Document:

EXHIBIT 10.57
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THIS NOTE HAS BEEN ACQUIRED FOR INVESTMENT PURPOSES ONLY AND MAY NOT BE
TRANSFERRED UNTIL (i) A REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933,
AS AMENDED (THE "ACT") SHALL HAVE BECOME EFFECTIVE WITH RESPECT THERETO OR (ii)
RECEIPT BY THE COMPANY OF AN OPINION OF COUNSEL REASONABLY SATISFACTORY TO THE
COMPANY TO THE EFFECT THAT REGISTRATION UNDER THE ACT IS NOT REQUIRED IN
CONNECTION WITH SUCH PROPOSED TRANSFER NOR IS IN VIOLATION OF ANY APPLICABLE
STATE SECURITIES LAWS. THIS LEGEND SHALL BE ENDORSED UPON ANY NOTE OR ANY
SECURITIES ISSUED IN EXCHANGE OR AS REPAYMENT FOR THIS NOTE.

                            BRIDGELINE SOFTWARE, INC.

                             SECURED PROMISSORY NOTE

$100,000                                                           April 3, 2007

         FOR VALUE RECEIVED, Bridgeline Software, Inc., a Delaware corporation
(the "Company") with its principal executive office at 10 Sixth Road, Woburn,
Massachusetts 01801, promises to pay to the order of Thomas Massie, at 6 Jonas
Stone Circle, Lexington, MA 02420 (the "Payee" or the "Holder") or registered
assigns on the earlier of October 3, 2007 and the date of a closing of a firm
underwriting initial public offering of securities pursuant to a registration
statement filed by the Company under the Act ("IPO") of the Company's common
stock, par value $0.001 per share (the "Common Stock") (the "Maturity Date") the
principal amount of One Hundred Thousand Dollars ($100,000) (the "Principal
Amount"), in such coin or currency of the United States of America as at the
time of payment shall be legal tender for the payment of public and private
debts. Interest on this Note shall accrue on the Principal Amount outstanding
from time to time at a rate per annum computed in accordance with Section 3
hereof. Interest shall accrue at the rate of 15% per annum from the date hereof
to the Maturity Date. Accrued interest will be due and payable on the earlier of
the IPO and June 21, 2007. In the event that interest is due and payable on June
21, 2007 and prior to the IPO, all subsequent interest payments shall be due and
payable on a monthly basis thereafter prior to the IPO or Maturity Date.

THE NOTE WILL BE SECURED BY SUBSTANTIALLY ALL THE ASSETS OF THE COMPANY PURSUANT
TO A CERTAIN AMENDED AND RESTATED SECURITY AGREEMENT DATED AS OF THE DATE
HEREOF, BY AND BETWEEN THE COMPANY, AS DEBTOR, AND THE HOLDER, AS SECURED PARTY.

         Any payment by the Company pursuant to this Note shall be made without
set-off or counterclaim and in immediately available funds.

         The Company (i) waives presentment, demand, protest or notice of any
kind in connection with this Note and (ii) agrees, in the event of an Event of
Default (as defined in Section 5 below), to pay to the holder of this Note, on
demand, all costs and expenses (including reasonable legal fees) incurred in
connection with the enforcement and collection of this Note.

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         1.       Prepayment. The Company may prepay the outstanding principal
balance under the Note, in full or in part, which prepayment shall be applied to
the remaining obligations hereunder. Notwithstanding the foregoing, any
prepayment shall first be applied to costs and expenses owed to the Payee and
then to accrued and unpaid interest, before there is any allocation to unpaid
principal.

         2.       Secured Loan. The obligations of the Company hereunder and
under similar notes aggregating the principal amount of up to $200,000, are
secured by an Amended and Restated General Security Agreement dated as of the
date hereof (the "Security Agreement").

         3.       Computation of Interest.

                  A.  Base Interest Rate. Subject to subsections 3B, 3C and 5C
below, the outstanding Principal Amount shall bear interest at the rate set
forth above.

                  B.  Penalty Interest. In the event the Note is not repaid on
the Maturity Date, the rate of interest applicable to the unpaid Principal
Amount shall be increased to eighteen percent (18%) per annum from and after the
Maturity Date provided, that in no event shall the interest rate exceed the
Maximum Rate provided in Section 3C below.

