Document:

<PAGE>
                                                                   EXHIBIT 10.10

                                    GUARANTY

                  This Guaranty ("Guaranty") is executed as of August 9, 2001 by
iPayment Holdings, Inc. ("Holdings"), a Tennessee corporation, in favor 1st
National Processing, Inc. ("Beneficiary"), a Nevada corporation

                                   WITNESSETH:

                  WHEREAS, Beneficiary, T.A. Gillis, Leon D. Ladd, James L.
Miller, Holdings and First Acquisition Company, a Nevada corporation ("Buyer"),
have entered into that certain Asset Purchase Agreement dated _________, 2001
(the "Purchase Agreement");

                  WHEREAS, pursuant to the Purchase Agreement, Beneficiary has
agreed to sell and Buyer has agreed to purchase substantially all of the assets
of Beneficiary;

                  WHEREAS, as partial consideration for the purchase of the
assets, Buyer has agreed to execute and deliver to Beneficiary a promissory note
in the original principal amount of Three Million Six Hundred Thousand and
No/100 Dollars ($3,600,000.00) in substantially the form attached as Exhibit
1.5(c) to the Purchase Agreement (the "Promissory Note");

                  WHEREAS, on the terms and conditions set forth herein,
Holdings has agreed to guaranty the payment and performance by Buyer of each of
the obligations and liabilities of Buyer to Beneficiary pursuant to the
Promissory Note.

                  NOW THEREFORE, for and in consideration of the premises and
other good and valuable consideration, the receipt and sufficiency of which are
acknowledged, Holdings agrees as follows:

         1. Except as otherwise set forth herein, Holdings absolutely and
unconditionally guarantees to Beneficiary the prompt payment when due, whether
by acceleration or otherwise, of all sums payable by Buyer to Beneficiary in
connection with, and the prompt performance of all promises, covenants and
agreements to be performed on the part of Buyer contained in, the Promissory
Note (each, an "Obligation" and together, the "Obligations").

         2. To the extent that Beneficiary believes Buyer has breached any
Obligation, Beneficiary must first make demand upon Buyer (hereinafter, a "Buyer
Demand") and wait for ten (10) days commencing the day after such Buyer Demand
for Buyer to satisfy fully such Obligation before calling upon Holdings to
satisfy such Obligation(s) in accordance herewith.

         3. Holdings waives and grants to Beneficiary the right, without notice
to Holdings and without in any way affecting the liability of Holdings under
this Guaranty, at any time and from time to time, to deal in any manner it shall
see fit with the Obligations,

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including, but not limited to, (i) accepting partial payments on account of the
Promissory Note, (ii) granting extensions or renewals of all or any part of the
Promissory Note, and (iii) modifying, waiving, supplementing or otherwise
changing any of the terms, conditions or provisions contained in the Promissory
Note. Holdings agrees that any and all settlements, compromises, compositions,
accounts stated and agreed balances made in good faith between Beneficiary and
Buyer with respect to the Promissory Note shall be binding upon Holdings.

         4. This Guaranty shall be binding upon the successors and assigns of
Holdings.

         5. This Guaranty shall continue in force for so long as Buyer shall be
obligated to Beneficiary under Promissory Note. Holdings waives presentment,
demand of payment, protest, notice of dishonor or nonpayment of or
nonperformance of the Promissory Note.

         6. The rights of Beneficiary hereunder shall be reinstated and revived,
and this Guaranty shall be fully enforceable, with respect to any amount at any
time paid on account of the Promissory Note which thereafter shall be required
to be restored or returned by Beneficiary upon the bankruptcy, insolvency or
reorganization of Buyer, or any other person, or as a result of any other fact
or circumstance, all as though such amount had not been paid.

         7. No postponement or delay on the part of Beneficiary in the
enforcement of any right hereunder shall constitute a waiver of such right.

