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1.3 Contract of Purchase $41,340,000 MONROE COUNTY,FLORIDA AIRPORT REVENUE BONDS (KEY WEST INTERNATIONAL AIRPORT), SERIES 2022(AMT) CONTRACT OF PURCHASE August 31,2022 Monroe County, Florida 1100 Simonton Street,Suite 205 Key West,Florida 33040 Ladies and Gentlemen: BofA Securities, Inc. and PNC Capital Markets LLC (collectively, the "Underwriters"), acting through BofA Securities, Inc., as Representative of the Underwriters (the "Representative"), offers to enter into the following agreement with you, Monroe County, Florida (hereinafter sometimes called the "County")which,upon acceptance of this offer,will be binding upon you and upon the Underwriters. This offer is made subject to your acceptance of this Contract of Purchase on or before 11:59 p.m., Florida time, on August 31,2022. 1. Purchase and Sale. Upon the terms and conditions and upon the basis of the representations, warranties and covenants set forth herein,the Underwriters,jointly and severally hereby agree to purchase from the County, and the County hereby agrees to sell to the Underwriters its Airport Revenue Bonds (Key West International Airport), Series 2022(AMT) in the aggregate principal amount of $41,340,000(the"2022 Bonds").The 2022 Bonds shall mature at the times, in the amounts and bear interest at the rates per annurn having such prices and yields with such redemption provisions as set forth in Appendix I hereto.Interest on the 2022 Bonds is payable on April 1,2023,and semi-annually thereafter on each October I and April 1. The purchase price for the 2022 Bonds is $42,206,265.31 (the aggregate par amount of the 2022 Bonds of $41,340,000.00, plus original issue premium of $1,119,928.95, and less an Underwriters' discount of$253,663.64). All capitalized terms used and not defined herein shall have the meanings assigned in the Resolution and/or the Official Statement(as defined below). 2. Authorizing Instruments and Source of Security. The 2022 Bonds are being issued under the authority of, and in full compliance with the Constitution and the laws of the State of Florida, Chapter 125, Part 1, Florida Statutes, Chapter 332, Florida Statutes, and. other applicable provisions of law (collectively, the "Act"), and Resolution No. 206A-2022 adopted by the County Commission on August 17, 2022 (the "Master Resolution"), as supplemented by Resolution No.20613-2022 adopted by the County Commission on August 17,2022(the "Supplemental Resolution" and together with the Master Resolution, the "Resolution"). The 2022 Bonds shall be secured by the Pledged Funds as defined in, and pursuant to,the Resolution. The information required by Section 218.385(2), (3) and (6), Florida Statutes, to be provided to the County by the Underwriters is set forth in Appendix 11 hereto. 1 3. Delivery of Official Statement and Other Documents. (a) The County has provided to the Underwriters for their review the Preliminary Official Statement dated August 18, 2022 (the "Preliminary Official Statement"), that the County deemed final as of its date,except for certain omissions in connection with the pricing of the 2022 Bonds as permitted (the "Permitted Omissions") by Rule 15c2-12 of the Securities and Exchange Commission under the Securities Exchange Act of 1934, as amended (the "Rule"). The Underwriters have reviewed such Preliminary Official Statement prior to the execution of this Contract of Purchase. (b) With your acceptance hereof, you will deliver, at your expense, to the Underwriters within seven (7) business days of the date hereof, and in any event not later than two (2) business days before the Closing Date, copies of the final Official Statement (in such amounts as shall be mutually agreed upon),dated the date hereof,together with all supplements and amendments thereto after its publication and prior to the end of the underwriting period as contemplated in Subparagraph (m) of Paragraph 9 hereof(hereinafter referred to as the"Official Statement"or the"final Official Statement").The County authorizes, or ratifies as the case may be, the use and distribution of the Preliminary Official Statement, the Official Statement and the Resolution in connection with the public offering and sale of the 2022 Bonds. (c) The Representative agrees to file the Official Statement with the Electronic Municipal Market Access("EMMA")of the Municipal Securities Rulemaking Board("MSRB")accompanied by a completed Form G-32 as required by MSRB Rule G-32. The Underwriters agree that they will not confirm the sale of any 2022 Bonds unless the confirmation of sale requesting payment is accompanied or preceded by the delivery of a copy of the Official Statement. (d) In order to assist the Underwriters in complying with the Rule, the County will undertake, pursuant to the Resolution and the herein defined Continuing Disclosure Certificate (the "Continuing Disclosure Undertaking"), to provide annual financial information and notices of the occurrence of specified events. (e) The Representative shall give notice to the County on the date after which no participating underwriter, as such term is defined in the Rule, remains obligated to deliver a final Official Statement pursuant to paragraph (b)(4) of the Rule. Unless the Representative provides written notice to the contrary,the Closing Date(defined in Paragraph 11 of this Contract of Purchase)will be considered the date after which no participating underwriter remains obligated to deliver final Official Statement under the Rule. (f) On the Closing Date, the County shall deliver, or cause to be delivered to the Underwriters copies of the Resolution, certified to by the County, substantially in the form heretofore delivered to the Underwriters. 4. Authority of the Representative. The Underwriters have heretofore designated and represent that BofA Securities, Inc., has been duly authorized to execute this Contract of Purchase as Representative, and has been duly authorized to act hereunder on behalf of the other Underwriter. 'The Representative,on behalf of the Underwriters,hereby represents that, to the best of their knowledge, after due inquiry,neither they nor any"person"or"affiliate"have been on the"convicted vendor list"during the past 36 months as all such terms are defined in Section 287.133,Florida Statutes. 2 5. Public Offering. The Underwriters intend to make a bona fide public offering of all the 2022 Bonds at not in excess of the initial public offering prices or yields set forth on the inside cover page of the printed paper form of the Official Statement.The Underwriters reserve the right to make concessions to dealers,unit investment trusts and money market funds,certain of which may be sponsored or managed by the Underwriters,and to change such initial public offering prices as the Underwriters reasonably deem necessary in connection with the marketing of the 2022 Bonds. The County hereby authorizes the Underwriters to use the final Official Statement and the information contained therein in connection with the offering and sale of the 2022 Bonds and ratifies and confirms its authorization of the use by the Underwriters prior to the date hereof of the Preliminary Official Statement in connection with such offering and sale. 6. Establishment of Issue Price of the 2022 Bonds. (a) The Representative, on behalf of the Underwriters, agrees to assist the County in establishing the issue price of the 2022 Bonds and shall execute and deliver to the County on the Closing Date an "issue price" or similar certificate, together with reasonable supporting documentation for such certification, such as the supporting pricing wires or equivalent communications, substantially in the form attached as Appendix IV, with such modifications as may be deemed appropriate or necessary, in the reasonable Judgment of the Representative, the County and of Nabors, Giblin & Nickerson, P.A., Bond Counsel, to accurately reflect, as applicable, the initial offering price or prices to the public and the actual sales price or prices of the 2022 Bonds. All actions to be taken by the County under this Paragraph to establish the issue price of the 2022 Bonds may be taken on behalf of the County by the County's financial advisor,Frasca&Associates,LLC(the"Financial Advisor"),and any notice or report to be provided to the County may be provided to the Financial Advisor. (b) Except for the maturities set forth in Schedule A attached to the issue price certificate, the County will treat the first price at which 10% of each maturity of the 2022 Bonds (the "10% test") is sold to the public as the issue price of that maturity. At or promptly after the execution of this Contract of Purchase,the Representative shall report to the County the price or prices at which it has sold to the public each maturity of the 2022 Bonds. For purposes of this Paragraph 6, if the 2022 Bonds mature on the same date but have different series and interest rates, each separate CUSIP number within that maturity will be treated as a separate maturity of such 2022 Bonds. (c) The Representative confirms that the Underwriters have offered the 2022 Bonds to the public on or before the date of this Contract of Purchase at the offering price or prices (the "initial offering price"),or at the corresponding yield or yields,set forth in Appendix I attached,except as otherwise set forth therein. Schedule A to the issue price certificate sets forth, as of the date of this Contract of Purchase, the maturities of the 2022 Bonds for which the 10%test has not been satisfied and for which the County and the Representative, on behalf of the Underwriters, agree that the restrictions set forth in the next sentence shall apply,which will allow the County to treat the initial offering price to the public of each such maturity as of the sale date as the issue price of that maturity (the "hold-the-offering-price rule"). So long as the hold-the-offering-price rule remains applicable to any maturity of the 2022 Bonds, the Representative will neither offer nor sell unsold 2022 Bonds of that maturity to any person at a price that is higher than the initial offering price to the public during the period starting on the sale date and ending on the earlier of the following: (i) the close of the fifth(5th)business day after the sale date;or 3 (ii) the date on which the Underwriters have sold at least 10%of that maturity of the 2022 Bonds to the public at a price that is no higher than the initial offering price to the public. Upon request, the Representative shall promptly advise the County when the