Document:

EX-10.73

EXHIBIT 10.73

FIRST SUPPLEMENTAL GUARANTEE

     THIS FIRST SUPPLEMENTAL GUARANTEE (this “Supplemental Guarantee”) is dated as of February 5,
2009, among Ocean I Corporation, a Delaware corporation (“Ocean I”), CastlePoint Holdings, Ltd., a
Bermuda exempted company (the “Company”), and Wilmington Trust Company, a Delaware banking
corporation (the “Guarantee Trustee”).

RECITALS

     WHEREAS, the Company and the Trustee entered into a Parent Guarantee Agreement, dated as of
November 8, 2007 (the “Parent Guarantee”), pursuant to which the Company irrevocably and
unconditionally agreed to guarantee the payment obligations of CastlePoint Bermuda Holdings, Ltd.
with respect to the Debentures and the Capital Securities; and

     WHEREAS, on the date of this Supplemental Guarantee, the Company will merge with and into
Ocean I, with Ocean I being the surviving corporation (the “Merger”), whereupon the separate
corporate existence of the Company will cease; and

     WHEREAS, Section 8.2 of the Parent Guarantee requires that Ocean I expressly assume, by a
guarantee executed and delivered to the Trustee by Ocean I, the due and punctual payment of any and
all obligations of the Company under the Parent Guarantee and the performance and observance of all
the covenants and conditions of the Parent Guarantee to be kept or performed by the Company; and

     WHEREAS, capitalized terms used and not otherwise defined herein shall have the respective
meanings assigned to such terms in the Parent Guarantee.

     NOW, THEREFORE, in compliance with Section 8.2 of the Parent Guarantee, and in consideration
of the covenants contained herein and intending to be legally bound hereby, Ocean I and the
Trustee, for the benefit of the Holders, agree as follows:

     1. Assumption of Obligations. Ocean I hereby expressly assumes the due and punctual
payment of any and all obligations of the Company under the Parent Guarantee and the performance
and observance of all the covenants and conditions of the Parent Guarantee to be kept or performed
by the Company.

     2. Effect of Supplemental Guarantee. Upon the execution of this Supplemental
Guarantee, (i) the Parent Guarantee has been and hereby is modified in accordance herewith; (ii)
this Supplemental Guarantee forms a part of the Parent Guarantee for all purposes; and (iii) except
as modified and amended by this Supplemental Guarantee, the Parent Guarantee shall continue in full
force and effect.

     3. The Trustee. The Trustee shall not be responsible in any manner whatsoever for or
in respect of the validity or sufficiency of this Supplemental Guarantee or for or in respect of
the recitals contained herein, all of which recitals are made solely by Ocean I.

 

 

     4. Governing Law. This Supplemental Guarantee shall be governed by and construed in
accordance with the laws of the State of New York, without regard to conflict of law principles
thereof.

     5. Successors and Assigns. This Supplemental Guarantee shall be binding upon the
successors, assigns, receivers, trustees and representatives of Ocean I and shall inure to the
benefit of the Holders of the Debentures and the Capital Securities then outstanding.

     6. Headings. The headings used in this Supplemental Guarantee are inserted for
convenience only and shall not in any way affect the meaning or construction of any provision of
this Supplemental Guarantee.

     7. Counterparts. This Supplemental Guarantee may be executed in several counterparts,
each of which shall be an original and all of which shall constitute one and the same instrument.

     IN WITNESS WHEREOF, the parties hereto have caused this Supplemental Guarantee to be duly
executed by their respective officers thereunto duly authorized, as of the day and year first above
written.

	 	 	 	 	 
	 	OCEAN I CORPORATION

 	 
	 	By:  	/s/ Francis M. Colalucci
 	 
	 	 	Name:  	Francis M. Colalucci 	 
	 	 	Title:  	Treasurer 	 
	 
	 	CASTLEPOINT HOLDINGS, LTD.