         8. Notwithstanding anything to the contrary set forth herein, Holdings
shall have the right to assert any claim, defense or counterclaim which Buyer
may or could assert on the Promissory Note, including but not limited to failure
of consideration, breach of warranty, payment, statute of fraud, statute of
limitations, fraud, bankruptcy, set-off (including specifically the right of set
off under Section 4.6 of the Promissory Note) and accord and satisfaction.

         9. Should any legal proceedings be commenced to secure or enforce any
right under this Guaranty, the prevailing party shall be entitled to recover
from the non-prevailing party its reasonable attorneys' fees and costs, in
addition to all other relief to which said party may be entitled. The term
"prevailing party" shall mean that party whose position is substantially upheld
in a final judgment rendered in such litigation, or, if the final judgment is
appealed, that party whose position is substantially upheld by the decision of
the final appellate body.

         10. This Guaranty is governed by the laws of the State of Tennessee.

                                    iPayment Holdings, Inc.

                                    By:  /s/ Gregory S. Daily
                                        ---------------------

                                    Its:
                                        ---------------------<PAGE>
                                                                   EXHIBIT 10.11

                        FORM OF SUBORDINATION AGREEMENT

                               (SUBORDINATE LOAN)

         THIS SUBORDINATION AGREEMENT ("Agreement"), dated as of October ___,
2002, is made and entered into on the terms and conditions hereinafter set
forth, by and among HARBINGER MEZZANINE PARTNERS, L.P., a Delaware limited
partnership ("HMP") (HMP, in its capacity as agent for itself is referred to
herein as "Lender"), ____________ ("Junior Creditor"), and iPAYMENT, INC., a
Delaware corporation ("Parent"), successor by merger to iPayment Holdings, Inc.,
a Tennessee corporation, iPAYMENT TECHNOLOGIES, INC., a California corporation
("Sub1"), and FIRST ACQUISITION COMPANY, a Nevada corporation ("Sub2") (Parent,
Sub1 and Sub2 are sometimes referred to herein individually and collectively as
"Borrower").

                                    RECITALS:

         A. Pursuant to a Loan and Security Agreement dated April 12, 2001, by
and between Lender and Borrower (together with any amendments thereto and/or
modifications thereof, herein referred to as the "Senior Loan Agreement"),
Lender has agreed to make a term loan to Borrower in the original aggregate
principal amount of $4,000,000 (the "Lender Loan"), on the terms and conditions
set forth in the Senior Loan Agreement.

         B. The Lender Loan is secured by, among other things, a security
interest in, among other things, Borrower's equipment, inventory, accounts,
contract rights, chattel paper and general intangibles.

         C. Borrower desires to borrow from Junior Creditor, on an unsecured
basis, the principal sum of $____________ pursuant to the terms and conditions
set forth in a Promissory Note, the form of which is attached hereto as Exhibit
A (the "Subordinate Note"), and Junior Creditor is willing to do so (the
"Subordinate Debt").

         D. Junior Creditor has agreed to subordinate (1) all of the
indebtedness and obligations now owed or that hereafter may be owed by any
Borrower to Junior Creditor, including but not limited to the Subordinate Debt,
together with any and all instruments, documents and agreements now or hereafter
securing the Subordinate Debt (individually and collectively the "Subordinate
Security Instruments"), to (2) all of the indebtedness, direct or contingent,
now owed or that hereafter may be owed by any Borrower to Lender, including but
not limited to the Lender Loan (collectively the "Senior Debt"), together with
the Senior Loan Agreement and all other instruments, documents and agreements
now or hereafter securing the Senior Debt (individually and collectively the
"Senior Security Instruments").

                                   AGREEMENT:

         NOW, THEREFORE, in consideration of the making of the Lender Loan, and
for other good and valuable consideration, the receipt and sufficiency of which
are hereby acknowledged, the parties hereto agree as follows:

<PAGE>

         1. The outstanding principal balance of the Senior Debt is $4,000,000.
The Senior Debt is the only indebtedness or obligation currently secured by the
Senior Loan Agreement. HMP is currently the sole legal owner of the outstanding
Senior Debt. No default or event which with the passage of time or the giving of
notice or both would constitute a default, presently exists under the Senior
Loan Agreement and the Senior Debt is in good standing in all respects. Senior
Lender consents to the Subordinate Debt and to the execution, delivery and
repayment by the applicable Borrower of the Subordinate Note pursuant to the
terms of this Agreement.