Underwriters have sold 10%of that maturity of the 2022 Bonds to the public at a price that is no higher than the initial offering price to the public, if that occurs prior to the close of the fifth(5th)business day after the sale date. (d) The Representative confirms that: (i) any agreement among underwriters, any selling group agreement and each third-party distribution agreement (to which the Representative is a party) relating to the initial sale of the 2022 Bonds to the public,together with the related pricing wires, contains or will contain language obligating each Underwriter, each dealer who is a member of the selling group and each broker-dealer that is a party to such third-party distribution agreement, as applicable: (A)(i) to report the prices at which it sells to the public the unsold 2022 Bonds of each maturity allocated to it, whether or not closing has occurred, until either all 2022 Bonds of that maturity allocated to it have been sold or it is notified by the Representative that the 10% test has been satisfied as to the 2022 Bonds of that maturity,provided that,the reporting obligation after the Closing Date may be at reasonable periodic intervals or otherwise upon request of the Representative,and (ii)to comply with the hold-the-offering-price rule,if applicable, if and for so long as directed by the Representative and as set forth in the related pricing wires, and (B) to promptly notify the Representative of any sales of 2022 Bonds that, to its knowledge, are made to a purchaser who is a related party to an underwriter participating in the initial sale of the 2022 Bonds to the public (each such term being used as defined below), and (C) to acknowledge that, unless otherwise advised by an Underwriter, dealer or broker-dealer, the Representative shall assume that each order submitted by an Underwriter, dealer or broker-dealer is a sale to the public. (ii) any agreement among underwriters or selling group agreement relating to the initial sale of the 2022 Bonds to the public, together with the related pricing wires, contains or will contain language obligating each Underwriter or dealer that is a party to a third-party distribution agreement to be employed in connection with the initial sale of the 2022 Bonds to the public to require each broker-dealer that is a party to such third-party distribution agreement to (A)report the prices at which it sells to the public the unsold 2022 Bonds of each maturity allocated to it, whether or not closing has occurred, until either all 2022 Bonds of that maturity allocated to it have been sold or it is notified by the Representative or such Underwriter or dealer that the 10% test has been satisfied as to the 2022 Bonds of that maturity,provided that,the reporting obligation after the Closing Date may be at reasonable periodic intervals or otherwise upon request of the Representative or such Underwriter or dealer, and (B) comply with the hold-the-offering-price rule, if applicable, if and for so long as directed by the Representative or the Underwriter or the dealer and as set forth in the related pricing wires. 4 (e) The County acknowledges that, in making the representation set forth in this Paragraph, the Representative will rely on (i) the agreement of each Underwriter to comply with the requirements for establishing issue price of the 2022 Bonds, including,but not limited to, its agreement to comply with the hold-the-offering-price rule, if applicable to the 2022 Bonds, as set forth in an agreement among underwriters and the related pricing wires, (ii) in the event a selling group has been created in connection with the initial sale of the 2022 Bonds to the public, the agreement of each dealer who is a member of the selling group to comply with the requirements for establishing issue price of the 2022 Bonds, including,but not limited to,its agreement to comply with the hold-the-offering-price rule,if applicable to the 2022 Bonds,as set forth in a selling group agreement and the related pricing wires,and(iii)in the event that an Underwriter or dealer who is a member of the selling group is a party to a third-party distribution agreement that was employed in connection with the initial sale of the 2022 Bonds to the public, the agreement of each broker-dealer that is a party to such agreement to comply with the requirements for establishing issue price of the 2022 Bonds, including,but not limited to, its agreement to comply with the hold-the-offering-price rule, if applicable to the 2022 Bonds, as set forth in the third-party distribution agreement and the related pricing wires.The County further acknowledges that each Underwriter shall be solely liable for its failure to comply with its agreement regarding the requirements for establishing issue price of the 2022 Bonds, including,but not limited to, its agreement to comply with the hold-the-offering- price rule, if applicable to the 2022 Bonds, and that no Underwriter shall be liable for the failure of any other Underwriter, or of any dealer who is a member of a selling group, or of any broker-dealer that is a party to a third-party distribution agreement,to comply with its corresponding agreement to comply with the requirements for establishing issue price of the 2022 Bonds,including,but not limited to,its agreement to comply with the hold-the-offering-price rule,if applicable to the 2022 Bonds. (f) The Underwriters acknowledge that sales of any 2022 Bonds to any person that is a related party to an Underwriter shall not constitute sales to the public for purposes of this Paragraph. Further, for purposes of this Paragraph: (1) "public"means any person other than an underwriter or a related party; (2) "underwriter" for the purposes of this Paragraph 6 means(A) any person that agrees pursuant to a written contract with the County (or with the lead underwriter to form an underwriting syndicate)to participate in the initial sale of the 2022 Bonds to the public and(B) any person that agrees pursuant to a written contract directly or indirectly with a person described in clause(A) to participate in the initial sale of the 2022 Bonds to the public (including a member of a selling group or a party to a third-party distribution agreement participating in the initial sale of the 2022 Bonds to the public; (3) a purchaser of any of the 2022 Bonds is a"related party"to an underwriter if the underwriter and the purchaser are subject, directly or indirectly, to (A) more than 50%common ownership of the voting power or the total value of their stock,if both entities are corporations(including direct ownership by one corporation of another),(B)more than 50% common ownership of their capital interests or profits interests, if both entities are partnerships(including direct ownership by one partnership of another),or(C)more than 50% common ownership of the value of the outstanding stock of the corporation or the capital interests or profit interests of the partnership, as applicable, if one entity is a corporation and the other entity is a partnership (including direct ownership of the applicable stock or interests by one entity of the other), and 5 (4) sale date"means the date of execution of this Contract of Purchase by all parties. 7. Reserved. S. Good Faith Deposit. The Representative has delivered to the County herewith an amount equal to$366,700.00(Three Hundred Sixty-Six Thousand Seven Hundred Dollars) (calculated as 1%,of the estimated principal amount of the 2022 Bonds as reflected in the Preliminary Official Statement) by wire transfer as a good faith deposit (the "Good Faith Deposit"). The County agrees to hold such Good Faith Deposit until the payment of the full amount of the purchase price on the Closing Date as provided in Paragraph 11 hereof and,in the event of the Underwriters'compliance with such obligation,upon Closing, the Good Faith Deposit shall be applied as a credit against the purchase price otherwise due. Should the County fail to tender the 2022 Bonds for delivery on the Closing Date, or should the County be unable to satisfy the conditions of the obligations of the Underwriters to purchase,accept delivery of and pay for the 2022 Bonds, as set forth in this Contract of Purchase(unless waived by the Underwriters), or should such obligations of the Underwriters be terminated by the Underwriters for any reason permitted by this Contract of Purchase (other than due to the failure of the Representative to comply with Paragraph 6 hereof), such Good Faith Deposit will immediately be returned to the Representative.In the event that the Underwriters fail(other than for a reason permitted hereunder)to purchase,accept delivery of and pay for the 2022 Bonds on the Closing Date as herein provided, such Good Faith Deposit will be retained by the County as and for fully liquidated damages for such failure of the Underwriters and for any defaults hereunder on the part of the Underwriters and, except as set forth in Paragraph 12 hereof, neither party will have any further rights against the other hereunder. The Underwriters and the County understand that in such event the actual damages of the County may be greater or may be less than the Good Faith Deposit. Accordingly, the Underwriters hereby waives any right to claim that the actual damages of the County are less than such sum, and the acceptance of this offer by the County shall constitute a waiver of any right the County may have to additional damages from the Underwriters. 