INFORMATION CONCERNING COMPANY. Purchaser has discussed
                  the Company and its plans, operations and financial condition
                  with the Company's officers and has received all such
                  information as Purchaser has deemed necessary and appropriate
                  to enable Purchaser to evaluate the financial risk inherent in
                  making an investment in the Stock. Purchaser has received
                  satisfactory and complete information concerning the business
                  and financial condition of the Company in response to all
                  inquiries in respect thereof.

                  (d) ECONOMIC RISK. Purchaser realizes that the purchase of the
                  Stock will be a highly speculative investment and involves a
                  high degree of risk. Purchaser is able, without impairing
                  Purchaser's financial condition, to hold the Stock for an
                  indefinite period of time and to suffer a complete loss on
                  Purchaser's investment.

                  (e)      RESTRICTED SECURITIES. Purchaser understands and
                  acknowledges that:

                           (i) The Stock has not been registered under the
                           Securities Act of 1933, as amended, in reliance upon
                           a specific exemption therefrom, which


                                      -8-
<PAGE>


                           exemption depends upon, among other things, the bona
                           fide nature of Purchaser's investment intent as
                           expressed herein.

                           (ii) The Stock must be held indefinitely unless it is
                           subsequently registered under the Securities Act or
                           unless an exemption from such registration is
                           otherwise available. In addition, Purchaser
                           understands that the certificate evidencing the Stock
                           will be imprinted with a legend which prohibits the
                           transfer of the Stock unless it is registered or such
                           registration is not required in the opinion of
                           counsel satisfactory to the Company.

                  (f) DISPOSITION UNDER RULE 144. Purchaser understands that:

                           (i) The shares of Stock are restricted securities
                           within the meaning of Rule 144 promulgated under the
                           Securities Act; that the exemption from registration
                           under Rule 144 will not be available in any event for
                           at least one (1)) year from the date of payment of
                           the Note (or the applicable portion thereof relating
                           to such shares of Stock), and even then will not be
                           available unless (i) a public trading market then
                           exists for the Common Stock of the Company, (ii)
                           adequate information concerning the Company is then
                           available to the public, and (iii) other terms and
                           conditions of Rule 144 are complied with; and that
                           any sale of the Stock may be made only in limited
                           amounts in accordance with such terms and conditions
                           of Rule 144;

                           (ii) That at the time Purchaser wishes to sell the
                           Stock there may be no public market upon which to
                           make such a sale; that, even if such a public market
                           then exists, the Company may not be satisfying the
                           current public information requirements of Rule 144;
                           and that, in such event, Purchaser would be precluded
                           from selling the Stock under Rule 144 even if the one
                           (1) year minimum holding period had been satisfied;
                           and

                           (iii) In the event all of the requirements of Rule
                           144 are not satisfied, registration under the
                           Securities Act or compliance with Regulation A or
                           another registration exemption will be required;
                           that, notwithstanding the fact that Rule 144 is not
                           exclusive, the Staff of the SEC has expressed its
                           opinion that persons proposing to sell private
                           placement securities other than in a registered
                           offering or pursuant to Rule 144 will have a
                           substantial burden of proof in establishing that an
                           exemption from registration is available for such
                           offers or sales; and that such persons and their
                           respective brokers who participate in such
                           transactions do so at their own risk.


                                      -9-
<PAGE>



                  (g) FURTHER LIMITATIONS ON DISPOSITION. Without in any way
                  limiting Purchaser's representations set forth above,
                  Purchaser further agrees that Purchaser shall in no event make
                  any disposition of all or any portion of the Stock unless and
                  until:

                           (i)      Either:

                                    (A) There is then in effect a Registration
                                    Statement under the Securities Act covering
                                    such proposed disposition, and such
                                    disposition is made in accordance with said
                                    Registration Statement; or

                                    (B) (1) Purchaser shall have notified the
                                    Company of the proposed disposition and
                                    shall have furnished the Company with a
                                    detailed statement of the circumstances
                                    surrounding the proposed disposition; (2)
                                    Purchaser shall have furnished the Company
                                    with an opinion of Purchaser's counsel to
                                    the effect that such disposition will not
                                    require registration of such shares under
                                    the Securities Act; and (3) such opinion of
                                    Purchaser's counsel shall have been
                                    concurred in by counsel for the Company, and
                                    the Company shall have advised Purchaser of
                                    such concurrence; and,

                           (ii) The shares of Stock proposed to be transferred
                           are no longer subject to the Repurchase Option set
                           forth in Section 2 hereof.

         8.       ARBITRATION.

                  (a) ELECTION OF ARBITRATION. At the option of either party,
                  any and all disputes or controversies whether of law or fact
                  and of any nature whatsoever arising from or respecting this
                  Agreement shall be decided by arbitration by the American
                  Arbitration Association in accordance with the rules and
                  regulations of that Association.

