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                                                                    Exhibit 10.9

                  AMENDED AND RESTATED PREFERRED STOCK ISSUANCE
                       AND CAPITAL CONTRIBUTION AGREEMENT

          AMENDED AND RESTATED PREFERRED STOCK ISSUANCE AND CAPITAL CONTRIBUTION
AGREEMENT (this "Agreement"), dated as of October 20, 1999, as amended and
restated as of March 27, 2000, as further amended and restated as of November 9,
2000, and as further amended and restated as of May 10, 2002, among FairPoint
Communications, Inc. (formerly known as MJD Communications, Inc.), a Delaware
corporation ("Parent"), Wachovia Bank, National Association (formerly known as
First Union National Bank), as Administrative Agent, and the financial
institutions listed on the signature pages of this Agreement.

                              W I T N E S S E T H:

          WHEREAS, the Existing Lenders (this and other capitalized terms used
in these Recitals are used as defined in Section 1 of this Agreement) presently
have the right under this Agreement (as in effect prior to this Amendment and
Restatement) to convert their "Loans," as defined in the existing Amended and
Restated Credit Agreement dated as of October 20, 1999, as amended and restated
as of March 27, 2000, as further amended and restated as of November 9, 2000 and
as further amended prior to May 10, 2002 (as so amended and amended and
restated, the "Existing Credit Agreement"), among FairPoint Communications
Solutions Corp. (the "Borrower") and the Existing Lenders, into shares of
preferred stock of Parent;

          WHEREAS, the Borrower desires that the Lenders, the Existing Lenders
and the Administrative Agent enter into, as of May 10, 2002, the Amended and
Restated Credit Agreement to amend and restate the Existing Credit Agreement (as
so amended and restated and as it may be amended, restated, supplemented or
otherwise modified from time to time in accordance with the terms thereof, the
"Credit Agreement") to restructure the obligations of the Borrower and its
Subsidiaries under the Existing Credit Agreement and the related documents, and
such restructuring is of substantial and material benefit to the Parent; and

          WHEREAS, it is a condition precedent to the effectiveness of the
Credit Agreement that the parties hereto shall have modified the arrangements
under which the Parent is obligated to issue shares of its preferred stock to
the Existing Lenders and the Lenders on the terms set forth in this Agreement;

          NOW, THEREFORE, IT IS AGREED:

          SECTION 1. DEFINED TERMS

          1.1 DEFINED TERMS. All capitalized terms used herein and not otherwise
defined herein shall have the respective meanings ascribed to such terms in the
Credit Agreement. For purposes of this Agreement, the following terms shall have
the meanings

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herein specified unless the context requires otherwise. Defined terms in this
Agreement shall include in the singular number the plural and in the plural the
singular.

          "Act" shall mean the Securities Act of 1933, as amended, and the rules
and regulations of the Commission promulgated thereunder.

          "Agreement" shall mean this Amended and Restated Preferred Stock
Issuance and Capital Contribution Agreement, as the same may be modified,
amended, amended and restated and/or supplemented.

          "Borrower" shall have the meaning provided in the first paragraph of
this Agreement.

          "Clawback Amount" means, with respect to any Lender's Loans being
converted to Parent Preferred Stock as a result of a Trigger Event described in
clause (i) of the definition of Trigger Event, as of the date of the relevant
Subsequent Parent Preferred Stock Conversion, (i) the aggregate amount of
dividends that would have accrued (including any dividends that would have
accrued with respect to accrued dividends) on an amount of Parent Preferred
Stock with a liquidation preference equal to the amount of converted Loans
during the period from May 10, 2002 through the date of such Subsequent Parent
Preferred Stock Conversion, MINUS (ii) the sum of (a) any interest on such
converted Loans that accrued during such period and is paid in cash on or prior
to the date of such Subsequent Parent Preferred Stock Conversion and (b) any
accrued and unpaid interest on such converted Loans that is also being converted
to Parent Preferred Stock on such date.

          "Closing Date" shall have the meaning provided in Section 2.2 hereof.

          "Commission" shall mean, at any time, the Securities and Exchange
Commission or any other federal agency then administering the Act and other
Federal securities laws.

          "Conversion Option" shall have the meaning provided in Section 2.1(b)
hereof.

          "Credit Agreement" shall have the meaning provided in the recitals to
this Agreement.

          "Damages" shall have the meaning provided in Section 2.7 hereof.

          "Designated Affiliate" shall mean (i) for Deutsche Bank Trust Company
Americas with respect to the Initial Parent Preferred Stock Conversion, Deutsche
Bank Trust Corporation, and (ii) for any Lender with respect to any Subsequent
Parent Preferred Stock Conversion, an Affiliate of such Lender designated by
such Lender (in a written notice to the Borrower) as the Person entitled to
receive such Lender's Parent Preferred Stock upon the Closing Date of such
Subsequent Parent Preferred Stock Conversion; PROVIDED, HOWEVER, that under no
circumstances will such Person be deemed to be a Subsequent Holder (as defined
in the Parent Certificate of Designation).

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          "Exchange Act" shall mean the Securities Exchange Act of 1934, as
amended, and the rules and regulations of the Commission promulgated thereunder.

          "Existing Lenders" shall mean Wachovia Bank, National Association,
Bank of America, N.A., Deutsche Bank Trust Company Americas, Credit Suisse First
Boston, Cayman Islands Branch, CIT Lending Services Corporation, Citicorp USA,
Inc. and CoBank, ACB.

          "Existing Loans" shall mean the "Loans" as defined in the Existing
Credit Agreement.

          "Initial Parent Preferred Stock Conversion" shall have the meaning
provided in Section 2.1(a) hereof.

          "Lenders" shall mean Bank of America, N.A., Deutsche Bank Trust
Company Americas, Credit Suisse First Boston, Cayman Islands Branch and their
successors and assigns, in each case in their respective capacities as "Lenders"
under the Credit Agreement.