 	 
	 	By:  	/s/ Joel S. Weiner
 	 
	 	 	Name:  	Joel S. Weiner 	 
	 	 	Title:  	Senior Vice President and Chief
Financial Officer 	 
	 
	 	WILMINGTON TRUST COMPANY, as Guarantee Trustee

 	 
	 	By:  	/s/ Christopher J. Slaybaugh
 	 
	 	 	Name:  	Christopher J. Slaybaugh 	 
	 	 	Title:  	Assistant Vice PresidentEX-10.74

EXHIBIT 10.74

Amendment No. 2

To

Amended and Restated

Brokerage Business Quota Share Reinsurance Agreement Effective April 1, 2006, as amended

(Hereinafter referred to as the “Agreement”)

Between

TOWER INSURANCE COMPANY OF NEW YORK

TOWER NATIONAL INSURANCE COMPANY

PRESERVER INSURANCE COMPANY

NORTH EAST INSURANCE COMPANY

MOUNTAIN VALLEY INDEMNITY COMPANY

(Hereinafter referred to as the “Company”)

And

CASTLEPOINT REINSURANCE COMPANY LTD.

CASTLEPOINT INSURANCE COMPANY

(Hereinafter referred to as the “Reinsurer”)

WHEREAS, the Reinsurer and the Company are parties to the Original Agreement as amended by Combined
Amendment No. 1 and wish to further amend the Agreement effective October 1, 2008; and

WHERAS, The Reinsurer and the Company wish to terminate the Agreement effective December 31, 2008,
if certain conditions are satisfied.

NOW THEREFORE, the parties hereby agree to as follows:

1. Notwithstanding the terms of Article VI of the Agreement that the quota share participation of
the Reinsurer be a minimum of 25% and a maximum of 50%, for the quarter commencing October 1, 2008
and ending December 31, 2008 only, the quota share participation of CastlePoint Reinsurance Company
shall be 17.5%.

2. The Agreement shall terminate effective 11:59 PM on December 31, 2008 upon the effective date of
the Quota Share Reinsurance Agreement, intended to be effective January 1, 2009, between the
Reinsurer and the companies comprising the Company plus CastlePoint Insurance Company (in its
capacity as a Company and not Reinsurer), Hermitage Insurance Company, and Kodiak Insurance
Company.

3. a. Except as specifically set forth in this Amendment, the Agreement shall remain in
full force and effect without modification thereto.

     b. This Amendment may be executed by the parties hereto in any number of counterparts,
and by each of the parties hereto in separate counterparts, each of which counterparts, when so
executed and delivered, shall be deemed to be an original, but all such counterparts shall together
constitute but one and the same instrument.

 

 

     c. This Amendment and all actions arising out of or in connection with this Amendment shall be
governed by and construed according to the laws of the State of New York, exclusive of the rules
with respect to conflict of laws.

IN WITNESS WHEREOF, the Company and the Reinsurer have caused this Agreement to be executed.

	 	 	 	 	 
	TOWER INSURANCE COMPANY OF NEW YORK

 	 
	By:  	/s/
Francis M. Colalucci 	 
	 	Name:  	Francis M. Colalucci	 
	 	Title:  	SVP,
Treasurer, CFO	 
	 	Date:  	1/29/09	 
	 
	TOWER NATIONAL INSURANCE COMPANY

 	 
	By:  	/s/
Francis M. Colalucci	 
	 	Name:  	Francis M. Colalucci	 
	 	Title:  	SVP,
Treasurer, CFO	 
	 	Date:  	1/29/09	 
	 
	PRESERVER INSURANCE COMPANY

 	 
	By:  	/s/
Patrick J. Haveron 	 
	 	Name:  	Patrick
J. Haveron	 
	 	Title:  	President	 
	 	Date:  	1/29/09	 
	 
	NORTH EAST INSURANCE COMPANY

 	 
	By:  	/s/
Patrick J. Haveron 	 
	 	Name:  	Patrick
J. Haveron	 
	 	Title:  	CEO	 
	 	Date:  	1/29/09	 
	 
	MOUNTAIN VALLEY INDEMNITY COMPANY

 	 
	By:  	/s/
Patrick J. Haveron 	 
	 	Name:  	Patrick
J. Haveron	 
	 	Title:  	President	 
	 	Date:  	1/29/09	 
	 
	CASTLEPOINT REINSURANCE COMPANY, LTD

 	 
	By:  	/s/
Joel Weiner 	 
	 	Name:  	Joel Weiner	 
	 	Title:  	SVP
& CFO	 
	 	Date:  	1/29/09 	 
	 