                  C.  Maximum Rate. In the event that it is determined that,
under the laws relating to usury applicable to the Company or the indebtedness
evidenced by this Note ("Applicable Usury Laws"), the interest charges and fees
payable by the Company in connection herewith or in connection with any other
document or instrument executed and delivered in connection herewith cause the
effective interest rate applicable to the indebtedness evidenced by this Note to
exceed the maximum rate allowed by law (the "Maximum Rate"), then such interest
shall be recalculated for the period in question and any excess over the Maximum
Rate paid with respect to such period shall be credited, without further
agreement or notice, to the Principal Amount outstanding hereunder to reduce
said balance by such amount with the same force and effect as though the Company
had specifically designated such extra sums to be so applied to principal and
the Payee had agreed to accept such extra payment(s) as a premium-free
prepayment. All such deemed prepayments shall be applied to the principal
balance payable at maturity. In no event shall any agreed-to or actual exaction
as consideration for this Note exceed the limits imposed or provided by
Applicable Usury Laws in the jurisdiction in which the Company is resident
applicable to the use or detention of money or to forbearance in seeking its
collection in the jurisdiction in which the Company is resident.

         4.       Covenants of Company

                  A.  Affirmative Covenants. The Company (for this purpose to
include all subsidiaries of the Company) covenants and agrees that, so long as
this Note shall be outstanding, it will perform the obligations set forth in
this Section 4A:

                      (i)   Taxes and Levies. The Company will promptly pay and
discharge all taxes, assessments, and governmental charges or levies imposed
upon the Company or upon its income and profits, or upon any of its property,
before the same shall become delinquent or upon the closing of the offering in
which this Note is issued, as well as all claims for labor, materials and
supplies which, if unpaid, might become a lien or charge upon such properties or
any part thereof; provided, however, that the Company shall not be required to
pay and discharge any such tax,

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assessment, charge, levy or claim so long as the validity thereof shall be
contested in good faith by appropriate proceedings and the Company shall set
aside on its books adequate reserves in accordance with generally accepted
accounting principles ("GAAP") with respect to any such tax, assessment, charge,
levy or claim so contested;

                      (ii)  Maintenance of Existence. The Company will do or
cause to be done all things reasonably necessary to preserve and keep in full
force and effect its corporate existence, rights and franchises and comply with
all laws applicable to the Company, except where the failure to comply would not
have a material adverse effect on the Company;

                      (iii) Maintenance of Property. The Company will at all
times maintain, preserve, protect and keep its property used or useful in the
conduct of its business in good repair, working order and condition, and from
time to time make all needful and proper repairs, renewals, replacements and
improvements thereto as shall be reasonably required in the conduct of its
business;

                      (iv)  Insurance. The Company will, to the extent necessary
for the operation of its business, keep adequately insured by financially sound
reputable insurers, all property of a character usually insured by similar
corporations and carry such other insurance as is usually carried by similar
corporations;

                      (v)   Books and Records. The Company will at all times
keep true and correct books, records and accounts reflecting all of its business
affairs and transactions in accordance with GAAP. Such books and records shall
be open at reasonable times and upon reasonable notice to the inspection of the
Payee or its agents;

                      (vi)  Notice of Certain Events. The Company will give
prompt written notice (with a description in reasonable detail) to the Payee of:

                            (a) the occurrence of any Event of Default or any
event which, with the giving of notice or the lapse of time, would constitute an
Event of Default; and

                            (b) the delivery of any notice effecting the
acceleration of any indebtedness in excess of $50,000;

                      (vii) The Company will take all reasonable steps, from and
after the date hereof, to actively pursue effectiveness and closing of the IPO,
including obtaining all necessary audited financial statements, preparing and
filing a registration statement with the Securities and Exchange Commission and
processing the same to effectiveness, and compliance with Federal and State law;
provided that the Company can provide no assurance that it will be able to close
an IPO prior to the Maturity Date, if at all.

                  B.  Negative Covenants. The Company (for this purpose to
include all subsidiaries of the Company) covenants and agrees that, so long as
this Note shall be outstanding, it will perform the obligations set forth in
this Section 4B (unless waived by or on behalf of the Holder):

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                      (i)   Liquidation, Dissolution, etc. The Company will not
liquidate or dissolve, consolidate with, or merge into or with, any other
corporation or other entity, except that any wholly-owned subsidiary may merge
with another wholly-owned subsidiary or with the Company (so long as the Company
is the surviving corporation and no Event of Default shall occur as a result
thereof), and except as provided in Section 4B(ix);

                      (ii)  Sales of Assets. The Company will not sell,
transfer, lease or otherwise dispose of any of its properties or assets to any
person or entity, provided that this clause (ii) shall not restrict any
disposition made in the ordinary course of business and consisting of