          "Loans" shall have the meaning provided in the Credit Agreement,
except that for purposes of Section 2.1(b) hereof, the Loans shall not include
(a) any amounts representing Existing Swap Obligations which were converted to
Loans or (b) interest accrued thereon.

          "Obligations" shall have the meaning provided in the Credit Agreement,
except that for purposes of Section 2.1(b) hereof, the Obligations shall not
include (a) any amounts representing Existing Swap Obligations which were
converted to Loans or (b) interest accrued thereon.

          "Parent" shall have the meaning provided in the first paragraph of
this Agreement.

          "Parent Certificate of Designation" shall mean that certain
certificate of designation relating to the Parent Preferred Stock filed with the
Delaware Secretary of State on May 10, 2002.

          "Parent Preferred Stock" shall mean series A preferred stock, par
value $0.01 per share, of Parent issued pursuant to the Parent Certificate of
Designation.

          "Parent Preferred Stock Conversion" shall have the meaning provided in
Section 2.1(b) hereof.

          "Purchasers" shall have the meaning provided in Section 2.1(c) hereof.

          "Subsequent Parent Preferred Stock Conversion" shall have the meaning
provided in Section 2.1(b) hereof

          "Trigger Event" shall mean, with respect to any Loan of a Lender, any
of the following: (i) the failure of the Borrower to pay any amount due with
respect to such Loan

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(including principal, interest, Fees and other amounts) in full in cash to such
Lender (or to Administrative Agent on its behalf) on the date such amount is due
(whether such amount is due by scheduled payment, at final maturity, by
acceleration or otherwise), giving effect to any applicable grace periods, (ii)
the delivery of any notice by Parent or Borrower to the Lenders of any tender or
similar offer (whether through one offer or a series of related offers) to all
holders of Parent Preferred Stock to retire, acquire, purchase or redeem all or
any portion of the outstanding Parent Preferred Stock from each holder thereof,
(iii) the making of any tender or similar offer (whether through one offer or a
series of related offers) to all holders of Parent Preferred Stock by any Person
(including, without limitation, Parent or any of its Affiliates) to retire,
acquire, purchase or redeem all or any portion of the outstanding Parent
Preferred Stock from each holder thereof, and (iv) the delivery of any notice by
Parent or Borrower to the Lenders of any written proposal by a Person other than
Parent or any of its Affiliates to acquire, purchase or redeem all or any
portion of the outstanding Parent Preferred Stock from each holder thereof
pursuant to a tender or similar offer (whether through one offer or a series of
related offers) to all holders of Parent Preferred Stock.

          SECTION 2. PURCHASE OF PREFERRED STOCK

          2.1 ISSUANCE OF PREFERRED STOCK.

          (a) INITIAL ISSUANCE. Subject to the terms and conditions hereinafter
set forth, on the initial Closing Date each of the Existing Lenders and the
Parent hereby agree that the portion of such Existing Lender's Existing Loans
set forth next to the name of such Existing Lender on SCHEDULE 2.1(a) annexed
hereto shall be converted (without need for delivery of any notice to Parent by
any Existing Lender) into Parent Preferred Stock (such conversion being the
"Initial Parent Preferred Stock Conversion") with a liquidation preference equal
to the dollar amount of such Existing Lender's Existing Loans so converted and
in the number of shares for such Existing Lender (or its Designated Affiliate)
set forth next to the name of such Existing Lender on such Schedule. The Parent
and the Existing Lenders hereby acknowledge and agree that, effective
immediately following the Initial Parent Preferred Stock Conversion, each
Existing Lender listed on SCHEDULE 2.1(a) annexed hereto that is not a Lender
under the Credit Agreement shall have (i) no further rights under this Agreement
other than pursuant to the provisions of Sections 2.7, 2.8, 2.9, 3.4 and 3.7
through 3.12, and (ii) no further obligations under this Agreement except with
respect to its representations and warranties provided in Section 2.4.

          (b) SUBSEQUENT ISSUANCE. Subject to the terms and conditions
hereinafter set forth, each Lender shall have the option (the "Conversion
Option") from time to time on or after the occurrence of a Trigger Event with
respect to any Loan of such Lender to convert all or any portion of such
outstanding Loan, together with accrued and unpaid interest thereon and any
other due and unpaid Obligations under the Credit Agreement, into Parent
Preferred Stock (each such conversion being a "Subsequent Parent Preferred Stock
Conversion"; the Initial Parent Preferred Stock Conversion and each Subsequent
Parent Preferred Stock Conversion being sometimes referred to hereinafter as a
"Parent Preferred Stock Conversion") with a liquidation preference equal to the
sum of (i) the dollar amount of such Loan so converted, (ii) the dollar amount
of such unpaid interest and other Obligations so converted and (iii) solely in
the case of Loans converted on the basis of a Trigger Event

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described in clause (i) of the definition of Trigger Event, the Clawback Amount
calculated on the date of such conversion with respect to such converted Loan.
Notwithstanding anything contained in this Agreement or in the Credit Agreement
or the related documents to the contrary, (x) no Lender shall have a maximum
number of times or minimum amount of Loans or other Obligations with respect to
which such Lender's Conversion Option may be exercised, (y) each Lender's right
to exercise a Conversion Option with respect to any portion of the applicable
Lender's Loans shall not terminate (and once a Trigger Event has occurred such
Trigger Event may serve as the basis for each Lender's exercise of its
Conversion Option multiple times) until all Loans and other Obligations owed to
the applicable Lender under the Credit Agreement are indefeasibly paid in full
and/or converted to Parent Preferred Stock in accordance with the terms of this
Agreement, and (z) on and after the occurrence of more than one Trigger Event,
each Lender may elect, in its sole discretion, which Trigger Event that has
occurred shall be the basis for exercising its Conversion Option in any
particular instance.