	CASTLEPOINT INSURANCE COMPANY

 	 
	By:  	/s/
Robert W. Hedges	 
	 	Name:  	Robert W. Hedges	 
	 	Title:  	Managing
Vice President	 
	 	Date:  	1/29/09EX-10.75

EXHIBIT 10.75

CONFIDENTIAL

February 10, 2009

Mr. Patrick J. Haveron

147 Fernwood Drive

Old Tappan, New Jersey 07675

     Re: Separation from Employment

     Dear Patrick:

     This letter (“Separation Agreement”) sets forth the agreement reached concerning the
termination of your employment with Tower Group, Inc., including its current and former parents,
subsidiaries and affiliated corporations, and their respective current and former successors,
assigns, representatives, agents, attorneys, shareholders, officers, directors and employees, both
individually and in their official capacities (collectively, “Tower”).

     1. Your employment with Tower, and any and all directorships, offices or positions you hold
with Tower, will terminate February 27, 2009 (the “Separation Date”). Tower will continue your
salary, less withholdings and deductions required by law, through the Separation Date. You
acknowledge and agree that your employment with Tower will end for all purposes on the Separation
Date. The Separation Date will be the date of your “separation from service” within the meaning of
Section 409A of the Internal Revenue Code of 1986, as amended, and any related regulations or other
effective guidance promulgated thereunder (“Section 409A”).

     2. In consideration for signing this Separation Agreement, and in exchange for the promises,
covenants and waivers set forth herein, Tower will (i) retain you as a consultant pursuant to the
terms of the consulting agreement annexed hereto as Exhibit A (“Consulting Agreement”); (ii) pay
you on August 28, 2009 (such date being six months following your separation from service as
required by Section 409A), the lump sum of $472,500.00, less withholdings and deductions required
by law, which represents your severance payments (including your pro rata termination-year bonus
for 2009 as determined for the period beginning on January 1, 2009 and ending on the Separation
Date); (iii) provided you elect such coverage, continue, at no cost to you, your coverage pursuant
to COBRA under Tower’s group health plans, and under Tower’s life insurance and disability plans in
which you currently participate, in each case for up to twelve (12) months from the Separation Date
(provided that in lieu of continuing your coverage under Tower’s life insurance and disability
plans for such period, Tower may elect, in its sole discretion, to provide you with cash in an amount equal to the
cost of

 

 

the premiums required to obtain reasonably equivalent coverage for such period) ; and (iv)
accelerate, effective as of the Separation Date, the vesting of 2,917 shares of equity awards you
have received from Tower that remain unvested as of the Separation Date. If you do not execute, or
if you execute and revoke, this Separation Agreement, the Consulting Agreement shall be void and
you shall have no rights under the Consulting Agreement or to receive the payments provided for
therein.

     3. In consideration of the payments and benefits described in paragraph 2 above and for other
good and valuable consideration, you hereby release and forever discharge, and by this instrument
release and forever discharge, Tower from all debts, obligations, promises, covenants, agreements,
contracts, endorsements, bonds, controversies, suits, actions, causes of action, judgments,
damages, expenses, claims or demands, in law or in equity, which you ever had, now have, or which
may arise in the future, regarding any matter arising on or before the date of your execution of
this Separation Agreement (collectively, “Claims”), including but not limited to all claims
(whether known or unknown) regarding your employment at or termination of employment from Tower,
any contract (express or implied), any claim for equitable relief or recovery of punitive,
compensatory, or other damages or monies, attorneys’ fees, any tort, and all claims for alleged
discrimination based upon age, race, color, sex, sexual orientation, marital status, religion,
national origin, handicap, disability, or retaliation, including any claim, asserted or unasserted,
which could arise under Title VII of the Civil Rights Act of 1964; the Equal Pay Act of 1963; the
Age Discrimination in Employment Act of 1967 (“ADEA”); the Older Workers Benefit Protection Act of
1990; the Americans With Disabilities Act of 1990; the Civil Rights Act of 1866, 42 U.S.C. § 1981;
the Employee Retirement Income Security Act of 1974; the Family and Medical Leave Act of 1993; the
Civil Rights Act of 1991; the Worker Adjustment and Retraining Notification Act of 1988; the New
York State Human Rights Law; the New York City Human Rights Law; and any other federal, state or
local laws, rules or regulations, whether equal employment opportunity laws, rules or regulations
or otherwise, or any right under any Tower pension, welfare, or stock plans. This Separation
Agreement may not be cited as, and does not constitute any admission by Tower of, any violation of
any such law or legal obligation with respect to any aspect of your employment or termination
therefrom. Nothing in this Separation Agreement shall be construed as waiving your rights to any
vested benefit under any employee benefit plan, including without limitation your 2008 bonus and
Tower’s obligation to match your contributions under your 401(k), or your right to enforce the
terms of this Separation Agreement or the Consulting Agreement.