                            (a) capital goods which are obsolete or have no
remaining useful life; or

                            (b) finished goods inventories;

                      (iii) Redemptions. The Company will not redeem or
repurchase any outstanding equity securities of the Company, except for (a)
repurchases of unvested or restricted shares of Common Stock at cost from
employees, consultants or members of the Board of Directors pursuant to
repurchase options of the Company (1) currently outstanding or (2) hereafter
entered into pursuant to a stock option plan or restricted stock plan approved
by the Company's Board of Directors;

                      (iv)  Indebtedness. The Company will hereafter not create,
incur, assume or suffer to exist, contingently or otherwise, any indebtedness
for borrowed money except that outstanding on the date hereof and indebtedness
which have the prior approval of the Holder or its representative;

                      (v) Negative Pledge. Except as set forth in Schedule 4B(v)
hereto, the Company will not hereafter create, incur, assume or suffer to exist
any mortgage, pledge, hypothecation, assignment, security interest, encumbrance,
lien (statutory or other), preference, priority or other security agreement or
preferential arrangement of any kind or nature whatsoever (including any
conditional sale or other title retention agreement and any financing lease)
(each, a "Lien") upon any of its property, revenues or assets, whether now owned
or hereafter acquired except that, subject to the approval of the Holders, the
Company may grant a senior Lien in its accounts receivable and inventory to a
commercial bank that in the future may agree to provide the Company financing.

                      (vi) Investments. The Company will not hereafter purchase,
own, invest in or otherwise acquire, directly or indirectly, any stock or other
securities or make or permit to exist any investment or capital contribution or
acquire any interest whatsoever in any other person or entity or permit to exist
any loans or advances for such purposes except for investments in direct
obligations of the United States of America or any agency thereof, obligations
guaranteed by the United States of America and certificates of deposit or other
obligations of any bank or trust company organized under the laws of the United
States or any state thereof and having capital and surplus of at least
$500,000,000; provided, however, that nothing contained in this clause (vi)
shall preclude the Company from organizing subsidiaries.

                      (vii) Transactions with Affiliates. The Company will not
hereafter enter into any transaction, including, without limitation, the
purchase, sale, lease or exchange of property,

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real or personal, the purchase or sale of any security, the borrowing or lending
of any money, or the rendering of any service, with any person or entity
affiliated directly or indirectly with the Company (including officers,
directors and shareholders owning 5% or more of the Company's outstanding
capital stock), except in the ordinary course of and pursuant to the reasonable
requirements of its business and upon fair and reasonable terms not less
favorable than would be obtained in a comparable arms-length transaction with
any other person or entity not affiliated with the Company and, where the
transaction is valued at in excess of $50,000, with the prior consent of the
Holder or its representative, not to be unreasonably withheld or delayed.

                      (viii) Dividends. The Company will not declare or pay any
cash dividends or distributions on its outstanding capital stock.

                      (ix)   No Merger, etc. The Company will not engage in a
merger, consolidation, share exchange, acquisition, reorganization, declaration
of bankruptcy, change in voting control, sale of voting control, or sale of
substantially all of its assets or business in which its current shareholders do
not own at least 51% of the outstanding shares of the surviving corporation or
entity.

         5.       Events of Default

                  A.  The term "Event of Default" shall mean any of the events
set forth in this Section 5A (the term "Company" for this purpose shall include
all subsidiaries of the Company):

                      (i)   Non-Payment of Obligations. The Company shall
default in the payment of the principal or accrued interest of this Note as and
when the same shall become due and payable, whether by acceleration or otherwise
for ten (10) days.

                      (ii)  Non-Performance of Affirmative Covenants. The
Company shall default in the due observance or performance of any covenant set
forth in Section 4A, which default shall continue uncured for thirty (30) days
after notice thereof.

                      (iii) Non-Performance of Negative Covenants. The Company
shall default in the due observance or performance of any covenant set forth in
Section 4B, which default shall continue uncured for thirty (30) days after
notice thereof.