9. Representations and Warranties of the County. The County represents and warrants to, and agrees with,each of the Underwriters that: (a) The County is duly organized and validly existing as a political subdivision of the State of Florida under the Constitution and laws of the State of Florida with the powers and authority set forth in the Act. (b) The County has duly adopted the Resolution, has duly authorized and approved the Preliminary Official Statement and the execution and delivery of the Official Statement, has duly authorized and approved the execution and delivery of, and the performance by the County of the obligations contained in the 2022 Bonds,the Continuing Disclosure Certificate to be dated as of September 15,2022 (the"Continuing Disclosure Certificate"), this Contract of Purchase and the Signatory Agreement (the "Signatory Agreement") with Allegiant Air, American Airlines, Inc., Delta Air Lines, Inc., jetBlue Airways,Silver Airways,and United Airlines Inc.and has duly authorized and approved the performance of its obligations contained in the Resolution,and the consummation of all other transactions contemplated by the Official Statement. (c) The County has full legal right,power and authority(i) to enter into this Contract of Purchase (ii)to issue,sell and deliver the 2022 Bonds to the Underwriters pursuant to the Resolution,as provided herein, and (iii) to carry out and consummate the transactions contemplated by this Contract of 6 Purchase, the Resolution, the Continuing Disclosure Certificate, the Official Statement and the Signatory Agreement and, to the knowledge of the County, compliance with the provisions thereof will not conflict with or constitute a breach of or default under any applicable law, administrative regulation, court order or consent decree of the State of Florida or any department,division, agency or instrumentality,thereof or of the United States, or any applicable judgment or decree or any loan agreement, note, resolution, indenture, agreement or other instrument to which the County is a party or may be otherwise subject. (d) All approvals, consents and orders of any governmental authority,board, agency or commission having jurisdiction which would constitute a condition precedent to the performance by the County of its obligations hereunder and under the Resolution, the Continuing Disclosure Certificate, the 2022 Bonds and the Signatory Agreement have been obtained. (e) The financial statements of the County and the Airport contained in the Official Statement fairly present the financial position and results of operations of the County and the Airport as of the date and for the periods therein set forth, and the County has no reason to believe that such financial statements have not been prepared in accordance with generally accepted auditing standards consistently applied. Since September 30, 2021, there has been no material adverse change in the financial position or results of operations of the County or the Airport nor has the County or the Airport incurred any material liabilities other than in the ordinary course of business or except as set forth in or contemplated by the Official Statement. In addition, the financial statements of the County fairly represent the receipts, expenditures,assets, liabilities and cash balances of such amounts and,insofar as presented,other funds of the County as of the dates and for the periods therein set forth. (f) Any certificates executed by any officer of the County and the Airport and delivered to the Underwriters pursuant hereto or in connection herewith shall be deemed a representation and warranty of the County and the Airport as to the accuracy of the statements therein made. (g) The County is not in any material respect in breach of or default under any constitutional provision, law or administrative regulation of the State of Florida or of the United States or any agency or instrumentality of either,or of any other governmental agency,or any Material Judgment or Agreement(as defined below),and no event has occurred and is continuing which with the passage of time or the giving of notice,or both,would constitute a default or event of default under any Material Judgment or Agreement.As used herein,the term"Material Judgment or Agreement" means any judgment or decree or any loan agreement, indenture,bond,note or resolution or any material agreement or other instrument to which the County is a party or to which the County or any of its property or assets is otherwise subject (including, without limitation, the Act, the Resolution and the documents entered into in connection with the issuance of the 2022 Bonds). (h) The Preliminary Official Statement (including the financial statements and other financial and statistical data included therein but excluding information concerning The Depository Trust Company ("DTC")) did not as of its date (except Permitted Omissions), and the final Official Statement (including the financial statements and other financial and statistical data included therein but excluding information concerning DTC), at all times subsequent hereto up to and including the Closing Date, will not, contain any untrue statement of a material fact or omit to state a material fact required to be stated therein or necessary to make the statements therein, in the light of the circumstances under which they were made,not misleading. 7 (i) If the Official Statement is amended or supplemented pursuant to Subparagraph (m)of this Paragraph 9,at the time of each supplement or amendment thereto and at all times subsequent thereto up to and including the Closing Date (unless the Official Statement is further amended or supplemented pursuant to Subparagraph (m) of this Paragraph 9), the Official Statement as so supplemented or amended (including the financial statements and other financial and statistical data included therein) will not contain any untrue statement of a material fact or omit to state a material fact required to be stated therein or necessary to make the statements therein, in light of the circumstances under which they were made,not misleading. 0) Between the date of this Contract of Purchase and the Closing Date, the County will not,without the prior written consent of the Underwriters,issue any bonds,notes or other obligations for borrowed money payable or secured by any portion of the Pledged Funds not contemplated and disclosed in the Official Statement. (k) No litigation is pending or, to the knowledge of the County, threatened in any court in any way affecting the corporate existence of the County or the titles of the members of the County to their respective positions,or seeking to restrain or enjoin the issuance,sale or delivery of the 2022 Bonds, or the collection of any of the Pledged Funds pledged or to be pledged to pay the principal of and interest on the 2022 Bonds,or the pledge thereof or of any of the other Pledged Funds, or in any way contesting or affecting the validity or enforceability of the 2022 Bonds, the Resolution, the Continuing Disclosure Certificate, this Contract of Purchase or the Signatory Agreement or contesting in any way the completeness or accuracy of the Preliminary Official Statement or the Official Statement, or contesting the power of the County or its County with respect to the 2022 Bonds, the Resolution, the Continuing Disclosure Certificate,this Contract of Purchase or the Signatory Agreement. (1) The County will furnish such information,execute such instruments and take such other action in cooperation with the Representative as the Representative may reasonably request to qualify the 2022 Bonds for offer and sale under the Blue Sky or other securities laws and regulations of such States as the Representative may designate (provided that the cost of such qualification shall be at the cost and expense of the Underwriters);provided that the County shall not be obligated to qualify to do business in any state other than Florida or to consent to the jurisdiction of any state other than Florida or to take any action that would subject it to general service of process or any other material duty or obligation in any state where it is not now so subject. (m) If between the date that the Official. Statement becomes available and until the earlier of (i) 90 days from the end of the underwriting period (an event the Representative is required to notify the County about pursuant to Paragraph 3(e) above), or (ii) the time when the Official Statement is available to any person from EMMA,but in no case less than 25 days following the end of the underwriting period, any event shall occur which would, in the opinion of the County, cause the information contained in the Official Statement,as then supplemented or amended,to contain any untrue statement of a material fact or to omit to state a material fact required to be stated therein or necessary to make the statements therein, in the light of the circumstances under which they were made, not misleading, the County shall notify the Representative thereof, and if in the opinion of the County or the Representative, such fact or event requires preparation and publication of a supplement or amendment to the Official Statement, the County shall cooperate with the Representative to promptly prepare an appropriate amendment or supplement at County's expense (unless such event was related to information provided by the Underwriters for inclusion in the Official Statement), so that the statements in the Official Statement as so amended and supplemented will not contain any untrue statement of material fact or omit to state a 8 material fact required to be stated therein or necessary to make the statements therein not misleading or so that the Official Statement will comply with law. (n) The County will apply the proceeds of the 2022 Bonds in accordance with the Resolution. (0) '-the County covenants to comply with the requirements of the Internal Revenue Code of 1986,as amended(the"Code")in order to maintain the exclusion of the interest on the 2022 Bonds from federal income taxation. These requirements include, but are not limited to, provisions which prescribe yield and other limits within which the proceeds of the 2022 Bonds and other amounts are to be invested and require that certain investment earnings on the foregoing must be rebated on a periodic basis to the Treasury Department of the United States. (p) The County acknowledges and agrees that: (i)the Underwriters are not acting as a municipal advisor within the meaning of Section 15B of the Securities Exchange Act,as amended, (ii)the primary role of the Underwriters, as underwriters, is to purchase securities, for resale to investors, in an arm's length commercial transaction between the County and the Underwriters and the Underwriters have financial and other interests that differ from those of the County;(iii)the Underwriters are acting solely as principals and are not acting municipal advisors, financial advisors or fiduciaries to the County and have not assumed any advisory or fiduciary responsibility to the County with respect to the transaction contemplated hereby and the discussions, undertakings and procedures leading thereto (irrespective of whether the Underwriters have provided other services or are currently providing other services to the County on other matters);(iv)the only obligations the Underwriters have to the County with respect to the transaction contemplated hereby expressly are set forth in this Contract of Purchase; and (v)the County has consulted its own financial and/or municipal, legal, accounting, tax and other advisors, as applicable, to the extent it has deemed appropriate. (q) Except as described in the Preliminary Official Statement and the Official Statement, the County has not in the past five years failed to comply in all material respects with any agreement to provide continuing disclosure information pursuant to the Rule. (r) The County, to the best of its knowledge, has never been and is not in default in the payment of principal of, premium, if any, or interest on, or otherwise is not nor has it been in default with respect to, any bonds, notes, or other obligations which it has issued, assumed or guaranteed as to payment of principal,premium, if any, or interest. All representations, warranties and agreements of the County shall remain operative and in full force and effect,regardless of any investigations made by the Underwriter or on the Underwriters'behalf, and shall survive the delivery of the 2022 Bonds. 