          (c) PURCHASERS. Each Existing Lender converting Existing Loans to
Parent Preferred Stock pursuant to Section 2.1(a), each Lender exercising the
option to convert outstanding Loans to Parent Preferred Stock pursuant to
Section 2.1(b) and each Designated Affiliate of a Lender or Existing Lender
acquiring Parent Preferred Stock pursuant to a Parent Preferred Stock Conversion
is referred to hereinafter individually as a "Purchaser," and collectively, as
the "Purchasers".

          (d) WACHOVIA. Notwithstanding any provision herein or any other
document to the contrary, neither Wachovia nor any of its assignees under the
Credit Agreement shall be entitled to exercise any Conversion Option with
respect to any Loans representing Existing Swap Obligations which were converted
to Loans.

          2.2 TIME AND PLACE OF CONVERSIONS. The Initial Parent Preferred Stock
Conversion shall take place no later than 3:00 p.m. (New York City time) at the
offices of O'Melveny & Myers LLP, 153 East 53rd Street, New York, New York on
May 10, 2002, and each Subsequent Parent Preferred Stock Conversion shall take
place on a closing date (May 10, 2002 and the closing date of such Subsequent
Parent Preferred Stock Conversion each being a "Closing Date") at such place and
time that the prospective Purchaser and Parent shall mutually agree upon, which,
in any event, shall be no later than the date which is ten Business Days after
the respective Purchaser has given Parent notice of its exercise of the relevant
Conversion Option (and such notice shall specify the Trigger Event on the basis
of which such notice is being delivered).

          2.3 REPRESENTATIONS AND WARRANTIES OF PARENT. In order to induce the
Purchasers to purchase the Parent Preferred Stock, Parent represents and
warrants to each Purchaser on each relevant Closing Date that:

          (a) AUTHORITY, BINDING EFFECT. Parent has the full power and authority
to enter into each Parent Preferred Stock Conversion and to incur and perform
the obligations in connection therewith, all of which have been duly authorized
by all necessary corporate action. Each Parent Preferred Stock Conversion will
not violate any provision of any applicable law known to be applicable to it or
the Articles of Incorporation or the By-Laws of

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Parent or any material agreement or instrument by which it is bound, and will
not result in the creation of any material encumbrance or charge upon any of its
assets. Each Parent Preferred Stock Conversion will constitute a valid and
legally binding obligation of Parent, enforceable against Parent in accordance
with its terms, subject to applicable bankruptcy, insolvency, reorganization,
moratorium, fraudulent conveyance and similar laws and judicial decisions of
general applicability relating to or affecting creditors rights and to general
principles of equity.

          (b) GOOD STANDING. Parent is a corporation duly organized, validly
existing and in good standing under the laws of Delaware.

          (c) SHARES FULLY PAID, NON-ASSESSABLE. The Parent Preferred Stock,
when issued and delivered, will be validly issued, fully paid and
non-assessable.

          (d) NO PROCEEDINGS. There is no action, proceeding or investigation
pending or, to the knowledge of Parent, threatened in writing, nor is there any
basis, to its knowledge, for any action, proceeding or investigation, against it
or any of its properties or assets which could reasonably be expected to have a
material adverse effect on the business operations, financial condition or
results of operations of Parent as a whole, or the ability of Parent to perform
its obligations in connection with the Parent Preferred Stock Conversion.

          (e) BROKER'S OR FINDER'S FEES. No agent, broker, person or firm acting
on behalf of Parent is, or will be, entitled to any commission or broker's or
finder's fees from Parent, or from any person controlling, controlled by or
under common control with Parent, in connection with the Parent Preferred Stock
Conversion.

          2.4 REPRESENTATIONS AND WARRANTIES OF PURCHASER. In order to induce
Parent to issue the Parent Preferred Stock, each Purchaser (as to itself only)
represents and warrants to Parent that:

          (a) PURCHASE FOR INVESTMENT. Each Purchaser will acquire Parent
Preferred Stock for its own account for investment and not with a view toward
any distribution thereof.

          (b) SECURITIES LAWS. Each Purchaser understands that Parent Preferred
Stock has not been registered under the Act or under any state securities laws
and may not be sold or transferred unless it is subsequently registered under
the Act and any applicable state or other securities laws, or unless exemptions
from registration under such laws are available.

          (c) KNOWLEDGE. Each Purchaser represents that it is experienced in
investment matters, fully understands the transactions contemplated by a Parent
Preferred Stock Conversion, has the knowledge and experience in financial
matters as to be capable of evaluating the merits and risks of its investment
and has the financial ability and resources to bear the economic risks of its
investment.

          (d) ACCREDITED INVESTOR. Each Purchaser is an "accredited investor" as
defined in Rule 501(a) under the Act.

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          (e) BROKER'S OR FINDER'S FEES. No agent, broker, person or firm acting
on behalf of any Purchaser is, or will be, entitled to any commission or
broker's or finder's fees from such Purchaser, or from anyone controlling,
controlled by or under common control with such Purchaser, in connection with a
Parent Preferred Stock Conversion.

          2.5 CONDITIONS TO THE OBLIGATIONS OF EACH PURCHASER. The obligation of
each Purchaser to purchase Parent Preferred Stock pursuant to a Parent Preferred
Stock Conversion is subject to the satisfaction of, or the waiver by each
Purchaser of, the following conditions at or prior to the respective Closing
Date for such Parent Preferred Stock Conversion.

          (a) REPRESENTATIONS AND WARRANTIES. The representations and warranties
of Parent contained in Section 2.3 hereof shall be true and correct in all
material respects on and as of the respective Closing Date for such Parent
Preferred Stock Conversion.

          (b) AGREEMENTS, CONDITIONS AND COVENANTS. Parent shall have performed
or complied in all material respects with all agreements, conditions and
covenants required in connection with the respective Parent Preferred Stock
Conversion to be performed or complied with by it on or before the respective
Closing Date for such Parent Preferred Stock Conversion.