                      (iv)  Bankruptcy, Insolvency, etc. The Company shall:

                            (a) admit in writing its inability to pay its debts
as they become due, excluding such debts in existence on the date of the closing
of the Offering;

                            (b) apply for, consent to, or acquiesce in, the
appointment of a trustee, receiver, sequestrator or other custodian for the
Company or any of its property, or make a general assignment for the benefit of
creditors;

                            (c) in the absence of such application, consent or
acquiesce in, permit or suffer to exist the appointment of a trustee, receiver,
sequestrator or other custodian for the Company or for any part of its property;

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                            (d) permit or suffer to exist the commencement of
any bankruptcy, reorganization, debt arrangement or other case or proceeding
under any bankruptcy or insolvency law, or any dissolution, winding up or
liquidation proceeding, in respect of the Company, and, if such case or
proceeding is not commenced by the Company or converted to a voluntary case,
such case or proceeding shall be consented to or acquiesced in by the Company or
shall result in the entry of an order for relief; or

                            (e) take any corporate or other action authorizing,
or in furtherance of, any of the foregoing.

                      (v)   Cross-Default. The Company shall default in the
payment when due of any amount payable under any other obligation of the Company
for money borrowed in excess of $100,000.

                  B.  Action if Bankruptcy. If any Event of Default described in
clauses (iv)(a) through (d) of Section 5A shall occur, the outstanding principal
amount of this Note and all other obligations hereunder shall automatically be
and become immediately due and payable, without notice or demand.

                  C.  Action if Other Event of Default. If any Event of Default
(other than any Event of Default described in clauses (iv)(a) through (d) of
Section 5A) shall occur for any reason, whether voluntary or involuntary, and be
continuing, for 30 days after notice, the Holder may, upon notice to the
Company, declare all or any portion of the outstanding principal amount of the
Note, together with interest accrued thereon, to be due and payable and any or
all other obligations hereunder to be due and payable, whereupon the full unpaid
principal amount hereof, such accrued interest and any and all other such
obligations which shall be so declared due and payable shall be and become
immediately due and payable, without further notice, demand, or presentment
("Acceleration").

         6.       Miscellaneous.

                  A.  Parties in Interest. All covenants, agreements and
undertakings in this Note binding upon the Company or the Payee shall bind and
inure to the benefit of the successors and permitted assigns of the Company and
the Payee, respectively, whether so expressed or not.

                  B.  Governing Law. This Note shall be governed by and
construed in all respects under the laws of the Commonwealth of Massachusetts,
without reference to its conflict of laws rules or principles. Any suit, action,
proceeding or litigation arising out of or relating to this Note shall be
brought and prosecuted only in federal and state courts in the City, County and
Commonwealth of Massachusetts. The parties hereby irrevocably and
unconditionally consent to the jurisdiction of each such court or courts located
within the Commonwealth of Massachusetts and to service of process by registered
or certified mail, return receipt requested, or by any other manner provided by
applicable law, and hereby irrevocably and unconditionally waive any right to
claim that any suit, action, proceeding or litigation so commenced has been
commenced in an inconvenient forum.

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                  C.  Waiver of Jury Trial. THE PARTIES HEREBY KNOWINGLY,
VOLUNTARILY AND INTENTIONALLY WAIVE ANY RIGHTS THEY MAY HAVE TO A TRIAL BY JURY
IN RESPECT OF ANY LITIGATION BASED HEREON, OR ARISING OUT OF, UNDER, OR IN
CONNECTION WITH, THIS NOTE OR ANY OTHER DOCUMENT OR INSTRUMENT EXECUTED AND
DELIVERED IN CONNECTION HEREWITH, OR ANY COURSE OF CONDUCT, COURSE OF DEALING,
STATEMENTS (WHETHER VERBAL OR WRITTEN), OR ACTIONS OF THE PAYEE OR THE COMPANY.
THIS PROVISION IS A MATERIAL INDUCEMENT FOR THE PAYEE'S PURCHASING THIS NOTE.

                  D.  Notice. All notices shall be in writing, and shall be
deemed given when actually delivered to a party at its address set forth herein
personally, by a reputable overnight messenger, or by receipted facsimile
transmission, if to the Company at facsimile (781) 376-5033 and if to the Payee
at facsimile (___) ________, in which case the address for notice shall be as
set forth in the books and records of the Company.

                  E.  No Waiver. No delay in exercising any right hereunder
shall be deemed a waiver thereof, and no waiver shall be deemed to have any
application to any future default or exercise of rights hereunder.

                  IN WITNESS WHEREOF, this Note has been executed and delivered
on the date specified above by the duly authorized representative of the
Company.

                                                 BRIDGELINE SOFTWARE, INC.