     4. In consideration of the release described in paragraph 3 above and for other good and
valuable consideration, Tower hereby releases and forever discharges, and by this instrument
release and forever discharges, you from all Claims. Nothing in this paragraph shall be construed
as waiving Tower’s right to enforce the terms of this Separation Agreement or the Consulting
Agreement.

     5. You represent and agree that you have not filed any lawsuits against Tower, or filed or
caused to be filed any charges or complaints against Tower with any municipal, state or federal
agency charged with the enforcement of any law. Pursuant to and as a part of your release and
discharge of Tower, as set forth herein, you agree, not inconsistent with EEOC Enforcement Guidance
On Non-Waivable Employee Rights Under EEOC-Enforced Statutes dated April 11, 1997, and to the fullest extent permitted by law, not to sue or file
a

 

 

charge, complaint, grievance or demand for arbitration against Tower in any forum or assist or
otherwise participate willingly or voluntarily in any claim, arbitration, suit, action,
investigation or other proceeding of any kind which relates to any matter that involves Tower, and
that occurred up to and including the date of your execution of this Separation Agreement, unless
required to do so by court order, subpoena or other directive by a court, administrative agency,
arbitration panel or legislative body. To the extent any such action may be brought by a third
party, you expressly waive any claim to any form of monetary or other damages, or any other form of
recovery or relief in connection with any such action. Nothing in the foregoing paragraph shall
prevent you (or your attorneys) from commencing an action or proceeding to enforce this Separation
Agreement or the Consulting Agreement or to challenge the validity of waivers or releases of claims
under the ADEA.

     6. You represent, warrant and acknowledge that Tower owes you no wages, commissions, bonuses,
sick pay, personal leave pay, severance pay, vacation pay or other compensation or benefits or
payments or form of remuneration of any kind or nature, other than specifically provided for in
this Separation Agreement. Both Tower and you acknowledge and agree that nothing contained in this
Separation Agreement is intended to modify any rights to which you would otherwise be entitled
under the Preserver Inc. Supplemental Management Performance Plan dated as of October 30, 2006.

     7. You will not criticize or disparage Tower or issue any communication, written or otherwise,
that reflects adversely on or encourages any adverse action against Tower, except if testifying
truthfully under oath pursuant to any lawful court order or subpoena or otherwise responding to or
providing disclosures required by law. Tower will not criticize or disparage you or issue any
communication, written or otherwise, that reflects adversely on or encourages any adverse action
against you except if testifying truthfully under oath pursuant to any lawful court order or
subpoena or otherwise responding to or providing disclosures required by law.

     8. You agree not to disclose (except for the purpose of performing your responsibilities under
the Consulting Agreement), nor use for your benefit or the benefit of any other person or entity,
any information received from Tower which is confidential or proprietary and (i) which has not been
disclosed publicly by Tower, (ii) which is otherwise not a matter of public knowledge or (iii)
which is a matter of public knowledge but you know or have reason to know that such information
became a matter of public knowledge through an unauthorized disclosure. Proprietary or
confidential information shall include information the unauthorized disclosure or use of which
would reduce the value of such information to Tower. Such information includes, without
limitation, Tower’s client lists, its trade secrets, any confidential information about (or
provided by) any client or prospective or former client of Tower, information concerning Tower’s
business or financial affairs, including its books and records, commitments, procedures, plans and
prospects, products developed by Tower, securities positions, or current or prospective
transactions or business of Tower. You hereby confirm that, on or before your final day of
employment with Tower, you will deliver to Tower and retain no copies of any written materials,
records and documents (including those that are electronically stored) made by you or coming into
your possession during the course of your employment with Tower which contain or refer to any such
proprietary or confidential information. You further confirm that, on or before your final day of employment with Tower, you will deliver to Tower

 

 

any and all property and equipment of Tower which is in your possession, but excluding your laptop
(provided that Tower shall be entitled to delete from your laptop on or prior to your final day of
employment all Tower files and other proprietary or confidential information related to Tower).