          (c) SHARE CERTIFICATE. Such Purchaser (or the Purchaser which is its
Designated Affiliate, in the case of a Purchaser which has designated such
Designated Affiliate with respect to the relevant Parent Preferred Stock
Conversion) shall have received on the respective Closing Date certificates
evidencing the Parent Preferred Stock, duly completed and executed by Parent in
the name of such Purchaser (or the Purchaser which is its Designated Affiliate,
as the case may be) and, if required, with the requisite share transfer tax
stamps duly affixed.

          (d) ARTICLES AND BYLAWS OF PARENT. Such Purchaser shall have received
copies of the Articles of Incorporation and Bylaws of Parent as they exist on
the respective Closing Date.

          (e) OPINIONS OF COUNSEL. Parent shall have furnished the Purchaser on
the relevant Closing Date an opinion of counsel, dated the Closing Date for such
Parent Preferred Stock Conversion, in form and substance reasonably satisfactory
to such Purchaser.

          (f) NO LITIGATION THREATENED. No action or proceedings shall have been
instituted or, threatened before a court or other government body or by any
public authority to restrain or prohibit the Parent Preferred Stock Conversion
to occur on such Closing Date.

          (g) CERTIFICATE OF DESIGNATION. Parent shall deliver to such Purchaser
evidence that the Parent Certificate of Designation shall have been duly filed
with the Secretary of State of Delaware and shall be in full force and effect.

          2.6 CONDITIONS TO THE OBLIGATIONS OF PARENT. The obligation of Parent
to issue and sell the Parent Preferred Stock on any Closing Date is subject to
the satisfaction of, or the waiver by Parent of, the following conditions at or
prior to such Closing Date:

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          (a) REPRESENTATIONS AND WARRANTIES. The representations and warranties
of the respective Purchaser contained in Section 2.4 hereof shall be true and
correct in all material respects on and as of the respective Closing Date for
such Parent Preferred Stock Conversion.

          (b) AGREEMENTS, CONDITIONS AND COVENANTS. Such Purchaser shall have
performed or complied in all material respects with all agreements, conditions
and covenants in connection with the Parent Preferred Stock Conversion to occur
on such Closing Date to be performed or complied with by it on or before such
Closing Date.

          (c) NO LITIGATION THREATENED. No action or proceedings shall have been
instituted or, threatened before a court or other government body or by any
public authority to restrain or prohibit the Parent Preferred Stock Conversion
to occur on such Closing Date.

          (d) TRIGGER EVENTS. In the case of any Subsequent Parent Preferred
Stock Conversion, a Trigger Event with respect to the relevant Loans shall have
occurred and any Lender exercising its Conversion Option shall have provided
Parent with notice requesting such Subsequent Parent Preferred Stock Conversion.

          2.7 INDEMNIFICATION. Parent agrees to indemnify and hold each
Purchaser and its officers, directors, employees, affiliates and agents, and any
successors thereto (and any officers, directors, employees, affiliates and
agents of such successors) harmless from any liability, damage, deficiency,
demand, claim, suit, action, or cause of action, fine, penalty, loss, cost,
expense, including without limitation, reasonable attorney fees (collectively,
"Damages") incurred or suffered as a result of or in connection with the
enforcement of Parent's obligations with respect to any of the terms, conditions
or agreements to be performed (or required to be performed) by it pursuant to
the terms of this Agreement, including without limitation, any Damages incurred
or suffered as a result of, or in connection with, or arising out of, the
failure of any representation or warranty made by Parent in connection with an
Parent Preferred Stock Conversion or as otherwise provided herein. The foregoing
shall be in addition to, and in no way limit or impair the rights of any Lender
or Existing Lender (or Designated Affiliate, in lieu of such Lender or Existing
Lender) to enforce Parent's obligations hereunder or seek damages or equitable
relief in connection with any failure or assessed failure of Parent to perform
its obligations hereunder. Notwithstanding anything in this Agreement, in no
event shall Parent be obligated under this Agreement to indemnify any Lender or
Existing Lender for such Lender's or Existing Lender's failure to comply with
Regulation Y.

          2.8 RULE 144A. Except at such times that Parent is a reporting company
under Section 13 or 15(d) of the Exchange Act, Parent shall, upon the written
request of any holder of Parent Preferred Stock, provide, subject to customary
confidentiality arrangements, to any such holder and to any prospective
institutional transferee of Parent Preferred Stock designated by such holder,
such financial and other information as is available to Parent or can be
obtained by Parent and as such holder may reasonably determine is required to
permit a transfer of such Parent Preferred Stock to comply with the requirements
of Rule 144A promulgated under the Act.

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          2.9 COMMON STOCK. Parent has not issued and will not issue to the
holders of common stock of Parent on or after the original date of this
Agreement (i) any class of common stock or any debt securities which (in either
case) are convertible into any class of preferred stock of Parent at any time
and (ii) any class of preferred stock other than preferred stock for fair market
value.

          2.10 OFFERS TO REDEEM PREFERRED STOCK; OTHER PURCHASE OFFERS.

          (a) REDEMPTION. If at any time after the date hereof Parent or any of
its Affiliates proposes to retire, acquire, purchase or redeem all or any
portion of the outstanding Parent Preferred Stock from each holder thereof
pursuant to a tender or similar offer (whether through one offer or a series of
related offers) to all holders of Parent Preferred Stock, Parent shall, no later
than 25 Business Days prior to the earlier of (x) such tender or similar offer
(or series of related offers), (y) the record date for holders of Parent
Preferred Stock entitled to participate in such tender or similar offer (or
series of related offers) and (z) the date of such retirement, acquisition,
purchase or redemption, give written notice of its intention to do so (and the
terms of such proposed retirement, acquisition, purchase or redemption) to each
Lender and the Administrative Agent so as to permit such Lenders to exercise
their Conversion Options with respect to all or any portion of the outstanding
Loans prior to the date of such retirement, acquisition, purchase or redemption.