                                                 By: /s/Gary Cebula
                                                     ---------------------------
                                                     Gary Cebula, Treasurer

                                        7EXHIBIT 10.58
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THIS NOTE HAS BEEN ACQUIRED FOR INVESTMENT PURPOSES ONLY AND MAY NOT BE
TRANSFERRED UNTIL (i) A REGISTRATION STATEMENT UNDER THE SECURITIES ACT OF 1933,
AS AMENDED (THE "ACT") SHALL HAVE BECOME EFFECTIVE WITH RESPECT THERETO OR (ii)
RECEIPT BY THE COMPANY OF AN OPINION OF COUNSEL REASONABLY SATISFACTORY TO THE
COMPANY TO THE EFFECT THAT REGISTRATION UNDER THE ACT IS NOT REQUIRED IN
CONNECTION WITH SUCH PROPOSED TRANSFER NOR IS IN VIOLATION OF ANY APPLICABLE
STATE SECURITIES LAWS. THIS LEGEND SHALL BE ENDORSED UPON ANY NOTE OR ANY
SECURITIES ISSUED IN EXCHANGE OR AS REPAYMENT FOR THIS NOTE.

                            BRIDGELINE SOFTWARE, INC.

                             SECURED PROMISSORY NOTE

$100,000                                                           April 3, 2007

         FOR VALUE RECEIVED, Bridgeline Software, Inc., a Delaware corporation
(the "Company") with its principal executive office at 10 Sixth Road, Woburn,
Massachusetts 01801, promises to pay to the order of William B. Coldrick, at 255
Seapine Road, North Chatham, MA 02650 (the "Payee" or the "Holder") or
registered assigns on the earlier of October 3, 2007 and the date of a closing
of a firm underwriting initial public offering of securities pursuant to a
registration statement filed by the Company under the Act ("IPO") of the
Company's common stock, par value $0.001 per share (the "Common Stock") (the
"Maturity Date") the principal amount of One Hundred Thousand Dollars ($100,000)
(the "Principal Amount"), in such coin or currency of the United States of
America as at the time of payment shall be legal tender for the payment of
public and private debts. Interest on this Note shall accrue on the Principal
Amount outstanding from time to time at a rate per annum computed in accordance
with Section 3 hereof. Interest shall accrue at the rate of 15% per annum from
the date hereof to the Maturity Date. Accrued interest will be due and payable
on the earlier of the IPO and June 21, 2007. In the event that interest is due
and payable on June 21, 2007 and prior to the IPO, all subsequent interest
payments shall be due and payable on a monthly basis thereafter prior to the IPO
or Maturity Date.

THE NOTE WILL BE SECURED BY SUBSTANTIALLY ALL THE ASSETS OF THE COMPANY PURSUANT
TO A CERTAIN AMENDED AND RESTATED SECURITY AGREEMENT DATED AS OF THE DATE
HEREOF, BY AND BETWEEN THE COMPANY, AS DEBTOR, AND THE HOLDER, AS SECURED PARTY.

         Any payment by the Company pursuant to this Note shall be made without
set-off or counterclaim and in immediately available funds.

         The Company (i) waives presentment, demand, protest or notice of any
kind in connection with this Note and (ii) agrees, in the event of an Event of
Default (as defined in Section 5 below), to pay to the holder of this Note, on
demand, all costs and expenses (including reasonable legal fees) incurred in
connection with the enforcement and collection of this Note.

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         1.       Prepayment. The Company may prepay the outstanding principal
balance under the Note, in full or in part, which prepayment shall be applied to
the remaining obligations hereunder. Notwithstanding the foregoing, any
prepayment shall first be applied to costs and expenses owed to the Payee and
then to accrued and unpaid interest, before there is any allocation to unpaid
principal.

         2.       Secured Loan. The obligations of the Company hereunder and
under similar notes aggregating the principal amount of up to $200,000, are
secured by an Amended and Restated General Security Agreement dated as of the
date hereof (the "Security Agreement").

         3.       Computation of Interest.

                  A.  Base Interest Rate. Subject to subsections 3B, 3C and 5C
below, the outstanding Principal Amount shall bear interest at the rate set
forth above.

                  B.  Penalty Interest. In the event the Note is not repaid on
the Maturity Date, the rate of interest applicable to the unpaid Principal
Amount shall be increased to eighteen percent (18%) per annum from and after the
Maturity Date provided, that in no event shall the interest rate exceed the
Maximum Rate provided in Section 3C below.