10. Closing Conditions. The Underwriters have entered into this Contract of Purchase in reliance upon the representations, warranties and agreements of the County contained herein and to be contained in the documents and instruments to be delivered on the Closing Date and upon the performance by the County of its obligations hereunder on or prior to the Closing Date. Accordingly,the Underwriters' obligations under this Contract of Purchase to purchase,to accept delivery of and to pay for the 2022 Bonds shall be conditioned upon the performance by the County of its obligations to be performed hereunder and under such aforesaid documents and instruments on or prior to the Closing Date, and shall also be subject to the following additional conditions, including the delivery by the County of such documents as are enumerated herein,in form and substance reasonably satisfactory to the Representative. 9 (a) The representations and warranties of the County contained herein will be true complete and correct on the date hereof,and on and as of the Closing Date with the same effect as if made on the Closing Date. (b) On the Closing Date, the Resolution will be in full force and effect, and will not have been further amended,modified or supplemented,except as described in the Official Statement, and the Official Statement will not have been amended,modified or supplemented, except as permitted under Subparagraph(m)of Paragraph 9 hereof or as may have been otherwise agreed to by the Representative. (c) On the Closing Date,all necessary action of the County relating to the issuance of the 2022 Bonds will have been taken and will be in full force and effect. (d) The Representative has the right to terminate the Underwriters'obligations under this Contract of Purchase to purchase,to accept delivery of and to pay for the 2022 Bonds by notifying and consulting with the County regarding its election to do so if: (1) Between the date of this Contract of Purchase and the Closing Date, the market for the 2022 Bonds or market price or marketability of the 2022 Bonds or the ability of the Underwriters to enforce contracts for the sale of the 2022 Bonds shall be materially and adversely affected, in the reasonable professional judgment of the Representative,by the occurrence of any of the following: (i) legislation (including any amendment thereto) is introduced in, pending before, favorably reported by, is tentatively decided upon or is passed by, either House of the Congress of the United States or any Committee thereof, or announced by the Chairman of any such Committee, or recommended to the Congress of the United States for passage by the President of the United States or the United States Treasury Department, a decision by a court established under Article III of the Constitution of the United States, or the United States Tax Court shall be rendered, or a ruling, regulation or official statement by or on behalf of the Treasury Department of the United States, the Internal Revenue Service or other governmental agency shall be made or proposed by such agency or department, which, if enacted, promulgated, or otherwise fully implemented, would have the purpose or effect of imposing or would result in federal taxation upon revenues or other income of the same general character of revenues to be derived by the County, or upon interest received on obligations of the general character of the 2022 Bonds, including all the underlying obligations or which would have the effect of changing directly or indirectly the federal income tax consequences of the receipt or accrual of interest on obligations of the general character of the 2022 Bonds in the hands of the beneficial owners thereof; (ii) any legislation, ordinance, rule or regulation shall be introduced in, considered by or be enacted by any governmental body, department or agency of the State of Florida,or a decision by any court of competent jurisdiction within the State of Florida shall be rendered which, in the Representative's opinion, does or will materially adversely affect the market price of the 2022 Bonds; (iii) legislation is or shall be enacted by the Congress of the United States of America,or a decision of a court of the United States of America shall be rendered, 10 or a stop order, ruling, regulation or official statement, or a proposed stop order, ruling, regulation or official statement by or on behalf of the Securities and Exchange Commission or other agency having jurisdiction over the issuance, sale and delivery of the 2022 Bonds, or any other obligations of the County or any similar public body shall be issued or made to the effect that obligations of the general character of the 2022 Bonds, or the 2022 Bonds, including all the underlying obligations, are not exempt from registration under or other requirements of the Securities Act of 1933,as amended and as then in effect,or the Securities Exchange Act of 1934, as amended and as then in effect, or the Resolution is not exempt from qualification under or other requirements of the Trust Indenture Act of 1939,as amended and as then in effect or with the purpose or effect or otherwise prohibiting the issuance,sale and delivery of the 2022 Bonds, as contemplated hereby and by the Official Statement, or of obligations of the general character of the 2022 Bonds; (iv) a general suspension of trading in securities on the New York Stock Exchange or the American Stock Exchange, the establishment of minimum prices on either such exchange, the establishment of material restrictions (not in force as of the date hereof) upon trading securities generally by any governmental authority or any national securities exchange,a general banking moratorium shall have been established by federal,Florida or New York authorities; M a war involving the United States shall have been declared, or any new conflict involving the armed forces of the United States shall have escalated,or any other national emergency, calamity or terrorism affecting the effective operation of government or the financial community shall have occurred (it is being agreed by the Underwriters that no such situation exists as of the date of this Contract of Purchase); (vi) any rating of the 2022 Bonds shall have been downgraded, suspended or withdrawn or placed on credit watch with negative outlook by a major national rating agency; (vii) the New York Stock Exchange or other national securities exchange or any governmental County, shall impose, as to the 2022 Bonds or as to obligations of the same general character as the 2022 Bonds,any material restrictions not now in force, or increase materially those now in force, with respect to the extension of credit by,or the charge to the net capital requirements of,Underwriters; (viii) except as disclosed in or contemplated by the Official Statement, there shall have occurred any materially adverse change in the affairs or financial condition of the County or the Airport; (ix) the purchase of and payment for the 2022 Bonds by the Underwriters, or the resale of the 2022 Bonds by the Underwriters, on the terms and conditions herein provided shall be prohibited by any applicable federal or Florida law, governmental authority,board,agency or commission; 11 N any event or circumstance shall exist that either makes untrue or incorrect in any material respect any statement or information in the Official Statement (other than any statement provided by the Underwriters)or is not reflected in the Official Statement but should be reflected therein in order to make the statements therein,in light of the circumstances under which they were made,not misleading and,in either such event,the County refuses to permit the Official Statement to be amended or supplemented to supply such statement or information, or the effect of the Official Statement as so supplemented is to materially adversely affect the market price or marketability of the 2022 Bonds or the ability of the Underwriters to enforce contracts for the sale of the 2022 Bonds; (xi) there shall have occurred a general banking moratorium by federal, New York or Florida authorities, any national or international calamity or crisis in the financial markets, a material disruption in commercial banking or securities settlement or clearance services, or a material disruption or deterioration in the fixed income or municipal securities market; or having an effect on the financial markets,of the United States or elsewhere;or (2) An order, decree or injunction of any court of competent jurisdiction, issued or made to the effect that the issuance,offering or sale of obligations of the 2022 Bonds or of the same general character as the 2022 Bonds, including any or all underlying obligations, as contemplated hereby or by the Preliminary Official Statement or the Official Statement,is or would be in violation of any applicable law, rule or regulation, including (without limitation) any provision of applicable federal securities laws as amended and then in effect;or (3) A stop order, ruling, regulation or official statement by the SEC or any other governmental agency having jurisdiction of the subject matter shall have been issued or made or any other event occurs,the effect of which is that the issuance,offering or sale of the 2022 Bonds, or the execution and delivery of Resolution,as contemplated hereby or by the Preliminary Official Statement or the Official Statement, is or would be in violation of any applicable law, rule or regulation, including (without limitation) any provision of applicable federal securities laws, including the 1933 Act, the Securities Exchange Act of 1934 or the Trust Indenture Act, each as amended and as then in effect;or (4) Any litigation shall be instituted or be pending on the Closing Date to restrain or enjoin the issuance, sale or delivery of the 2022 Bonds, or in any way contesting or affecting any County for or the validity of the proceedings authorizing and approving the 2022 Bonds or the existence or powers of the County with respect to its obligations under the Resolution. (e) On or prior to the Closing Date,the Representative will have received each of the following documents: (1) The Official Statement of the County,executed by the Mayor of the Board of County Commissioners of the County and the Director for the Airports. (2) Executed copies of the Resolution. 