          (b) OTHER PURCHASE OFFERS. If at any time after the date hereof Parent
obtains knowledge of any written proposal by a Person other than Parent or any
of its Affiliates to acquire, purchase or redeem all or any portion of the
outstanding Parent Preferred Stock from each holder thereof pursuant to a tender
or similar offer (whether through one offer or a series of related offers) to
all holders of Parent Preferred Stock, Parent shall give prompt written notice
thereof (and such other information related thereto as Lenders may reasonably
request) to each Lender so as to permit such Lenders to exercise their
Conversion Options with respect to all or any portion of the outstanding Loans
prior to the date of such proposed acquisition, purchase or redemption.

          SECTION 3. MISCELLANEOUS

          3.1 REPRESENTATIONS AND WARRANTIES. In order to induce the
Administrative Agent, the Existing Lenders and the Lenders to enter into the
Credit Agreement, Parent represents and warrants to the Administrative Agent,
the Existing Lenders and the Lenders as follows:

          (a) it is duly organized, validly existing and in good standing under
the laws of the jurisdiction of its incorporation and has full power, authority
and legal right to own its property and assets, and to transact the business in
which it is engaged; and

          (b) it has the full corporate power, authority and legal right to
execute, deliver and perform each of its obligations under this Agreement and
has taken all necessary corporate actions to authorize the execution, delivery
and performance of each of its obligations under this Agreement and this
Agreement constitutes the legal, valid and binding obligation of Parent,
enforceable against Parent in accordance with its terms, subject to

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applicable bankruptcy, insolvency, reorganization, moratorium, fraudulent
conveyance or similar laws relating to or effecting creditors' rights generally
or by equitable principles relating to enforceability.

          3.2 NO GUARANTEE OF INDEBTEDNESS. Neither this Agreement, nor anything
herein contained, nor any obligation performed or to be performed pursuant
hereto by Parent shall be construed or deemed to constitute, a direct or
indirect guarantee by Parent to any person or entity of the payment of the
interest, principal or premium of any indebtedness, liability or obligation
whatsoever of the Borrower or any Subsidiary of the Borrower, including, without
limitation, the Loans.

          3.3 NOTICES. Except as otherwise expressly provided herein, all
notices and other communications provided for hereunder shall be in writing and
mailed, faxed, sent by a nationally recognized express courier or delivered by
hand, if to Parent, at 521 East Morehead Place, Suite 250, Charlotte, NC 28202,
Attention: Walter E. Leach, Jr. (with a copy to Paul, Hastings, Janofsky &
Walker LLP, 75 East 55th Street, New York, New York 10022, Attention: Neil A.
Torpey, Esq.); if to any Lender or the Administrative Agent, in the manner
specified in the Credit Agreement; if to any Existing Lender (other than a
Lender), in the manner specified in the Existing Credit Agreement; if to
Deutsche Bank Trust Corporation, at 31 W. 52nd Street, 25th Floor, New York, NY
10019, Attention: Anca Trifan; or, at such other address as shall be designated
by any party in a written notice to the other parties hereto as provided in this
Section 3.3. All such notices and communications shall be effective at the
earliest to occur of receipt, three business days after deposit in the United
States mail, one Business Day after delivery to a nationally recognized express
courier, and telephone confirmation of receipt of fax communication; PROVIDED,
HOWEVER, that notices and communications to the Administrative Agent shall not
be effective until received by the Administrative Agent.

          3.4 NO WAIVER, REMEDIES CUMULATIVE. No failure or delay on the part of
any of the Purchasers or the Administrative Agent in exercising any right, power
or privilege hereunder and no course of dealing between Parent or the Borrower,
on the one hand, and any of the Lenders, the Existing Lenders, any Designated
Affiliates or the Administrative Agent, on the other, shall operate as a waiver
thereof; nor shall any single or partial exercise of any right, power, or
privilege hereunder preclude any other or further exercise thereof or the
exercise of any other right, power or privilege hereunder. The rights and
remedies herein expressly provided are cumulative and not exclusive of any
rights or remedies which any of the Lenders, the Existing Lenders, any
Designated Affiliates or the Administrative Agent would otherwise have. No
notice to or demand on Parent in any case shall entitle Parent to any other or
further notice or demand in similar or other circumstances or constitute a
waiver of the rights of any of the Lenders, any of the Existing Lenders, any
Designated Affiliate or the Administrative Agent to any other or further action
in any circumstances without notice or demand.

          3.5 COUNTERPARTS. This Agreement may be executed in any number of
counterparts and by the different parties hereto on separate counterparts, each
of which when so executed and delivered shall be deemed an original, but all of
which shall together constitute one and the same instrument.

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          3.6 HEADINGS DESCRIPTIVE. The headings of the several sections of this
Agreement are inserted for convenience only and shall not in any way affect the
meaning or construction of any provision of this Agreement.

          3.7 AMENDMENT OR WAIVER. Neither this Agreement nor any of the terms
hereof may be amended, modified, supplemented, waived, discharged or terminated
unless such amendment, modification, supplement, waiver, discharge or
termination is in writing signed by Parent, the Administrative Agent (with the
consent of the Required Lenders) and, to the extent that such amendment,
modification, supplement, waiver, discharge or termination would adversely
affect the rights under this Agreement of any Existing Lender or Designated
Affiliate, such Existing Lender or Designated Affiliate, as the case may be. Any
waiver or consent shall be effective only in the specific instance or for the
specific purpose for which it was given.

          3.8 GOVERNING LAW; JURISDICTION; WAIVER OF JURY TRIAL. This Agreement,
and the rights and obligations of the parties hereunder, shall be construed in
accordance with and governed by the law of the State of New York. Any legal
action or proceeding with respect to this Agreement may be brought in the courts
of the State of New York or of the United States for the Southern District of
New York and, by execution and delivery of this Agreement, irrevocably accepts
for itself and in respect of its property, unconditionally, the jurisdiction of
the aforesaid courts with respect to any such action or proceeding. Each of the
parties to this Agreement hereby irrevocably waives all right to a trial by jury
in any action, proceeding or counterclaim arising out of or relating to this
Agreement, the Credit Agreement, the Existing Credit Agreement or the
transactions contemplated hereby or thereby.