                  C.  Maximum Rate. In the event that it is determined that,
under the laws relating to usury applicable to the Company or the indebtedness
evidenced by this Note ("Applicable Usury Laws"), the interest charges and fees
payable by the Company in connection herewith or in connection with any other
document or instrument executed and delivered in connection herewith cause the
effective interest rate applicable to the indebtedness evidenced by this Note to
exceed the maximum rate allowed by law (the "Maximum Rate"), then such interest
shall be recalculated for the period in question and any excess over the Maximum
Rate paid with respect to such period shall be credited, without further
agreement or notice, to the Principal Amount outstanding hereunder to reduce
said balance by such amount with the same force and effect as though the Company
had specifically designated such extra sums to be so applied to principal and
the Payee had agreed to accept such extra payment(s) as a premium-free
prepayment. All such deemed prepayments shall be applied to the principal
balance payable at maturity. In no event shall any agreed-to or actual exaction
as consideration for this Note exceed the limits imposed or provided by
Applicable Usury Laws in the jurisdiction in which the Company is resident
applicable to the use or detention of money or to forbearance in seeking its
collection in the jurisdiction in which the Company is resident.

         4.       Covenants of Company

                  A.  Affirmative Covenants. The Company (for this purpose to
include all subsidiaries of the Company) covenants and agrees that, so long as
this Note shall be outstanding, it will perform the obligations set forth in
this Section 4A:

                      (i)   Taxes and Levies. The Company will promptly pay and
discharge all taxes, assessments, and governmental charges or levies imposed
upon the Company or upon its income and profits, or upon any of its property,
before the same shall become delinquent or upon the closing of the offering in
which this Note is issued, as well as all claims for labor, materials and
supplies which, if unpaid, might become a lien or charge upon such properties or
any part thereof; provided, however, that the Company shall not be required to
pay and discharge any such tax,

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assessment, charge, levy or claim so long as the validity thereof shall be
contested in good faith by appropriate proceedings and the Company shall set
aside on its books adequate reserves in accordance with generally accepted
accounting principles ("GAAP") with respect to any such tax, assessment, charge,
levy or claim so contested;

                      (ii)  Maintenance of Existence. The Company will do or
cause to be done all things reasonably necessary to preserve and keep in full
force and effect its corporate existence, rights and franchises and comply with
all laws applicable to the Company, except where the failure to comply would not
have a material adverse effect on the Company;

                      (iii) Maintenance of Property. The Company will at all
times maintain, preserve, protect and keep its property used or useful in the
conduct of its business in good repair, working order and condition, and from
time to time make all needful and proper repairs, renewals, replacements and
improvements thereto as shall be reasonably required in the conduct of its
business;

                      (iv)  Insurance. The Company will, to the extent necessary
for the operation of its business, keep adequately insured by financially sound
reputable insurers, all property of a character usually insured by similar
corporations and carry such other insurance as is usually carried by similar
corporations;

                      (v)   Books and Records. The Company will at all times
keep true and correct books, records and accounts reflecting all of its business
affairs and transactions in accordance with GAAP. Such books and records shall
be open at reasonable times and upon reasonable notice to the inspection of the
Payee or its agents;

                      (vi)  Notice of Certain Events. The Company will give
prompt written notice (with a description in reasonable detail) to the Payee of:

                            (a) the occurrence of any Event of Default or any
event which, with the giving of notice or the lapse of time, would constitute an
Event of Default; and

                            (b) the delivery of any notice effecting the
acceleration of any indebtedness in excess of $50,000;

                      (vii) The Company will take all reasonable steps, from and
after the date hereof, to actively pursue effectiveness and closing of the IPO,
including obtaining all necessary audited financial statements, preparing and
filing a registration statement with the Securities and Exchange Commission and
processing the same to effectiveness, and compliance with Federal and State law;
provided that the Company can provide no assurance that it will be able to close
an IPO prior to the Maturity Date, if at all.

                  B.  Negative Covenants. The Company (for this purpose to
include all subsidiaries of the Company) covenants and agrees that, so long as
this Note shall be outstanding, it will perform the obligations set forth in
this Section 4B (unless waived by or on behalf of the Holder):

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<PAGE>
                      (i)   Liquidation, Dissolution, etc. The Company will not
liquidate or dissolve, consolidate with, or merge into or with, any other
corporation or other entity, except that any wholly-owned subsidiary may merge
with another wholly-owned subsidiary or with the Company (so long as the Company
is the surviving corporation and no Event of Default shall occur as a result
thereof), and except as provided in Section 4B(ix);

                      (ii)  Sales of Assets. The Company will not sell,
transfer, lease or otherwise dispose of any of its properties or assets to any
person or entity, provided that this clause (ii) shall not restrict any
disposition made in the ordinary course of business and consisting of