         2. The Subordinate Debt is not secured and the current outstanding
principal balance of the Subordinate Debt is $______________. Junior Creditor is
presently the sole legal owner of the Subordinate Debt and the holder of the
note evidencing the Subordinate Debt.

         3. The Senior Debt and the Senior Security Instruments are and shall be
senior and superior to the Subordinate Debt in every respect including, but not
limited to, the rights of payment, collection and bankruptcy, and the
Subordinate Security Instruments, notwithstanding the order in which the Senior
Security Instruments, the Subordinate Security Instruments and/or any financing
statements with respect thereto may be publicly recorded or filed. Except as
expressly provided in Paragraph 4 hereof, the Senior Debt shall be paid in full
before any part of the Subordinate Debt is paid to the Junior Creditor.

         4. So long as no default or event of default has occurred and is
continuing in connection with the Senior Debt or exists immediately after a
payment otherwise permitted under this Section, any Borrower that is the maker
of the Subordinate Note may make regularly scheduled payments of principal and
interest pursuant to the terms of the Subordinate Note.

         5. While this Agreement is in effect, (a) no Borrower will grant any
lien or security interest with respect to, convey, assign or pledge, nor will
the Junior Creditor accept any lien or security interest with respect to,
conveyance, assignment or pledge of, any property of any Borrower as security
for or to be applied to the payment of the Subordinate Debt, (b) except as
expressly provided in Paragraph 4 hereof, Junior Creditor will take no action to
collect any part of the Subordinate Debt, and in the event any payment should be
made on said debt or obligations in violation of this Agreement, Junior Creditor
will hold same in trust for Lender and will forthwith pay the same over to
Lender, in the form received, for credit upon the indebtedness of Borrower to
Lender, and (c) Junior Creditor will not exercise any right of set-off that
would reduce the amount of the Subordinate Debt.

         6. Every note and other instrument evidencing any or all of the
Subordinate Debt at any time delivered to or held by Junior Creditor shall bear
a legend on its face written, stamped or printed with ink as follows:

                  "The payment of the debt evidenced hereby is subordinated to
                  all debts of the maker to HARBINGER MEZZANINE PARTNERS, L.P.
                  as set forth in a Subordination Agreement dated October ___,
                  2002."

         All notes of any Borrower and other instruments evidencing the debts of
any Borrower to Junior Creditor will be exhibited to Lender upon its request at
any time during business hours.

                                        2

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         7. In the event that any of the agreements hereinabove set out shall
not be complied with or shall be violated by any Borrower or Junior Creditor, or
any part of the Subordinate Debt shall become or be declared to be due and shall
not be promptly renewed or extended, Lender may, at its option, in any such
event, terminate any obligation of Lender to make loans or advances under any
loan or credit agreement with, or commitment for loans to, any Borrower and,
notwithstanding any provision of any note or other instrument evidencing any
indebtedness of any Borrower to Lender, immediately declare all or any part of
such indebtedness, principal and interest, due and payable, and may without
presentment for payment, demand, protest or any other notice or demand
whatsoever proceed to collect same.

         8. If, while any Borrower is indebted to Lender, any Borrower shall
make an assignment for the benefit of creditors or if a trustee or receiver is
appointed for any Borrower or for any part of the property of any Borrower, or
if any Borrower shall be adjudicated bankrupt, or if any petition is filed or
any case or proceeding commenced by or against any Borrower under any
bankruptcy, reorganization, arrangement, insolvency, readjustment of debt,
receivership or liquidation law or statute, then, upon the happening of any one
or more of such events, Junior Creditor will, upon the written request of
Lender, take such action as may be necessary to collect the Subordinate Debt and
will deliver to Lender, in the form received, all proceeds received by Junior
Creditor, which proceeds will be applied by Lender, together with any other
payments received by Lender, to the payment of the Senior Debt, and any balance
remaining will be returned to Junior Creditor. If Junior Creditor fails to take
such action promptly, Lender may, as attorney-in-fact for Junior Creditor, take
such action in the name of Junior Creditor or in its own name, and Junior
Creditor hereby appoints Lender as its attorney-in-fact for such purposes.