          3.9 SUCCESSORS AND ASSIGNS. This Agreement shall remain in full force
and effect and be binding in accordance with and to the extent of its terms upon
each of Parent and the successors and assigns thereof, and shall inure to the
benefit of the Administrative Agent, the Lenders, the Existing Lenders, any
Designated Affiliates and their respective successors and assigns. Parent
acknowledges and agrees that this Agreement is made for the benefit of the
Administrative Agent, the Lenders, the Existing Lenders and any Designated
Affiliates, and that the Administrative Agent and/or the Lenders and/or the
Existing Lenders and/or any Designated Affiliates may enforce all of the
obligations of Parent hereunder directly against Parent. Parent may not assign
any of its rights or obligations hereunder without the consent of the Required
Lenders and, prior to the Initial Parent Preferred Stock Conversion, each
Existing Lender. Prior to any Parent Preferred Stock Conversion by a Lender,
this Agreement and the rights of the applicable Lender hereunder shall only be
assignable by such Lender, to a permitted assignee of such Lender under the
Credit Agreement (except that any Lender may designate a Designated Affiliate to
receive any Parent Preferred Stock required to be issued to such Lender).

          3.10 SURVIVAL. All agreements, representations and warranties made
herein shall survive the execution and delivery of this Agreement and the
conversion and continuation of the Loans.

                                       11
<Page>

          3.11 ENTIRE AGREEMENT. This Agreement, the Credit Documents and the
Parent Certificate of Designation, including the schedules hereto and thereto
and the documents referred to herein and therein, embodies the complete
agreement and understanding among the parties hereto with respect to the subject
matter hereof and thereof and supersedes and preempts any prior understandings,
agreements or representations by or among the parties hereto, written or oral,
which may have related to the subject matter hereof or thereof in any way,
including, but not limited to, the Existing Preferred Stock Issuance and Capital
Contribution Agreement.

          3.12 ACKNOWLEDGEMENTS. Parent hereby acknowledges and agrees that the
execution, delivery and effectiveness of the Credit Agreement and the other
Credit Documents do not impair, limit or otherwise affect Parent's obligations
under this Agreement in a manner adverse to the Lenders, the Existing Lenders or
any Designated Affiliates. Parent hereby releases, remises, acquits and forever
discharges each of the Released Parties on the same terms as the Releasors as
set forth in Section 12.18(e) of the Credit Agreement, the provisions of which
Section are herein incorporated by reference. Each Existing Lender and each
Lender hereby waives each of the defaults, if any, that occurred under the
Existing Preferred Stock Issuance and Capital Contribution Agreement prior to
the Effective Date (it being understood by each of the parties hereto that such
waiver (i) is expressly limited to defaults under the Existing Preferred Stock
Issuance and Capital Contribution Agreement, and (ii) shall not constitute a
waiver of any default under this Agreement arising from any condition or event
that would, under any express provision of this Agreement or any other Credit
Document that is effective after the Effective Date, constitute a default under
this Agreement).

          3.13 EFFECTIVENESS. This Agreement shall become effective on the date
on which (i) the Parent, the Administrative Agent and each of the Existing
Lenders (or any Designated Affiliate thereof with respect to the Initial
Preferred Stock Conversion) shall have signed a counterpart hereof (whether the
same or different counterparts) and shall have delivered the same to the
Administrative Agent at the Notice Office of the Administrative Agent or, in the
case of the Existing Lenders, shall have given to the Administrative Agent
telephonic (confirmed in writing) or facsimile transmission notice (actually
received) at such office that the same has been signed and mailed to it and (ii)
the conditions set forth in Section 6 of the Credit Agreement (other than
Section 6(n)(iii)) shall have been satisfied in accordance with the terms
thereof. The Administrative Agent will give the Parent and each Existing Lender
prompt written notice of the occurrence of such effectiveness.

                  [Remainder of page intentionally left blank.]

                                       12
<Page>

          IN WITNESS WHEREOF, each of the parties hereto has caused a
counterpart of this Agreement to be duly executed and delivered as of the date
first above written.

                                    FAIRPOINT COMMUNICATIONS, INC.

                                    By:  /s/ Walter E. Leach, Jr.
                                       ---------------------------
                                       Name:  Walter E. Leach, Jr.
                                       Title: Senior Vice President

                                    WACHOVIA BANK, NATIONAL ASSOCIATION,
                                    formerly known as First Union National Bank,
                                    Individually and as Administrative Agent

                                    By:  /s/ Katherine A. Harkness
                                       -------------------------------------
                                       Name:  Katherine A. Harkness
                                       Title: Director

                                    BANK OF AMERICA, N.A.,

                                    By:  /s/ Wayne R. Porritt
                                       -------------------------------------
                                       Name:  Wayne R. Porritt
                                       Title: Managing Director

                                    DEUTSCHE BANK TRUST CORPORATION

                                    By:  /s/ William Archer
                                       ---------------------------------
                                    Name:  William Archer
                                    Title: Managing Director

                                       S-1
<Page>

                                    CIT LENDING SERVICES CORPORATION

                                    By:  /s/ Michael V. Monahan
                                       -----------------------------
                                    Name:  Michael V. Monahan
                                    Title: Vice President

                                    CITICORP USA, INC.

                                    By:  /s/ Michael C. Becker
                                       ------------------------------
                                    Name:  Michael C. Becker
                                    Title: Director

                                    COBANK, ACB

                                    By:  /s/ Rick Freeman
                                       ------------------------------
                                    Name:  Rich Freeman
                                    Title: Vice President

                                    CREDIT SUISSE FIRST BOSTON, CAYMAN
                                    ISLANDS BRANCH (as successor to
                                    DLJ Capital Funding, Inc.)