                            (a) capital goods which are obsolete or have no
remaining useful life; or

                            (b) finished goods inventories;

                      (iii) Redemptions. The Company will not redeem or
repurchase any outstanding equity securities of the Company, except for (a)
repurchases of unvested or restricted shares of Common Stock at cost from
employees, consultants or members of the Board of Directors pursuant to
repurchase options of the Company (1) currently outstanding or (2) hereafter
entered into pursuant to a stock option plan or restricted stock plan approved
by the Company's Board of Directors;

                      (iv)  Indebtedness. The Company will hereafter not create,
incur, assume or suffer to exist, contingently or otherwise, any indebtedness
for borrowed money except that outstanding on the date hereof and indebtedness
which have the prior approval of the Holder or its representative;

                      (v)   Negative Pledge. Except as set forth in Schedule
4B(v) hereto, the Company will not hereafter create, incur, assume or suffer to
exist any mortgage, pledge, hypothecation, assignment, security interest,
encumbrance, lien (statutory or other), preference, priority or other security
agreement or preferential arrangement of any kind or nature whatsoever
(including any conditional sale or other title retention agreement and any
financing lease) (each, a "Lien") upon any of its property, revenues or assets,
whether now owned or hereafter acquired except that, subject to the approval of
the Holders, the Company may grant a senior Lien in its accounts receivable and
inventory to a commercial bank that in the future may agree to provide the
Company financing.

                      (vi)  Investments. The Company will not hereafter
purchase, own, invest in or otherwise acquire, directly or indirectly, any stock
or other securities or make or permit to exist any investment or capital
contribution or acquire any interest whatsoever in any other person or entity or
permit to exist any loans or advances for such purposes except for investments
in direct obligations of the United States of America or any agency thereof,
obligations guaranteed by the United States of America and certificates of
deposit or other obligations of any bank or trust company organized under the
laws of the United States or any state thereof and having capital and surplus of
at least $500,000,000; provided, however, that nothing contained in this clause
(vi) shall preclude the Company from organizing subsidiaries.

                      (vii) Transactions with Affiliates. The Company will not
hereafter enter into any transaction, including, without limitation, the
purchase, sale, lease or exchange of property,

                                        4
<PAGE>
real or personal, the purchase or sale of any security, the borrowing or lending
of any money, or the rendering of any service, with any person or entity
affiliated directly or indirectly with the Company (including officers,
directors and shareholders owning 5% or more of the Company's outstanding
capital stock), except in the ordinary course of and pursuant to the reasonable
requirements of its business and upon fair and reasonable terms not less
favorable than would be obtained in a comparable arms-length transaction with
any other person or entity not affiliated with the Company and, where the
transaction is valued at in excess of $50,000, with the prior consent of the
Holder or its representative, not to be unreasonably withheld or delayed.

                      (viii) Dividends. The Company will not declare or pay any
cash dividends or distributions on its outstanding capital stock.

                      (ix)   No Merger, etc. The Company will not engage in a
merger, consolidation, share exchange, acquisition, reorganization, declaration
of bankruptcy, change in voting control, sale of voting control, or sale of
substantially all of its assets or business in which its current shareholders do
not own at least 51% of the outstanding shares of the surviving corporation or
entity.

         5.       Events of Default

                  A.  The term "Event of Default" shall mean any of the events
set forth in this Section 5A (the term "Company" for this purpose shall include
all subsidiaries of the Company):

                      (i)   Non-Payment of Obligations. The Company shall
default in the payment of the principal or accrued interest of this Note as and
when the same shall become due and payable, whether by acceleration or otherwise
for ten (10) days.

                      (ii)  Non-Performance of Affirmative Covenants. The
Company shall default in the due observance or performance of any covenant set
forth in Section 4A, which default shall continue uncured for thirty (30) days
after notice thereof.

                      (iii) Non-Performance of Negative Covenants. The Company
shall default in the due observance or performance of any covenant set forth in
Section 4B, which default shall continue uncured for thirty (30) days after
notice thereof.