     9. Each of Tower and you agrees not to disclose the terms, contents or execution of this
Separation Agreement, the claims that have been or could have been raised against Tower or you, or
the facts and circumstances underlying this Separation Agreement, except in the following
circumstances:

          a. Either party may disclose that which is required by law to be disclosed;

          b. You may disclose that which has been disclosed publicly by Tower;

          c. You may disclose the terms of this Separation Agreement to your immediate family, so long
as each family member agrees to be bound by the confidential nature of this Separation Agreement;

          d. Either party may disclose the terms of this Separation Agreement to (i) its tax advisors so
long as such tax advisors agree in writing to be bound by the confidential nature of this
Separation Agreement, (ii) taxing authorities if requested by such authorities and so long as they
are advised in writing of the confidential nature of this Separation Agreement or (iii) its legal
counsel; and

          e. Pursuant to the order of a court or governmental agency of competent jurisdiction, or for
purposes of securing enforcement of the terms and conditions of this Separation Agreement should
that ever be necessary.

     10. Upon service on you, or anyone acting on your behalf, of any subpoena, order, directive or
other legal process requiring you to engage in conduct encompassed within paragraphs 6, 7 or 8 of
this Separation Agreement, you or your attorney shall immediately notify Tower of such service and
of the content of any testimony or information to be provided pursuant to such subpoena, order,
directive or other legal process and within 2 business days send to the undersigned representative
of Tower via overnight delivery (at Tower’s expense) a copy of the documents that have been served
upon you.

     11. You agree that you, at Tower’s sole cost and expense, will assist and cooperate with Tower
in connection with the defense or prosecution of any claim that may be made against or by Tower, or
in connection with any ongoing or future investigation or dispute or claim of any kind involving
Tower, including any proceeding before any arbitral, administrative, judicial, legislative, or
other body or agency, including testifying in any proceeding to the extent such claims,
investigations or proceedings relate to services performed or required to be performed by you,
pertinent knowledge possessed by you, or any act or omission by you. You further agree to perform
all acts and execute and deliver any documents, at Tower’s sole cost and expense, that may be reasonably necessary to carry out the provisions
of this paragraph.

 

 

     12. Except for matters covered under paragraphs 6, 7, 8, 9 and/or 10 hereof, or section 10 of
the November 12, 2006 employment agreement between Tower and you, as amended, in the event of any
dispute or difference between Tower and you with respect to the subject matter of this Separation
Agreement and the enforcement of rights hereunder, either you or Tower may, by written notice to
the other, require such dispute or difference to be submitted to arbitration. The arbitrator or
arbitrators shall be selected by agreement of the parties, or if they cannot agree on an arbitrator
or arbitrators within 30 days after the date arbitration is required by either party, then the
arbitrator or arbitrators shall be selected by the American Arbitration Association upon the
application of you or Tower. The determination reached in such arbitration shall be final and
binding on both parties without any right of appeal or further dispute. Execution of the
determination by such arbitrator or arbitrators may be sought in any court of competent
jurisdiction. The arbitrator or arbitrators shall not be bound by judicial formalities and may
abstain from following the strict rules of evidence and shall interpret this Separation Agreement
as an honorable engagement and not merely as a legal obligation. Unless otherwise agreed by the
parties, any such arbitration shall take place in New York, New York.

     13. This Separation Agreement, along with the Consulting Agreement, constitute the entire
agreement between Tower and you, and supersede and cancel any and all prior and contemporaneous
written and oral agreements between Tower and you, except that sections 3, 10.a, 10.b, 10.c, and
10.d of your November 12, 2006 employment agreement with Tower, as amended, remain in full force
and effect and are incorporated herein by reference. You affirm that, in entering into this
Separation Agreement and the Consulting Agreement, you are not relying upon any oral or written
promise or statement made by anyone at any time on behalf of Tower.

     14. This Separation Agreement is binding upon you and your successors, assigns, heirs,
executors, administrators and legal representatives.

     15. If any of the provisions, terms or clauses of this Separation Agreement are declared
illegal, unenforceable or ineffective in a legal forum, those provisions, terms and clauses shall
be deemed severable, such that all other provisions, terms and clauses of this Separation Agreement
shall remain valid and binding upon both parties.