         9. This Agreement will continue in full force and effect and will be
applicable to any loans made or credit extended by Lender to any Borrower until
this Agreement is terminated by written notice from Lender to Junior Creditor or
until receipt by Lender of payment of all indebtedness of Borrower to Lender
outstanding or for which Lender has made a commitment. Lender may, at its
option, by written instrument executed by a duly authorized officer of Lender,
waive any of its rights hereunder but no such waiver shall in any manner impair
or affect any of its other rights hereunder, all such rights being continuing
ones.

         10. Junior Creditor's execution of this Agreement is not subject to any
condition whatsoever. Without limiting the foregoing, the validity and
continuing effect hereof shall not be impaired by any event whatsoever,
including, but not limited to, the merger, consolidation, cessation of business
or liquidation of any Borrower; the financial decline or bankruptcy of any
Borrower; Lender's compromise or settlement with or release of any other party
liable for the Senior Debt; Lender's release of any collateral for the Senior
Debt; Lender's failure to give Junior Creditor notice of default by any
Borrower; the extension, modification or renewal of the Senior Debt; Lender's
failure to exercise diligence in collection; or the termination of any
relationship of Junior Creditor with any Borrower. Each advance of credit by
Lender to any Borrower following the execution hereof shall be deemed made in
reliance upon the continued operation of this Agreement and shall constitute
additional consideration for Junior Lender's execution of this Agreement. Junior
Lender agrees that this Agreement shall be valid and binding upon Junior Lender
upon the delivery of this executed Agreement to Lender by Junior Lender.

                                        3

<PAGE>

         11. Any party hereto that defaults hereunder shall pay to the
non-defaulting party all costs that the non-defaulting party may incur in the
exercise against the defaulting party of its rights under this Agreement,
including, but not limited to, (a) any costs of recovering from Junior Lender
any payments made to Junior Lender in violation of this Agreement and (b) all
court costs and reasonable attorney's fees and other expenses associated with
the default hereunder.

         12. Lender may proceed against collateral securing the Senior Debt and
against parties liable therefor in such order as it may elect, and neither
Junior Lender nor any Borrower nor any surety or guarantor for any Borrower nor
any other creditor of Junior Lender or any Borrower shall be entitled to require
Lender to marshal assets. The benefit of any rule of law or equity to the
contrary is hereby expressly waived.

         13. Junior Lender shall not sell, transfer and/or assign any of the
Subordinate Debt without the prior written consent of Lender.

         14. Each of the parties acknowledges and agrees that the other party
will rely upon the contents of this Agreement in connection with the
transactions and indebtedness described in the Senior Loan Agreement and the
Subordinate Agreement, respectively, and that the other party shall be entitled
in all respects to rely upon the statements and representations made in this
Agreement.

         15. In the event that the Lender determines to exercise its remedies
contained in the Senior Security Instruments following the occurrence of a
default or event of default under the Senior Loan Agreement, or to exercise any
other remedies that Lender may have with respect to the collateral described in
the Senior Loan Agreement, the Lender will give written notice to Junior
Creditor, at the address hereinafter set forth or such other address as may be
furnished by Junior Creditor to Lender in writing. If a default or an event of
default occurs under the Subordinate Agreement at any time that the Senior Debt
is outstanding, Junior Creditor shall give written notice thereof to Lender. Any
and all notices, elections or demands permitted or required to be made under
this Agreement shall be in writing, signed by the party giving such notice,
election or demand and shall be delivered personally, telecopied or sent by
certified mail or nationally recognized courier service (such as Federal
Express), to the recipient at the address set forth below, or at such other
address as may be supplied in writing and of which receipt has been acknowledged
in writing. The date of personal delivery or telecopy or the date of mailing (or
delivery to such courier service), as the case may be, shall be the date of such
notice, election or demand, and rejection, refusal to accept or the inability to
deliver because of a changed address of which no notice has been given shall not
affect the validity of any notice given in accordance with the provisions
hereof. For the purposes of this Agreement:

         The address of Lender is:  Harbinger Mezzanine Partners, L.P.
                                    One Riverchase Parkway South
                                    Birmingham, Alabama 35244
                                    Attention: Mr. David A. Boutwell
                                    Telecopy No.: 205/987-5599

                                        4

<PAGE>
        with a copy to:                     Harbinger Mezzanine Partners, L.P.
                                            618 Church Street, Suite 500
                                            Nashville, Tennessee 37219
                                            Attention:  Mr. John C. Harrison
                                            Telecopy No.: 615/301-6401

                                            and

                                            Chambliss, Bahner & Stophel, P.C.
                                            1000 Tallan Building
                                            Two Union Square
                                            Chattanooga, Tennessee 37402
                                            Attention:  Mr. J. Patrick Murphy
                                            Telecopy No.: 423/265-9574

        The address of Junior Creditor is:
                                            ----------------------------

                                            ----------------------------

                                            ----------------------------
                                            Attention:
                                                      ------------------
                                            Telecopy No.:
                                                         ---------------

        The address of Borrower is:         iPayment, Inc.
                                            iPayment Technologies, Inc.
                                            First Acquisition Company
                                            530 Burton Hills, Suite 520
                                            Nashville, Tennessee 37215
                                            Attention:  Mr. Gregory S. Daily
                                            Telecopy No.:  615/665-8434

        with a copy to:                     Waller Lansden Dortch & Davis
                                            Nashville City Center
                                            511 Union Street, Suite 2100
                                            Post Office Box 198966
                                            Nashville, Tennessee 37219
                                            Attention:  Mr. Howard W. Herndon
                                            Telecopy No.:  615/244-6804

         16. This Agreement shall be binding upon and inure to the benefit of
the parties and their respective successors, successors-in-title and assigns.
The use of defined terms herein is for convenience of reference only, and shall
not amplify or limit the provisions hereof. When used herein, the singular shall
include the plural, and vice versa, and the use of any gender shall include all
other genders. If any provision of this Agreement or the application thereof to
any person or circumstance shall be held invalid or unenforceable to any extent,
the remainder of this Agreement and the application of such provision(s) to
other persons or circumstances shall not be affected thereby and shall be
enforced to the greatest extent permitted by law. This Agreement shall be
governed by and construed under the laws of the State of Tennessee, applicable
to contracts to be wholly performed in such state.

                                       5
<PAGE>

         IN WITNESS WHEREOF, this Agreement has been executed and delivered by
or on behalf of Lender, Junior Creditor and Borrower as of the date first above
written.

                                  LENDER:

                                  HARBINGER MEZZANINE PARTNERS, L.P.,
                                  a Delaware limited partnership

                                  By: Harbinger Mezzanine GP, LLC, its
                                      General Partner

                                      By: Harbinger Mezzanine Manager, Inc.,
                                          its Manager

                                      By:
                                         --------------------------------------

                                      Title:
                                            -----------------------------------

                                  JUNIOR CREDITOR:

                                  ---------------------------------------------

                                  ---------------------------------------------

                                  BORROWER:

                                  iPAYMENT, INC., a Delaware corporation

                                  By:
                                     ------------------------------------------
                                  Title:
                                        ---------------------------------------

                                  iPAYMENT TECHNOLOGIES, INC., a
                                  California corporation

                                  By:
                                     ------------------------------------------
                                  Title:
                                        ---------------------------------------

                                  FIRST ACQUISITION COMPANY,
                                  a Nevada corporation

                                  By:
                                     ------------------------------------------
                                  Title:
                                        ---------------------------------------

                                       6

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