                                    By:  /s/ David L. Sawyer
                                       ------------------------------
                                    Name:  David L. Sawyer
                                    Title: Director

                                    DEUTSCHE BANK TRUST COMPANY
                                    AMERICAS (formerly known as
                                    Bankers Trust Company), for purposes
                                    of Section 3.12 only

                                    By:  /s/ Anca Trifan
                                       ------------------------------
                                    Name:  Anca Trifan
                                    Title: Director

                                       S-2
<Page>

                                 SCHEDULE 2.1(a)

<Table>
<Caption>
                                                                             Shares of Initial Parent
         Existing Lender                              Existing Loans             Preferred Stock
         ---------------                              --------------             ---------------
     <S>                                              <C>                         <C>
     Wachovia Bank, National
     Association                                      $25,160,000.00              25,160.00000

     Bank of America, N.A.                            $13,753,214.29              13,753.21429

     Deutsche Bank Trust Company
     Americas*                                        $13,753,214.29              13,753.21429

     Citicorp USA, Inc.                               $20,128,000.00              20,128.00000

     Credit Suisse First Boston,
     Cayman Islands Branch Branch                     $11,002,571.43              11,002.57143

     Co Bank, ACB                                     $ 5,032,000.00               5,032.00000

     CIT Lending Services Corporation                 $ 5,032,000.00               5,032.00000
</Table>

* Deutsche Bank Trust Corporation, which is an Affiliate of Deutsche Bank Trust
Company Americas, will be the Purchaser of the Parent Preferred Stock.<Page>

                                                                       EXECUTION

                                                                   Exhibit 10.10

                         AMENDMENT TO SECURITY DOCUMENTS

          This AMENDMENT TO SECURITY DOCUMENTS (this "AMENDMENT") is dated as of
May 10, 2002 and entered into by and among FairPoint Communications Solutions
Corp. ("COMPANY"), each of the other Assignors party to the Security Agreement
referred to below, each of the other pledgors ("PLEDGORS") party to the Pledge
Agreement referred to below, and Wachovia Bank, National Association, formerly
known as First Union National Bank, as Collateral Agent under each of the
Security Documents (as defined below) and as Pledgee under such Pledge Agreement
(in such capacities, "COLLATERAL AGENT") for the benefit of the Secured
Creditors (as defined in each of the Security Documents), and is made with
reference to that certain (i) Amended and Restated Security Agreement dated as
of October 20, 1999, as amended and restated as of March 27, 2000, and as
further amended and restated as of November 9, 2000 (as so amended and restated
and as otherwise amended, restated, supplemented or modified from time to time
to the date hereof, the "SECURITY AGREEMENT"), by and among Company, such
Assignors and Collateral Agent and (ii) Amended and Restated Pledge Agreement
dated as of October 20, 1999, as amended and restated as of March 27, 2000, and
as further amended and restated as of November 9, 2000 (as so amended and
restated and as otherwise amended, restated, supplemented or modified from time
to time after the date hereof, the "PLEDGE AGREEMENT"), by and among Company,
such Pledgors and Collateral Agent. The Security Agreement and the Pledge
Agreement are sometimes referred to herein collectively as the "SECURITY
DOCUMENTS." Unless otherwise indicated, capitalized terms used herein without
definition shall have the same meanings herein as set forth in the Security
Agreement.

                                    RECITALS

          WHEREAS, the parties to each of the Security Agreement and the Pledge
Agreement desire to amend the Security Agreement and the Pledge Agreement,
respectively, to conform certain provisions contained in the Security Agreement
and the Pledge Agreement to Revised Article 9 of the Uniform Commercial Code as
in effect in the State of New York as of the date hereof;

          NOW, THEREFORE, in consideration of the premises and the agreements,
provisions and covenants herein contained, the parties hereto agree as follows:

SECTION 1.     AMENDMENTS TO SECURITY AGREEMENT

1.1  AMENDMENT TO SECTION 1.1: GRANT OF SECURITY INTEREST

          Section 1.1(a) of the Security Agreement is hereby amended by deleting
in its entirety the language immediately preceding the semi-colon contained
therein and substituting the following therefor:

<Page>

               "As security for the prompt and complete payment and performance
          when

          due of all of its Obligations, each Assignor does hereby assign
          and transfer unto the Collateral Agent, and does hereby pledge and
          grant to the Collateral Agent for the benefit of the Secured
          Creditors, a continuing security interest of first priority in and to
          all of the right, title and interest of such Assignor in and to all of
          the personal property and assets of such Assignor, whether now
          existing or hereafter from time to time acquired, including without
          limitation, the following"

1.2  AMENDMENT TO ARTICLE IX: DEFINITION

     A.   Article IX of the Security Agreement is hereby amended by deleting
each reference to "Uniform Commercial Code as in effect on the date hereof in
the State of New York" contained therein and substituting therefor "NY UCC".

     B.   Article IX of the Security Agreement is hereby further amended by
adding to such Article the following definition in proper alphabetical order:

          "NY UCC" shall mean the Uniform Commercial Code, as in effect on the
     date hereof or as it may hereafter be amended, in the State of New York.

1.3  AMENDMENT TO SECTION 10.1: NOTICES

          Section 10.1(b) of the Security Agreement is hereby amended by
deleting it in its entirety and substituting the following therefor:

          "(b)  if to the Collateral Agent, at:

                Wachovia Bank, National Association
                301 South College Street
                Charlotte, NC 28288-0537
                Attention: Kathy Harkness
                Telephone No.: (704)374-6355
                Facsimile No.: (704) 383-6249".

SECTION 2.     AMENDMENTS TO PLEDGE AGREEMENT

2.1  AMENDMENT TO SECTION 1: DEFINITIONS; ANNEXES

     Section 1 of the Pledge Agreement is hereby amended by deleting the
references to "Section 9-105(1)(i)", "Section 9-115(f)" and "Section 9-306(1)"
contained in the definitions of "Instrument", "Investment Property" and
"Proceeds", respectively, and substituting therefor "9-102(47)", "Section
9-102(49)" and "Section 9-102(64)", respectively.