     16. Without detracting in any respect from any other provision of this Separation Agreement:

          a. You, in consideration of the payments and benefits provided to you as described in
paragraph 2 of this Separation Agreement, agree and acknowledge that this Separation Agreement
constitutes a knowing and voluntary waiver of all rights or claims you have or may have against
Tower as set forth herein, that you have no physical or mental impairment of any kind that has
interfered with your ability to read and understand the meaning of this Separation Agreement or its
terms, and that you are not acting under the influence of any medication or mind-altering chemical
of any type in entering into this Separation Agreement.

          b. You understand that, by entering into this Separation Agreement, you do not waive rights or
claims that may arise after the date of your execution of this

 

 

Separation Agreement, including without limitation any rights or claims that you may have to secure enforcement of the terms and
conditions of this Separation Agreement.

          c. You agree and acknowledge that the consideration provided to you under this Separation
Agreement is in addition to anything of value to which you are already entitled.

          d. Tower hereby advises you to consult with an attorney prior to executing this Separation
Agreement.

          e. You acknowledge that you were informed that you had at least twenty-one (21) days in which
to review and consider this Separation Agreement, and to consult with an attorney regarding the
terms and effect of this Separation Agreement.

     17. You understand that you may not sign this Separation Agreement before the Separation Date,
and that you may revoke this Separation Agreement within seven (7) days from the date you sign this
Separation Agreement in which case this Separation Agreement shall be null and void and of no force
or effect or either Tower or you. Any revocation must be in writing and received by Tower by 5:00
p.m. on or before the seventh day after this Separation Agreement is executed by you. Such
revocation must be sent to the undersigned at Tower Group, Inc., 120 Broadway, 31st
Floor, New York, NY 10271-1699.

     18. This Separation Agreement may not be changed or altered, except by a writing signed by
Tower and you. This Separation Agreement is entered into in the State of New York, and the laws of
the State of New York will apply to any dispute concerning it, excluding the conflict-of-law
principles thereof.

     19. This Separation Agreement may be executed in counterparts and both counterparts so
executed shall constitute one agreement, binding on the parties hereto.

     20. This Separation Agreement is intended to meet the requirements of Section 409A, and shall
be interpreted and construed consistent with that intent.

     YOU EXPRESSLY ACKNOWLEDGE, REPRESENT, AND WARRANT THAT YOU HAVE READ THIS SEPARATION AGREEMENT
CAREFULLY; THAT YOU FULLY UNDERSTAND THE TERMS, CONDITIONS, AND SIGNIFICANCE OF THIS SEPARATION
AGREEMENT; THAT TOWER HAS ADVISED YOU TO CONSULT WITH AN ATTORNEY CONCERNING THIS SEPARATION
AGREEMENT; THAT YOU HAVE HAD A FULL OPPORTUNITY TO REVIEW THIS SEPARATION AGREEMENT WITH AN
ATTORNEY; THAT YOU UNDERSTAND THAT THIS SEPARATION AGREEMENT HAS BINDING LEGAL EFFECT; AND THAT YOU
HAVE EXECUTED THIS SEPARATION AGREEMENT FREELY, KNOWINGLY AND VOLUNTARILY.

     PLEASE READ CAREFULLY. THIS SEPARATION AGREEMENT HAS IMPORTANT LEGAL CONSEQUENCES.

	 	 	 	 	 	 	 	 	 
	Date:
	 	February 27, 2009	 	 	 	/s/ Patrick J. Haveron	 	 
	 

	 	 

	 	 
	 	 

Patrick J. Haveron
	 	 

 

 

     On
this 27th
day of February 2009, before me personally came Patrick J. Haveron, to me known
to be the individual described in the foregoing instrument, who executed the foregoing instrument
in my presence, and who duly acknowledged to me that he executed the same.

	 	 	 	 	 
		/s/ Marie C. Pierre-Paul
 	
		Notary Public

 	
	 	 	 
	 	Tower Group, Inc.

 	 
	Date: 2/27/09	By:  	/s/
Elliot S. Orol	 
	 	 	Name:  	Elliot S. Orol	 
	 	 	Title:  	SVP, General Counsel & Secretary

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