                      (iv)  Bankruptcy, Insolvency, etc. The Company shall:

                            (a) admit in writing its inability to pay its debts
as they become due, excluding such debts in existence on the date of the closing
of the Offering;

                            (b) apply for, consent to, or acquiesce in, the
appointment of a trustee, receiver, sequestrator or other custodian for the
Company or any of its property, or make a general assignment for the benefit of
creditors;

                            (c) in the absence of such application, consent or
acquiesce in, permit or suffer to exist the appointment of a trustee, receiver,
sequestrator or other custodian for the Company or for any part of its property;

                                        5
<PAGE>
                            (d) permit or suffer to exist the commencement of
any bankruptcy, reorganization, debt arrangement or other case or proceeding
under any bankruptcy or insolvency law, or any dissolution, winding up or
liquidation proceeding, in respect of the Company, and, if such case or
proceeding is not commenced by the Company or converted to a voluntary case,
such case or proceeding shall be consented to or acquiesced in by the Company or
shall result in the entry of an order for relief; or

                            (e) take any corporate or other action authorizing,
or in furtherance of, any of the foregoing.

                      (v)   Cross-Default. The Company shall default in the
payment when due of any amount payable under any other obligation of the Company
for money borrowed in excess of $100,000.

                  B.  Action if Bankruptcy. If any Event of Default described in
clauses (iv)(a) through (d) of Section 5A shall occur, the outstanding principal
amount of this Note and all other obligations hereunder shall automatically be
and become immediately due and payable, without notice or demand.

                  C.  Action if Other Event of Default. If any Event of Default
(other than any Event of Default described in clauses (iv)(a) through (d) of
Section 5A) shall occur for any reason, whether voluntary or involuntary, and be
continuing, for 30 days after notice, the Holder may, upon notice to the
Company, declare all or any portion of the outstanding principal amount of the
Note, together with interest accrued thereon, to be due and payable and any or
all other obligations hereunder to be due and payable, whereupon the full unpaid
principal amount hereof, such accrued interest and any and all other such
obligations which shall be so declared due and payable shall be and become
immediately due and payable, without further notice, demand, or presentment
("Acceleration").

         6.       Miscellaneous.

                  A.  Parties in Interest. All covenants, agreements and
undertakings in this Note binding upon the Company or the Payee shall bind and
inure to the benefit of the successors and permitted assigns of the Company and
the Payee, respectively, whether so expressed or not.

                  B.  Governing Law. This Note shall be governed by and
construed in all respects under the laws of the Commonwealth of Massachusetts,
without reference to its conflict of laws rules or principles. Any suit, action,
proceeding or litigation arising out of or relating to this Note shall be
brought and prosecuted only in federal and state courts in the City, County and
Commonwealth of Massachusetts. The parties hereby irrevocably and
unconditionally consent to the jurisdiction of each such court or courts located
within the Commonwealth of Massachusetts and to service of process by registered
or certified mail, return receipt requested, or by any other manner provided by
applicable law, and hereby irrevocably and unconditionally waive any right to
claim that any suit, action, proceeding or litigation so commenced has been
commenced in an inconvenient forum.

                                        6
<PAGE>
                  C.  Waiver of Jury Trial. THE PARTIES HEREBY KNOWINGLY,
VOLUNTARILY AND INTENTIONALLY WAIVE ANY RIGHTS THEY MAY HAVE TO A TRIAL BY JURY
IN RESPECT OF ANY LITIGATION BASED HEREON, OR ARISING OUT OF, UNDER, OR IN
CONNECTION WITH, THIS NOTE OR ANY OTHER DOCUMENT OR INSTRUMENT EXECUTED AND
DELIVERED IN CONNECTION HEREWITH, OR ANY COURSE OF CONDUCT, COURSE OF DEALING,
STATEMENTS (WHETHER VERBAL OR WRITTEN), OR ACTIONS OF THE PAYEE OR THE COMPANY.
THIS PROVISION IS A MATERIAL INDUCEMENT FOR THE PAYEE'S PURCHASING THIS NOTE.

                  D.  Notice. All notices shall be in writing, and shall be
deemed given when actually delivered to a party at its address set forth herein
personally, by a reputable overnight messenger, or by receipted facsimile
transmission, if to the Company at facsimile (781) 376-5033 and if to the Payee
at facsimile (___) ________, in which case the address for notice shall be as
set forth in the books and records of the Company.

                  E.  No Waiver. No delay in exercising any right hereunder
shall be deemed a waiver thereof, and no waiver shall be deemed to have any
application to any future default or exercise of rights hereunder.

                  IN WITNESS WHEREOF, this Note has been executed and delivered
on the date specified above by the duly authorized representative of the
Company.

                                             BRIDGELINE SOFTWARE, INC.

                                             By: /s/Gary Cebula
                                                 ------------------------------
                                                 Gary Cebula, Treasurer

                                        7

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