2.2  AMENDMENT TO SECTION 3.2: PROCEDURES

                                        2
<Page>

     A.   Section 3.2(a)(iii) of the Pledge Agreement is hereby amended by
deleting the references to "Sections 9-115(4)(a) and (b), 9-115(1)(e)" contained
therein and substituting therefor "Sections 9-314 and 9-312, 9-106",
respectively.

     B.   Section 3.2(b)(2) of the Pledge Agreement is hereby amended by
deleting the reference to "Section 9-155(4)(b)" contained therein and
substituting therefore "Section 9- 312".

2.3  AMENDMENT TO SECTION 20: NOTICES, ETC.

          Section 20(ii) of the Pledge Agreement is hereby amended by deleting
it in its entirety and substituting the following therefor:

          "(ii)  if to the Pledgee, at:

                 Wachovia Bank, National Association
                 301 South College Street
                 Charlotte, NC 28288-0537
                 Attention:  Kathy Harkness
                 Telephone No.: (704)383-0707
                 Facsimile No.: (704) 383-6249".

SECTION 3.     MISCELLANEOUS

     A.   REFERENCE TO AND EFFECT ON THE SECURITY DOCUMENTS AND THE OTHER CREDIT
DOCUMENTS.

          (i)   On and after the effective date of this Amendment, each
     reference in the Security Agreement to "this Agreement", "hereunder",
     "hereof", "herein" or words of like import referring to the Security
     Agreement and each reference in the other Credit Documents to the "Security
     Agreement", "thereunder", "thereof" or words of like import referring to
     the Security Agreement shall mean and be a reference to the Security
     Agreement as amended hereby.

          (ii)  On and after the effective date of this Amendment, each
     reference in the Pledge Agreement to "this Agreement", "hereunder",
     "hereof", "herein" or words of like import referring to the Pledge
     Agreement and each reference in the other Credit Documents to the "Pledge
     Agreement", "thereunder", thereof" or words of like import referring the
     Pledge Agreement shall mean and be a reference to the Pledge Agreement as
     amended hereby.

          (iii) Except as specifically amended by this Amendment, each of the
     Security Agreement, the Pledge Agreement and the other Credit Documents
     shall remain in full force and effect and are hereby ratified and
     confirmed.

          (iv)  The execution, delivery and performance of this Amendment shall
     not, except as expressly provided herein, constitute a waiver of any
     provision of, or operate as a waiver of any right, power or remedy of
     Collateral Agent or any Secured

                                        3
<Page>

     Creditor under any of the Security Agreement, the Pledge Agreement or any
     of the other Credit Documents.

     B.   HEADINGS. Section and subsection headings in this Amendment are
included herein for convenience of reference only and shall not constitute a
part of this Amendment for any other purpose or be given any substantive effect.

     C.   APPLICABLE LAW. THIS AMENDMENT AND THE RIGHTS AND OBLIGATIONS OF THE
PARTIES HEREUNDER SHALL BE GOVERNED BY, AND SHALL BE CONSTRUED AND ENFORCED IN
ACCORDANCE WITH, THE INTERNAL LAWS OF THE STATE OF NEW YORK (INCLUDING WITHOUT
LIMITATION SECTION 5-1401 OF THE GENERAL OBLIGATIONS LAW OF THE STATE OF NEW
YORK), WITHOUT REGARD TO CONFLICTS OF LAWS PRINCIPLES.

     D.   COUNTERPARTS; EFFECTIVENESS. This Amendment may be executed in any
number of counterparts and by different parties hereto in separate counterparts,
each of which when so executed and delivered shall be deemed an original, but
all such counterparts together shall constitute but one and the same instrument;
signature pages may be detached from multiple separate counterparts and attached
to a single counterpart so that all signature pages are physically attached to
the same document. This Amendment shall become effective upon the execution of a
counterpart hereof by Company, each Assignor and Pledgor and Collateral Agent
and receipt by Company and Collateral Agent of written or telephonic
notification of such execution and authorization of delivery thereof.

                  [Remainder of page intentionally left blank]

                                        4
<Page>

          IN WITNESS WHEREOF, the parties hereto have caused this Amendment to
be duly executed and delivered by their respective officers thereunto duly
authorized as of the date first written above.

                                  WACHOVIA BANK, NATIONAL
                                  ASSOCIATION, not in its capacity but solely as
                                  Collateral Agent and Pledgee

                                  By:  /s/ Katherine A. Harkness
                                     -------------------------------------------
                                     Name:  Katherine A. Harkness
                                     Title: Director

                                     FAIRPOINT COMMUNICATIONS
                                     SOLUTIONS CORP., as Assignor and Pledgor

                                     By:  /s/ Walter E. Leach, Jr.
                                        ----------------------------------------
                                        Name:  Walter E. Leach, Jr.
                                        Title: Senior Vice President

                                     Notice Address:

                                     FairPoint Communications Solutions Corp.
                                     521 E. Morehead Street, Suite 250
                                     Charlotte, NC 28202
                                     Attention: Vice President of Finance/
                                                Treasurer

                                  FAIRPOINT COMMUNICATIONS
                                  SOLUTIONS CORP. - NEW YORK, as Assignor
                                  and Pledgor

                                  By:  /s/ Walter E. Leach, Jr.
                                     -------------------------------------------
                                     Name   Walter E. Leach, jR.
                                     Title: Senior Vice President

                                        2
<Page>

                                  FAIRPOINT COMMUNICATIONS
                                  SOLUTIONS CORP. - VIRGINIA, , as Assignor
                                  and Pledgor

                                  By:  /s/ Walter E. Leach, Jr.
                                     -------------------------------------------
                                     Name   Walter E. Leach, Jr.
                                     Title: Senior Vice President

                                  FAIRPOINT SOLUTIONS CAPITAL, LLC, as
                                  Assignor and Pledgor

                                  By:  /s/ Walter E. Leach, Jr.
                                     -------------------------------------------
                                     Name   Walter E. Leach, Jr.
                                     Title: Senior Vice President

                                        3

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