                  (b) SELECTION OF ARBITRATORS. The arbitrators shall be
                  selected as follows: In the event the Company and Purchaser
                  agree on one arbitrator, the arbitration shall be conducted by
                  such arbitrator. In the event the Company and Purchaser do not
                  so agree, the Company and Purchaser shall each select one
                  independent, qualified arbitrator, and the two arbitrators so
                  selected shall select the third arbitrator. The Company
                  reserves the right to object to any individual arbitrator who
                  shall be employed by or affiliated with a competing
                  organization.

                  (c) CONDUCT OF ARBITRATION. Arbitration shall take place in
                  Stamford, Connecticut or any other location mutually agreeable
                  to the parties. Reasonable




                                      -10-
<PAGE>


                  notice of the time and place of arbitration shall be given
                  to all persons other than the parties as shall be required
                  by law, and such persons or their authorized representatives
                  shall have the right to attend and/or participate in all the
                  arbitration hearings in such manner as the law shall
                  require.

                  (d) SECRECY OF PROCEEDINGS. At the request of either party,
                  arbitration proceedings will be conducted in the utmost
                  secrecy; in such case all documents, testimony and records
                  shall be received, heard and maintained by the arbitrators in
                  secrecy under seal, available for the inspection only of the
                  Company or Purchaser and their respective attorneys and their
                  respective experts, who shall agree in advance and in writing
                  to receive all such information confidentially and to maintain
                  such information in secrecy until such information shall
                  become generally known.

                  (e) RELIEF. The arbitrators, who shall act by majority vote,
                  shall be able to decree any and all relief of an equitable
                  nature (including without limitation such relief as temporary
                  restraining orders or temporary and/or permanent injunctions),
                  and shall also be able to award damages, with or without an
                  accounting and costs. The decree or judgment of an award
                  rendered by the arbitrators may be entered in any court having
                  jurisdiction thereof.

         9. GOVERNING LAW. This Agreement shall be governed and construed by the
laws of the State of Connecticut without regard to its choice of laws
provisions.

         10.      MISCELLANEOUS.

                  (a) RIGHTS AS SHAREHOLDER. Subject to the provisions and
                  limitations hereof, Purchaser may, during the term of this
                  Agreement, exercise all rights and privileges of a shareholder
                  of the Company with respect to the Stock purchased hereby.

                  (b) FURTHER ASSURANCES. The parties agree to execute such
                  further instruments and to take such further action as may
                  reasonably be necessary to carry out the intent of this
                  Agreement.

                  (c) NOTICES. Any notice required or permitted hereunder shall
                  be given in writing and shall be deemed effectively given upon
                  personal delivery (including by express courier) or upon
                  deposit in the United States Post Office, by First Class mail
                  with postage and fees prepaid, addressed to Purchaser at
                  his/her address shown on the Company's employment records and
                  to the Company at the address of its principal corporate
                  offices (attention: President) or at such other address as
                  such party may designate by ten (10) days' advance written
                  notice to the other party.


                                      -11-
<PAGE>


                  (d) ASSIGNMENT. This Agreement shall inure to the benefit of
                  the successors and assigns of the Company and, subject to the
                  restrictions on transfer herein set forth, be binding upon
                  Purchaser, his/her heirs, executors, administrators,
                  successors and assigns. No party to this Agreement may assign
                  its rights and obligations under this Agreement without the
                  prior written consent of the other party.

                  (e) AUTHORIZATION OF TRANSFER. Purchaser hereby authorizes and
                  directs the Secretary or transfer agent of the Company to
                  transfer the Stock as to which the Repurchase Option has been
                  exercised from Purchaser to the Company or the Company's
                  assignees.

                  (f) WAIVER. Either party's failure to enforce any provision or
                  provisions of this Agreement shall not in any way be construed
                  as a waiver of any such provision or provisions, nor prevent
                  that party thereafter from enforcing each and every other
                  provision of this Agreement. The rights granted both parties
                  herein are cumulative and shall not constitute a waiver of
                  either party's right to assert all other legal remedies
                  available to it under the circumstances.

                  (g) ADVICE OF COUNSEL. Purchaser has reviewed this Agreement
                  in its entirety, has had an opportunity to obtain the advice
                  of counsel prior to executing this Agreement and fully
                  understands all provisions hereof.

                  (h) COUNTERPARTS. This Agreement may be executed in any number
                  of counterparts, each of which shall be an original and all of
                  which together shall constitute one instrument.

                  (i) ENTIRE AGREEMENT. This Agreement, the Employment
                  Agreement, the Note and the Security Agreement represent the
                  entire agreement between the parties with respect to the
                  purchase of Common Stock by Purchaser and the vesting thereof,
                  supersedes all prior understandings and agreements, written
                  and oral, with regard thereto, and satisfies all of the
                  Company's obligations to Purchaser with regard to the issuance
                  or sale of securities. This Agreement may be modified or
                  amended only in writing signed by both parties.