12 (3) The approving opinion, dated the Closing Date and addressed to the County, of Nabors, Giblin & Nickerson, P.A., Tampa, Florida, Bond Counsel to the County, in substantially the form attached to the Official Statement as Appendix "E," and a reliance letter of such counsel, dated the Closing Date and addressed to the Representative on behalf of the Underwriters, to the effect that such opinion addressed to the County may be relied upon by the Underwriters to the same extent as if such opinion were addressed to them. (4) The opinion, dated the Closing Date and addressed to the Underwriters, of Nabors,Giblin&Nickerson, P.A.,Tampa, Florida,Bond Counsel to the County, to the effect (i) the 2022 Bonds are not subject to the registration requirements of the Securities Act of 1933, as amended, (ii) the Resolution is exempt from qualification pursuant to the Trust Indenture Act of 1939, as amended, and (iii) that the statements contained in the Official Statement under the captions "INTRODUCTION—Purpose," "- Authorization," "DESCRIPTION OF THE SERIES 2022 BONDS" (excluding the subsection entitled "- Book-Entry Only System") and "SECURITY FOR THE 2022 BONDS," (apart from any financial and statistical data contained therein as to which no opinion need be expressed), insofar as such information constitutes summaries of the Resolution and the 2022 Bonds, such statements constitute fair summaries of the portions of such documents purported to be summarized and to the effect that the statements contained in the Official Statement under the section captioned"TAX MATTERS"are accurate. (5) An opinion, dated the Closing Date and addressed to Bond Counsel and the Underwriters of Pedro J.Mercado,Esq.,the County's Senior Assistant County Attorney,in the form attached hereto as Appendix VI, (6) An opinion, dated the Closing Date and addressed to the County, of Bryant Miller Olive P.A.,Tampa,Florida,Disclosure Counsel for the County, with a reliance letter thereto addressed to the Underwriters, to the effect that (i) with respect to the information in the Preliminary Official Statement and the Official Statement and based upon said firm's participation in the preparation and review of the Preliminary Official Statement and the Official Statement as Disclosure Counsel and without having undertaken to determine independently the accuracy or completeness of the contents of the Preliminary Official Statement and the Official Statement, nothing has come to the attention of said firm that would cause it to believe that the Preliminary Official Statement, as of its date, and the Official Statement, as of its date and as of the date of Closing,contains an untrue statement of a material fact or omits to state a material fact required to be stated therein or necessary to make the statements therein, in light of the circumstances under which they were made, not misleading; however, the firm does not assume responsibility for the accuracy, completeness, or fairness of the statements contained in the Preliminary Official Statement or the Official Statement (including any appendices, schedules, and exhibits thereto), nor expresses any belief with respect to any demographic,financial,statistical and operating data, and forecasts, projections, numbers, estimates, assumptions, and expressions of opinion, and information concerning the report of Newton & Associates Inc. in association with Ricondo & Associates contained in Appendix C attached thereto,and information concerning The Depository Trust Company and the book-entry system for the 2022 Bonds contained or incorporated by reference in the Preliminary Official Statement or the Official Statement(including any appendices, schedules, and exhibits thereto),which are expressly excluded from such opinion and(ii) that the Continuing Disclosure Certificate, together with the Official Statement and this Contract of Purchase,satisfy the requirements of Section(b)(5)(1)contained in the Rule for an undertaking for 13 the benefit of the owners of the 2022 Bonds to provide the information at the times and in the manner required by the Rule;. (7) An opinion,dated the Closing Date and addressed to the Underwriters,of GrayRobinson P.A.,Tampa,Florida,Underwriters' Counsel, to the effect that nothing has come to the attention of the attorneys in the firm rendering legal services in accordance with this representation which leads them to believe that either the Preliminary Official Statement(as of its date)or the Official Statement(as of its date and as of the Closing Date)contained or contains any untrue statements of material facts or omit to state any material facts required to be stated therein or necessary to make the statements therein, in light of the circumstances under which they were made, not misleading; provided, however, that they express no opinion regarding any demographic, financial, statistical and operating data, and forecasts, projections, numbers, estimates, assumptions, and expressions of opinion, information concerning the Report of the Airport Consultant contained in Appendix C and information concerning The Depository Trust Company and the book-entry system for the 2022 Bonds contained or incorporated by reference in the Preliminary Official Statement or the Official Statement(including any appendices,schedules, and exhibits thereto),which they expressly exclude from the scope of their opinion. (8) A certificate, dated the Closing Date and signed by the Mayor of the County and the Airport Director or other duly authorized official of the County, to the effect that (i) the representations, warranties and covenants of the County contained herein are true and correct in all material respects on and as of the Closing Date with the same effect as if made on the Closing Date; (ii) no litigation is pending or, to their knowledge threatened, in any court in any way affecting the corporate existence of the County or the title of the members of the County or to their respective positions, or seeking to restrain or to enjoin the issuance, sale or delivery of the 2022 Bonds,or the collection of material Revenues pledged or to be pledged to pay the principal of and interest on the 2022 Bonds, or the pledge thereof or of any of the other Pledged Funds, or in any way contesting or affecting the validity or enforceability of the 2022 Bonds,the Resolution, the Continuing Disclosure Certificate, this Contract of Purchase or the Signatory Agreement, or contesting in any way the completeness or accuracy of the Preliminary Official Statement or the Official Statement, or contesting the power of the County or its County with respect to the 2022 Bonds, the Resolution, this Contract of Purchase, the Continuing Disclosure Certificate, or the Signatory Agreement(but in lieu of or in conjunction with such certificate,the Representative may, in its sole discretion, accept certificates or opinions of the General Counsel to the County, that in the opinion of such Counsel the issues raised in any such pending or threatened litigation are without substance or that the contentions of all plaintiffs therein are without merit);(iii)the Official Statement is true in all material respects and does not omit any statement of a material fact necessary to make the statements therein, in light of the circumstances under which they were made, not misleading; (iv) to the best of their knowledge, no event affecting the County has occurred since the date of the Official Statement for the purposes for which it is to be used or which is necessary to disclose therein in order to make the statements and information therein not misleading in any respect; and (v)the County has complied with all the agreements and satisfied all the conditions required by this Contract of Purchase, the Continuing Disclosure Certificate,the Resolution or the Act on their part to be performed or satisfied on or prior to the Closing Date. (9) Certificates addressed to the County and the Underwriters from each of Newton & Associates, Inc. and Ricondo & Associates (collectively, the "Airport Consultant"), substantially in the form attached as Appendix 111. 14 (10) Rating letters evidencing that the ratings listed in the Preliminary Official Statement have been achieved and none of such ratings have been downgraded, suspended or withdrawn or and there shall not have been a negative change in credit watch status by any such national rating agency prior to the Closing Date. (11) Such additional legal opinions, certificates, instruments and other documents as the Representative may reasonably request to evidence the truth and accuracy, as of the date hereof and as of the Closing Date, of the representations, warranties and covenants of the County contained herein and of the statements and information contained in the Official Statement and the due performance or satisfaction by the County on or prior to the Closing Date of all agreements then to be performed and all conditions then to be satisfied by the County. All of the opinions, letters, certificates, instruments and other documents mentioned above or elsewhere in this Contract of Purchase will be deemed to be in compliance with the provisions hereof if, but only if,they are in form and substance satisfactory to the Representative. The opinion of Nabors,Giblin & Nickerson, P.A., which is first referred to in Clause (3) of Subparagraph (e) of this Paragraph 10 of this Contract of Purchase shall be deemed to be satisfactory provided that it is substantially in the form included in Appendix"E"to the Official Statement. 11. The Closing. The payment for the 2022 Bonds shall take place at the I larvey Government Center, 1200 Truman Avenue #207, Key West, Florida 33040, on September 15, 2022 (the "Closing Date"), or on such other date or at such other place as shall have been mutually agreed upon as the date on or place at which the closing shall occur. Simultaneously with such delivery and provided that all conditions to the obligations of the Underwriters set forth in Paragraph 10 hereof have been satisfied and are in form and substance satisfactory to the Representative, the Underwriters will cause the purchase price of the 2022 Bonds to be paid in Federal Funds to the order of the County. The 2022 Bonds, bearing proper CUSIP numbers, will be in the definitive form of one fully registered 2022 Bond for each stated maturity of the 2022 Bonds and in the name in which DTC,or such other person as the Representative shall direct that the 2022 Bonds be registered. Delivery of the 2022 Bonds shall be made solely by means of electronic book entry by DTC,without physical delivery of the 2022 Bonds to the 2022 Bondholders. 12. Expenses. (a) The Underwriters will be under no obligation to pay, and the County will pay all expenses which are directly related to the offering of the 2022 Bonds and which are incident to the performance of the obligations of the County hereunder including, but not limited to, (i) the cost of the reproduction and mailing of the Preliminary Official Statement and the Official Statement in reasonable quantities(including any amendments or supplements thereto);(ii)the cost of the preparation and printing of the 2022 Bonds;(iii)the fees and disbursements of Nabors,Giblin&Nickerson,P.A.,Bond Counsel;(iv) the fees and disbursements of Bryant Miller Olive P.A.,Disclosure Counsel;(v)the fees and disbursements of Frasca&Associates,LLC,Financial Advisor to the County;(vi)the fees and disbursements of the Airport Consultant; (vii) the fees and disbursements of The Bank of New York Mellon Trust Company, N.A., as Registrar and Paying Agent; (viii)the fees and disbursements of any other experts, counsel or consultants retained by the County;and (ix) fees for bond ratings. The County shall pay all expenses (included in the expense component of the Underwriters' discount) incurred on behalf of County employees and representatives which are incidental to implementing this Contract of Purchase including,but not limited to,meals,transportation, lodging and entertainment of those employees and representatives. (b) The Underwriters shall pay the following expenses (certain of which may be included in the expense component of the Underwriters'discount),including but not limited to:(j)the cost 15 of preparation of this Contract of Purchase; (ii) the cost of preparation of the Blue Sky Survey; (iii) all advertising expenses and Blue Sky filing fees in connection with the public offering of the 2022 Bonds;and (iv) all other expenses incurred by them or any of them in connection with the public offering of the 2022 Bonds, including their travel expenses, the fees and disbursements of counsel retained by them and the fees of Lumesis,Inc. for a continuing disclosure compliance review. (c) The County acknowledges that it has had an opportunity, in consultation with such advisors as it may deem appropriate, if any, to evaluate and consider the fees and expenses being incurred as part of the issuance of the 2022 Bonds. 13. Notices. Any notice or other communication to be given to the County under this Contract of Purchase must be given by delivering the same in writing at the address of the County set forth above, and any notice or other communication to be given to the Underwriters under this Contract of Purchase must be given by delivering the same in writing to BofA Securities, Inc., One Bryant Park, 12th Floor, New York,NY 10036,Attn:Cory Czyzewski. 14. Benefit of Agreement. This Contract of Purchase is made solely for the benefit of the County and the Underwriters(including the successors or assigns of any Underwriter),and no other person may acquire or have any right hereunder or by virtue hereof. All of the representations, warranties and covenants of the County contained in this Contract of Purchase will remain operative and in full force and effect, regardless of(i)any investigations made by or on behalf of any of the Underwriters;or(ii) delivery of and payment for the 2022 Bonds pursuant to this Contract of Purchase. 15. Counterparts. This Contract of Purchase may be executed in several counterparts, which together shall constitute one and the same instrument. 16. Florida Law Governs. The validity interpretation and performance of this Contract of Purchase shall be governed by the laws of the State of Florida. 17. Entire Agreement. This Contract of Purchase when accepted by you in writing as heretofore specified shall constitute the entire agreement between us and supersedes all oral statements, prior writings and representations with respect thereto and supersedes all oral statements, prior writings and representations with respect thereto. Any capitalized terms used herein which are not defined herein shall have the meanings assigned to such terms in the Official Statement. 18. Headings. The headings of the sections of this Contract of Purchase are inserted for convenience only and shall not be deemed to be part hereof. [Remainder of page intentionally left blank.] 16 IN WITNESS WHEREOF, the parties hereto have executed this Agreement the day and year first above written. BofA SECURITIES, INC., as Representative of the Underwriters Name' C o4 � y, �kwski Its: Managing Director [Counterpart Signature page to Contract of Purchase] 17 B Name: David Riee-M Title: Mayor, Board of County Commissioners Countersigned: By: Name: vin Madok" i Title: Clerk of the Circuit Court and Comptroller for Monroe County, Florida and ex-officio Clerk to the Board of County Commissioners of Monroe County,Florida [Counterpart Signature page to Contract of Purchase] EY R;!0, .D T "ORM: �ERT B, SHILLINGER,JR, NEY ,�, is APPENDIX I MATURITIES,PRINCIPAL AMOUNTS,INTEREST RATES, YIELDS AND PRICES $41,340,000 MONROE COUNTY,FLORIDA AIRPORT REVENUE BONDS (KEY WEST INTERNATIONAL AXRPORT),SERIES 2022(AMT) $19,3O5,OU0 Serial Series 2O22Bonds Maturity Principal Interest (October 11 Amount Rate Yield Price 2025 $ 605,000 5.000% 3.280% 104.943 2026 400,000 5.000 3.400 105.996 2027 505,000 5.000 3.400 106.975 2028 530,000 5.000 3.580 107.654 2029 875,000 5.000 3.660 100.252 2030 920,000 5.000 1770 108.465 2031 965,000 5.000 3.930 108.076 2032 1,015,000 5000 4.050 107.774 2033 1,065,000 5.000 4.200* 106.498 2034 1,120,000 5.000 4.360^ 105]58 2035 1,175,000 5.000 4.470° 104.249 2036 1,235,000 5.080 1530° 103.757 2037 1,295,000 5.000 4.580° 103.349 2030 1,360,000 5.000 4.640° 102.862 2039 1,430,000 5.000 4.710° 102.297 2040 1,500,000 5.000 4.750° 101.976 2041 I,575,000 5.000 4.800» 101.576 2042 1,655,000 5.000 4.840° 101.258 $9,64O,0O05.250%Term Bond due nn October 1,2U47-Yield 49UU%°-Price l02.747 $l2,395,00O5.000%Term Bond due on October l,2O52-Yield 5.00U%-Price I0O.UUO *Yields calculated to the first optional call date of October I,2U32. l-19 REDEMPTION PROVISIONS Optional Redemption. The 2022 Bonds maturing on or prior W October 1, 2032 are not subject to optional redemption priorhntheir respectivematurities.The 2022 Bonds maturing oo and after October L 2033 may be redeemed prior to their respective maturities, at the option of the County, either in whole or iu part, from any monies that may be available for such purpose, on any date on or after October 1, 2032, at a redemption price equal to 100%of the principal amount of the 2022 Bonds to be redeemed,plus accrued interest to the redemption date, without premium. Redemption. The 2O22Bonds maturing on October 1, 2047ore subject tomandatory redemption at the redemption price of par plus accrued interest on the dotes and in the amounts of the Sinking Fund Installments set forth below: Date Sinking Fund (October 1) Installments 2043 $1,735,000 2044 1,825,000 2045 1,925,000 2046 2,025,000 2047° 2,I30,000 *Maturity The 2022 Bonds rnatozioX on October 1, 2052 are subject to mandatory redemption at the rodmonpdun price of par plus accrued interest on the dates and in the amounts of the Sinking Fund Installments set forth below: Date Sinking Fund (October ) Installments 2048 $2,245,000 2049 2,355,000 2050 2,475,000 2051 2,595,000 2052° 2,725,000 Waturdv I'20 APPENDIX 11 DISCLOSURE STATEMENT The undersigned, BofA Securities, Inc. Abe "Representative") of the group of underwriters described in this paragraph, acting oobehalf of itself, and PNC Capital Markets L[C (co]|ecbvely, the "Underwriters") proposes to negotiate with Monroe County, Florida (the "County"), for the aa}u of the Couuty's Airport Revenue Bonds (Key West International AirporU, Seriee2022 (AM?) in the aggregate principal amount of $41,340,000 (the ''2022 Bonds"). All capitalized undefined tezrue used herein in connection with the 2022 Bonds shall have the meanings ascribed to them in the Resolution. Prior to the award of the 2022 Bonds,the following information is hereby furnished to the County as of this 31st day of /\uRoet2O22: l. Set forth is an itemized list of the nature and estimated amounts of expenses to be incurred by the Underwriters bn connection with the issuance of the 2022Bonds: 2022 Bonds $/1800 Amount i-Deal800k,uooing $0.06728 $ 2,781.55 i'Deal Order Monitor 0.03266 1,35027 i-]mal Wire Charges 0.00277 114.32 C[JSTP Charge and Disclosure Fee 0.02643 1,092.50 [)TC Service Fees 0.01935 808.00 Lucuesia 0.01906 825.00 Out o{Pocket 024190 \O,OOO.00 Underwriters'Counsel Fee _0i72569 _3},00{i00 Total $I.I3603° $46,96364 ~Total does not foot due torounding. 2. (a) The names, add/ueaoe and estimated amounts of compensation of any finders, as defined in Section 218.386 Florida Statutes,connected with the issuance of the 2022 Bonds. None (b) Any other fee, bonus and other compensation estimated to be paid by the Underwriters in connection with the issuance of the 2022 Bonds to any person not regularly employed or retained 6y the Underwriters. None 3. (a) The amount of the underwriting spread(the difference between the price at which the 2022Bonds will be initially offered to the public by the Underwriters and the price to be paid to the County for the 2022 Bonds)expected to be realized by the Underwriters is$253,663.64 which includes the following: $/1000 Amount Underwriter's Expenses................................................................... $1.13603 $46,963.64 Average Takedown.......................................................................... 