                                      -12-
<PAGE>


         IN WITNESS WHEREOF, the parties hereto have duly executed this
Agreement as of the day and year first above written.

SMARTSERV ONLINE, INC.,                     SEBASTIAN E. CASSETTA
a Delaware corporation


By:__________________________              ____________________________________
Title:_______________________
                                           (Address)
                                           7 Morningside Lane
                                           Westport, CT  06880


                                      -13-
<PAGE>


                                   SCHEDULE 1


Pursuant to Section 1 of the Agreement, the Purchaser received _______
Additional Shares as a result of a Private Placement of _______ shares of
__________ by the Company on _______, 1999.




                                      -14-

<PAGE>

                                    exhibit A

                                 PROMISSORY NOTE


$1,359,414.83                                              Stamford, Connecticut
                                                               December 29, 1998


         FOR VALUE RECEIVED, Sebastian E. Cassetta promises to pay to SmartServ
Online, Inc., a Delaware corporation (the "Company"), or order, the principal
sum of One Million Three Hundred Fifty Nine Thousand Four Hundred Fourteen
Dollars and Eighty Three Cents ($1,359,414.83), together with interest on the
unpaid principal hereof from the date hereof at the rate of 6.75% [such interest
equal to one point below the prime rate as of the date of this Note] per annum,
compounded annually. Notwithstanding the foregoing, the principal amount of the
Note shall be subject to an automatic reduction to the Adjustment Principal
Amount pursuant to the terms of the Purchase Agreement (as defined below).

         This Note shall be due and payable in full on December 29, 2003 (the
"Due Date"), unless accelerated as provided herein. Upon the termination of the
Executive from the Company for Cause, the whole unpaid balance on this Note of
principal and interest shall become immediately due at the option of the holder
of this Note. In the event that the Executive terminates his employment with the
Company for Good Reason, the whole unpaid balance on this Note of principal and
interest shall be due and payable upon the earlier of the Due Date or six (6)
months from the Date of Termination. Payments of principal and interest shall be
made in lawful money of the United States of America.

         The undersigned may at any time prepay without penalty all or any
portion of the principal or interest owing hereunder.

         This Note is subject to the terms of that certain Restricted Stock
Purchase Agreement by and between the Company and Sebastian E. Cassetta, dated
as of December 29, 1998 (the "Purchase Agreement") and capitalized terms used
herein which are not otherwise defined shall have the meanings ascribed to them
in the Purchase Agreement. This Note is secured by a pledge of the Company's
Common Stock under the terms of a Security Agreement of even date herewith (the
"Security Agreement") and is subject to all the provisions thereof.

         This Note is intended to evidence a non-recourse obligation to secure
the purchase of the Company's Common Stock pursuant to the Purchase Agreement.
Accordingly, this Note shall be without recourse against the Sebastian E.
Cassetta and no person entitled to payment under this Note shall have any right
to his assets other than the collateral given for this Note and earnings
attributable to such collateral or the investment of such collateral, if any.

         This Note shall be governed and construed in accordance with the laws
of the State of Connecticut.


                                        ----------------------------------------
                                                 Sebastian E. Cassetta




<PAGE>


                                    exhibit B

                               SECURITY AGREEMENT


         This Security Agreement is made as of December 29, 1998 between
SmartServ Online, Inc., a Delaware corporation ("Pledgee"), and Sebastian E.
Cassetta ("Pledgor").


                                    Recitals

         Pursuant to Pledgor's purchase of Stock under the Restricted Stock
Purchase Agreement dated December 29, 1999, between Pledgor and Pledgee (the
"Purchase Agreement"), and Pledgor's election to pay for such Stock with his
promissory note (the "Note"), Pledgor has purchased 618,239 shares of Pledgee's
Common Stock (the "Shares") at a price of $2.19885 per share, for a total
purchase price of $1,359,414.83. The Note and the obligations thereunder are as
set forth in Exhibit A to the Purchase Agreement.

         NOW, THEREFORE, it is agreed as follows:

         1. Creation and Description of Security Interest. In consideration of
the transfer of the Shares to Pledgor under the Purchase Agreement, Pledgor,
pursuant to the Connecticut Uniform Commercial Code, hereby pledges all of such
Shares (herein sometimes referred to as the "Collateral") represented by
certificate number ______, duly endorsed in blank or with executed stock powers,
and herewith delivers said certificate to the Pledgee, who shall hold said
certificate subject to the terms and conditions of this Security Agreement.

         The pledged stock shall be held by the Pledgee as security for the
repayment of the Note, and the Pledgee shall not encumber or dispose of such
Shares except in accordance with the provisions of this Security Agreement.

         2. Pledgor's Representations and Covenants. To induce Pledgee to enter
into this Security Agreement, Pledgor represents and covenants to Pledgee, its
successors and assigns, as follows:

                  a. Payment of Indebtedness. Pledgor will pay the principal sum
of the Note secured hereby, together with interest thereon, at the time and in
the manner provided in the Note.

                  b. Encumbrances. The Shares are free of all other
encumbrances, defenses and liens, and Pledgor will not further encumber the
Shares without the prior written consent of Pledgee.

         3. Voting Rights. During the term of this pledge and so long as all
payments of principal and interest are made as they become due under the terms
of the Note, Pledgor shall have the right to vote all of the Shares pledged
hereunder.

         4. Stock Adjustments. In the event that during the term of the pledge
any stock dividend, reclassification, readjustment or other changes are declared
or made in the capital structure of Pledgee, all new, substituted and additional
shares or other securities issued by reason of any such change shall be
delivered to and held by the Pledgee under the terms of this Security Agreement
in the same manner as the Shares originally pledged hereunder. In the event of
substitution of such securities the Pledgor and the Pledgee shall cooperate and


<PAGE>


execute such documents as are reasonable so as to provide for the substitution
of such Collateral and, upon such substitution, references to "Shares" in this
Security Agreement shall include the substituted shares of capital stock of
Pledgor as a result thereof.

         5. Options and Rights. In the event that, during the term of this
pledge, subscription options or other rights or options shall be issued in
connection with the pledged Shares, such rights and options shall be the
property of Pledgor and, if exercised by Pledgor, all new stock or other
securities so acquired by Pledgor as it relates to the pledged Shares then held
by Pledgee shall be immediately delivered to Pledgee, to be held under the terms
of this Security Agreement in the same manner as the Shares pledged.

         6. Default. Pledgor shall be deemed to be in default of the Note and of
this Security Agreement in the event:

          a.   Payment of principal or interest on the Note shall be delinquent
               for a period of 10 days or more; or

          b.   Pledgor fails to perform any of the covenants set forth in the
               Restricted Stock Purchase Agreement or contained in this Security
               Agreement for a period of 10 days after written notice thereof
               from Pledgee.

In the case of an event of Default, as set forth above, Pledgee shall have the
right to accelerate payment of the Note upon notice to Pledgor, and Pledgee
shall thereafter be entitled to pursue its remedies under the Connecticut
Uniform Commercial Code.

         7. Release of Collateral. There shall be released from this pledge a
portion of the pledged Shares held by Pledgee here under upon payments of the
principal of the Note. The number of the pledged Shares which shall be released
shall be that number of full Shares which bears the same proportion to the
initial number of Shares pledged hereunder as the payment of principal bears to
the initial full principal amount (or in the event that the initial principal
amount on the Note has been adjusted pursuant to Section 1 of the Purchase
Agreement, the Adjusted Principal Amount) of the Note.

         8. Withdrawal or Substitution of Collateral. Pledgor shall not sell,
withdraw, pledge, substitute or otherwise dispose of all or any part of the
Collateral without the prior written consent of Pledgee.

         9. Term. The within pledge of Shares shall continue until the payment
of all indebtedness secured hereby, at which time the remaining pledged stock
shall be promptly delivered to Pledgor, subject to the provisions for prior
release of a portion of the Collateral as provided in paragraph 7 above.

         10. Insolvency. Pledgor agrees that if a bankruptcy or insolvency
proceeding is instituted by or against it, or if a receiver is appointed for the
property of Pledgor, or if Pledgor makes an assignment for the benefit of
creditors, the entire amount unpaid on the Note shall become immediately due and
payable, and Pledgee may proceed as provided in the case of default.

         11. Invalidity of Particular Provisions. Pledgor and Pledgee agree that
the enforceability or invalidity of any provision or provisions of this Security
Agreement shall not render any other provision or provisions herein contained
unenforceable or invalid.



                                      -2-
<PAGE>


         12. Successors or Assigns. Pledgor and Pledgee agree that all of the
terms of this Security Agreement shall be binding on their respective successors
and assigns, and that the term "Pledgor" and the term "Pledgee" as used herein
shall be deemed to include, for all purposes, the respective designees,
successors, assigns, heirs, executors and administrators.

         13. Governing Law. This Security Agreement shall be interpreted and
governed under the laws of the State of Connecticut without regard to its
conflict of laws provisions.

         IN WITNESS WHEREOF, the parties hereto have executed this Agreement as
of the day and year first above written.



         "PLEDGOR"                   Sebastian E. Cassetta


                                     __________________________________________
                                     (signature)

                                     Address:
                                     7 Morningside Lane
                                     Westport, CT 06880


         "PLEDGEE"                   SMARTSERV ONLINE, INC.
                                     a Delaware corporation


                                     By:  _____________________________________
                                     Title:____________________________________


                                      -3-