5.00000 206,700.00 Total............................................................................................. $6.13603 $253,663.64 4. Truth-in-Bonding Statement. The proceeds from the sale of the 2022 Bonds will be used to: (1) finance and refinance various costs of certain capital improvements to the Airport, as more particularly described in the Preliminary Official Statement,(2)refinance an outstanding line of credit with PNC Bank National Association,(3)fund the Reserve Account,and(4)pay the costs of issuance of the 2022 Bonds. The 2022 Bonds are expected to be repaid over a period of 30.04 years. At an all-in true interest cost of 4.993135%, total interest paid over the life of the 2022 Bonds will be$41,948,212.78. The 2022 Bonds will be repaid from the Pledged Funds in the manner described in the Resolution. Authorizing the 2022 Bonds will result in up to an average of$2,772,166.85 annually of Net Revenues,not being available to finance the other services of the County for 30.04 years. 5. The name and address of the Underwriters connected with the 2022 Bonds are as follows: BofA Securities,Inc. One Bryant Park, 12th Floor New York, NY 10036 PNC Capital Markets LLC 201 North Franklin Street,Suite 1500 Tampa,Florida 33602 [Remainder of page intentionally left blank] 11-2 IN WITNESS WHEREOF, the undersigned has executed this Disclosure Statement on behalf of the Underwriters. BofA SECURITIES, INC., as Representative of the Underwriters A� Its: Managing Director [Signature page to Disclosure Statement] 11-3 APPENDIX III FORM OF CERTIFICATES OF AIRPORT CONSULTANT September 15,2022 Key West International Airport BofA Securities,Inc. Monroe County,Florida One Bryant Park, 12th Floor 1100 Simonton Street,Suite 205 New York,NY 10036 Key West, FL 33040 $41,340,000 MONROE COUNTY,FLORIDA AIRPORT REVENUE BONDS (KEY WEST INTERNATIONAL AIRPORT),SERIES 2022(AMT) Dear We consent to the inclusion in the Preliminary Official Statement dated August 18, 2022 (the "Preliminary Official Statement") and in the Official Statement dated August 31, 2022 (together with any supplements and amendments thereto,the"Official Statement")relating to the issuance by Monroe County, Florida (the "County") of the above-captioned 2022 Bonds, of the Report of the Airport Consultant, dated August 18,2022(the"Report")which appears in Appendix C of the Preliminary Official Statement and the Official Statement and to references to us and to the Report contained in the Preliminary Official Statement and the Official Statement. 1. The Airport Consultant has been retained by the County to act as the independent consultant for the County (the "Airport Consultant") and was retained by the County to prepare the Report. The Airport Consultant was responsible for the compilation of certain financial and statistical information and data relating to the Airport and relied upon in support of the analysis thereof contained in the Report. The Report was prepared in accordance with generally accepted consulting practices and the undersigned believes that the assumptions used in preparing the Report are reasonable based on the information provided to the Airport Consultant by the County, financial advisors, and others. 2. In connection with the preparation of the Report, personnel of the Airport Consultant have participated in meetings and discussions with and,where applicable,have received information and assumptions from representatives of the County, Bond Counsel, Disclosure Counsel, and the Financial Advisor with respect to the issuance of the 2022 Bonds. Personnel of the Airport Consultant have also:(i) reviewed the latest available financial statements and other financial information made available by the County attributable the Airport as of the date of our Report; (ii)consulted with the staff of the County responsible for financial, operation and other matters, and (iii)undertaken such other procedures as are deemed necessary under the circumstances. Based on these procedures, nothing has come to the attention of the Airport Consultant in connection with the preparation of the Report which would cause us to believe that the Report, or any of the statements specifically attributed to the Airport Consultant in the Preliminary Official Statement,as of its date,or the Official Statement, as of its date or as of the date hereof, are inaccurate in any material respect. 3. We have reviewed the Preliminary Official Statement and the Official Statement and the information in the Preliminary Official Statement and the Official Statement attributable to the Airport Consultant,including but not limited to the information in the sections therein entitled"Tf IF SERIES 111-1 2022 PROJECT AND PLAN OF FINANCE — ESTIMATED SERIES 2022 PROJECT COST AND FUNDING," "THE COUNTY AND THE AIRPORT" and "REPORT OF THE AIRPORT CONSULTANT" and "APPENDIX C — REPORT OF THE AIRPORT CONSULTANT" attached thereto does not contain as of their respective dates or, with respect to the Official Statement, as of the date hereof,any untrue statement of a material fact or omit or fail to state a material fact required to be stated therein or necessary to make the statements therein, in light of the circumstances under which they were made,not misleading. 4. This Certificate is solely for the information of, and assistance to,the County,the Underwriters and their respective counsel in conducting and documenting their investigation of the matters covered by the Report in connection with the offering pursuant to the Official Statement for the 2022 Bonds, and is not to be used, circulated, quoted or otherwise referred to for any other purpose, including, but not limited to, the purchase or sale of securities, except that reference may be made to it in any list of closing documents pertaining to such offering. 5. 1 am authorized to deliver this Certificate on behalf of the Airport Consultant. [NEWTON&ASSOCIATES,INC.][RICONDO& ASSOCIATES] By: Name: Title: APPENDIX IV FORM OF CERTIFICATE OF REPRESENTATIVE REGARDING ISSUE PRICE $41,340,000 MONROE COUNTY,FLORIDA AIRPORT REVENUE BONDS (KEY WEST INTERNATIONAL AIRPORT), SERIES 2022(AMT) BofA Securities,Inc. ("BofA") for itself and as representative of the Underwriters (collectively, the "Underwriting Group") for the 2022 Bonds identified above (collectively, the "Issue"), issued by Monroe County, Florida (the "County"), based on its knowledge regarding the sale of the Issue, certifies as of this date as follows: Issue Price. The Contract of Purchase as to the Issue was executed on August 31,2022,between the County and BofA,as representative of the Underwriting Group. 1. Sale of the General Rule Maturities. As of the date of this certificate,for each Maturity of the General Rule Maturities, the first price at which at least 10% of such Maturity of the Issue was sold to the Public is the respective price listed in Schedule A. 2. Initial Offering Price of the Hold-the-Offering-Price Maturities. a) The Underwriting Group offered the Hold-the-Offering-Price Maturities to the Public for purchase at the respective initial offering prices listed in Schedule A(the"Initial Offering Prices")on or before the Sale Date. A copy of the pricing wire or equivalent communication for the Bonds is attached to this certificate as Schedule B. b) As set forth in the Contract of Purchase, the members of the Underwriting Group have agreed in writing that, (i) for each Maturity of the Hold-the-Offering-Price Maturities, they would neither offer nor sell any of the unsold Issue of such Maturity to any person at a price that is higher than the Initial Offering Price for such Maturity during the Holding Period for such Maturity (the "hold-the-offering-price rule"), and (ii) any selling group agreement shall contain the agreement of each dealer who is a member of the selling group,and any retail distribution agreement shall contain the agreement of each broker-dealer who is a party to the retail distribution agreement, to comply with the hold-the-offering-price rule. No member of the Underwriting Group has offered or sold any unsold Issue of any Maturity of the Hold-the-Offering-Price Maturities at a price that is higher than the respective Initial Offering Price for that Maturity of the Issue during the Holding Period. Definitions. "General Rule Maturities" means those Maturities of the Bonds listed in Schedule A hereto as the "General Rule Maturities." "Hold-the-Offering-Price Maturities" means those Maturities of the Bonds listed in Schedule A hereto as the"Hold-the-Offering-Price Maturities." IV-1 "Holding Period" means, with respect to a Hold-the-Offering-Price Maturity, the period starting on the Sale Date and ending on the earlier of(i)the close of the fifth business day after the Sale Date,or(ii) the date on which the Underwriters have sold at least 10%of such Hold-the-Offering-Price Maturity to the Public at prices that are no higher than the Initial Offering Price for such Hold-the-Offering-Price Maturity. "Initial Offering Price" means, with respect to each Maturity of the Issue, the respective price (or yield) for that Maturity listed in the final Official Statement, dated August 31,2022, for the Issue. "Maturity" means bonds of the Issue with the same credit and payment terms. Bonds of the Issue with different maturity dates,or bonds of the Issue with the same maturity date but different stated interest rates,are treated as separate Maturities. "Public" means any person (including an individual, trust, estate, partnership, association, company,or corporation)other than an Underwriter or a Related Party to an Underwriter. "Related Party"generally means(a)with respect to a corporation, an owner(directly or indirectly) of more than fifty percent (50%) of the total combined voting power of all classes of stock of that corporation, (b) with respect to a partnership or other unincorporated entity, an owner (directly or indirectly)of more than fifty percent(50%)of the capital interests or profits interests of that unincorporated entity, or (c) any two or more persons who have greater than fifty percent (50%) common ownership, directly or indirectly. "Sale Date" means the first day on which there is a binding contract in writing for the sale of a Maturity of the Bonds. The Sale Date of the Issue is August 31,2022, the date of execution of the Contract of Purchase. "Underwriter" means (A) any person that agrees pursuant to a written contract with the County (or with the lead underwriter to form an underwriting syndicate) to participate in the initial sale of the Issue to the Public and(B) any person that agrees pursuant to a written contract directly or indirectly with a person described in clause (A) to participate in the initial sale of the Issue to the Public (including a member of a selling group or a party to a third-party distribution agreement participating in the initial sale of the Issue to the Public). The representations set forth in this certificate are limited to factual matters only. Nothing in this certificate represents BofA's interpretation of any laws, including specifically Sections 103 and 148 of the Internal Revenue Code of 1986, as amended, and the Treasury Regulations thereunder. The undersigned understands that the foregoing information will be relied upon by the County with respect to certain of the representations set forth in the Tax Certificate and with respect to compliance with the federal income tax rules affecting the Issue, and by of Nabors, Giblin& Nickerson, P.A., as bond counsel in connection with. rendering its opinion that the interest on the Issue is excluded from gross income for federal income tax purposes, the preparation of Internal Revenue Service Form 8038-G,and other federal income tax advice it may give to the County from time to time relating to the Issue. The representations set forth herein are not necessarily based on personal knowledge and, in certain cases, the undersigned is relying on representations made by the other members of the Underwriting Group. Dated: September 15,2022 IV-2 BofA SECURITIES INC. By: Name: Cory Czyzewski Title: Managing Director IV-3 Schedule A SALE PRICE OF THE BONDS SALE PRICES OF THE GENERAL RULE MATURITIES Serial Series 2022Bonds Maturity Principal Interest (October Amount Rate Yield Price 2025 $ 605,000 5.000% 3.280% 104.943 2026 480,000 5.000 3.400 105.996 2027 505,000 5.000 3.400 106.975 2028 530,800 5.000 3.580 107.654 2029 875,000 5.000 3.660 108.252 2030 920,080 5.000 3.770 108.465 2031 965,000 5.000 3.930 108.076 2032 1,015,000 5.000 4.050 107.774 2034 1,120,000 5.000 4.360* 105.158 2035 1,175,000 5.000 4.470° 104.249 2036 1,235,800 5.000 4.530^ 103.757 2037 1,295,000 5.000 4.580° 103.349 2038 1,360,000 5.000 4.640^ 102.862 2039 1,430,000 5.000 4.710+ 102.297 2040 1,500,000 5.000 4.750^ 101.976 2041 1,575,000 5.000 4.800" 20I.576 2042 1,655,000 5.000 4.840° 101.258 $9,640,0005.250%Term Bond due on October 1,2U47-Yield 4.9OU%~-Price 1O2747 $12,395,O005.000%Term Bond due nu October 1,2O52-Yield 5.O0U%-Price|0U.U0O INITIAL OFFERING PRICES OF THE HOLD-THE-OFFERING-PRICE MATURITIES Maturity Principal Interest (October Amount Rate Yield Price 2033 $1,065,000 5.0000/() 4.200%° 106.498 *Yields calculated ho the first optional call date o{October|,2O32. Schedule A-1 Schedule B Supporting Documentation Schedule B-1 APPENDIX VI FORM OF THE OPINION OF THE ASSISTANT COUNTY ATTORNEY September 15,2022 Nabors,Gilbin&Nickerson,P.A. BofA Securities, Inc. Tampa,Florida New York,New York Re: Monroe County, Florida $41,340,000 Airport Revenue Bonds (Key West International Airport),Series 2022(AMT) Ladies and Gentlemen: I have acted as Counsel for Monroe County,Florida(the"County")in connection with the issuance by the County of its $41,340,000 Airport Revenue Bonds (Key West International Airport), Series 2022 (AMT) (the"2022 Bonds"), issued pursuant to Bond Resolution No. 206A-2022 adopted by the County Commission on August 17,2022(the"Master Resolution"),as supplemented by Resolution No.206B-2022 adopted by the County Commission on August 17, 2022 (the "Supplemental Resolution" and together with the Master Resolution, the"Resolution"). The County has entered into the Signatory Agreement(the"Signatory Agreement")with Allegiant Air,American Airlines,Inc.,Delta Air Lines,Inc.,JetBlue Airways,Silver Airways,and United Airlines Inc. All terms used herein in capitalized form and not otherwise defined herein shall have the same meaning as ascribed to them under the Resolution. In rendering the opinions set forth below,I have examined and have relied upon such agreements, certificates, documents and opinions, including certificates or representations of public officials and other officers or representatives of the various parties participating in this transaction,as I have deemed relevant and necessary. In my examination of the foregoing, I have assumed the genuineness of signatures on all documents and instruments, the authenticity of the documents submitted as originals and the conformity to originals of documents submitted as copies. I am rendering this opinion as a member of the Florida Bar. Based upon and subject to the foregoing, and subject to the qualifications hereinafter expressed, 1. am of the opinion that: W The County is duly organized and validly existing under the Constitution and laws of the State of Florida, and has full legal right, power and authority to adopt the Resolution, which Resolution has been duly adopted by the County, and to execute, deliver and perform its obligations under the Resolution, to authorize, issue and sell the 2022 Bonds and to operate, maintain, collect and enforce the collection of Revenues and PFC Revenues as set forth in the Resolution, to enter into and perform its obligations under the Contract of Purchase dated August 31, 2022, between BofA Securities, Inc., on behalf of itself and the other underwriter described therein,and the County pertaining to the 2022 Bonds(the"Contract of Purchase")and the Signatory Agreement, and to carry out and consummate all transactions required of it as contemplated by the Contract of Purchase, the Continuing Disclosure Certificate dated September 15, 2022 VI-1 pertaining to the 2022 Bonds (the "Continuing Disclosure Certificate"), the Official Statement relating to the 2022 Bonds dated August 31,2022(together with any supplements and amendments thereto,the"Official Statement"),and the Resolution. (ii) The Resolution and the 2022 Bonds, have been duly approved, authorized, executed and delivered by the County and are in full force and effect on the date hereof and are valid and binding obligations of the County,enforceable in accordance with their terms(except to the extent that the enforcement thereof may be limited by bankruptcy, reorganization, insolvency or similar laws relating to or affecting the enforcement of creditors rights generally, and to moratorium laws from time to time in effect). (iii) The County has full power and authority to issue the 2022 Bonds;the 2022 Bonds have been duly and validly authorized and issued in accordance with the constitution and statutes of the State of Florida, including, without limitation, the Act; the 2022 Bonds are legal, valid and binding obligations of the County, enforceable in accordance with their terms and are entitled to the benefits of the Resolution and the Act;and the 2022 Bonds have been duly sold in accordance with all requirements of Florida law. (iv) The Contract of Purchase,the Continuing Disclosure Certificate and the Signatory Agreement have been duly authorized, executed and delivered and constitute the legal,valid and binding obligations of the County enforceable in accordance with their respective terms(except to the extent that the enforcement thereof may be limited by bankruptcy, reorganization, insolvency or similar laws relating to or affecting the enforcement of creditors' rights generally, and to moratorium laws from time to time in effect). M The adoption of the Resolution, the execution and delivery of the Bonds, the Contract of Purchase, the Continuing Disclosure Certificate and the Signatory Agreement (collectively, the "County Documents") and the consummation of the transactions contemplated thereby,and the compliance with the provisions thereof,will not conflict with or constitute on the part of the County a breach of or a default under any existing(a)laws of the State of Florida or any department,division,agency or instrumentality thereof or of the United States to which the County is subject, or (b) court order, consent decree, agreement, resolution or instrument to which the County is a party or may otherwise be subject or(c)Aviation laws,rules and regulations,including regulations promulgated by the Federal Aviation Administration to which the County is subject, which in each of (a), (b) and (c) such contravention, violation, breach or default would have a material adverse effect on the County's ability to perform under the County Documents. (vi) All approvals,consents and orders of any governmental authority, board, agency or commission having jurisdiction which would constitute a condition precedent to the performance by the County of its obligations under the Resolution, the 2022 Bonds, the Contract of Purchase, the Continuing Disclosure Certificate and. the Signatory Agreement have been obtained. (vii) There is no litigation or proceeding, pending or to my knowledge threatened, in any way affecting the corporate existence of the County or the titles of the members of the County or to their respective positions, or seeking to restrain or to enjoin the issuance, sale or delivery of the 2022 Bonds, or the collection of Revenues of the County pledged or to be pledged to pay the principal of and interest on the 2022 Bonds, or the pledge thereof or of any of the other Pledged VI-2 Funds, or in any way contesting or affecting the validity or enforceability of the 2022 Bonds, the Resolution,the Contract of Purchase,the Continuing Disclosure Certificate or any of the Signatory Agreement, or contesting in any way the completeness or accuracy of the Preliminary Official Statement dated as of August 18, 2022 as of its date (except for permitted omissions under Rule 15c2-12 of the Securities Exchange Act of 1934, as amended (the"Rule")) or the Official Statement as of its date and as of the date hereof, or contesting the powers of the County or its County with respect to the 2022 Bonds, the Resolution, the Contract of Purchase, the Continuing Disclosure Certificate or any of the Signatory Agreement. (viii) The statements contained in the Preliminary Official Statement as of its date (except for permitted omissions under the Rule)and the Official Statement as of its date and as of the date hereof with respect to the County and legal matters(except for(i)the financial and statistical data contained therein, and (ii) the information concerning The Depository Trust Company and its book-entry only system of registration of the 2022 Bonds,as to which no view is expressed)did not and do not, as the case may be, contain any untrue statement of material fact and do not omit to state any material fact necessary to make the statements therein,in the light of the circumstances under which they were made,not misleading. The foregoing opinions are subject to the effect of, and restrictions and limitations imposed by or resulting from bankruptcy,insolvency,debt adjustment,moratorium,reorganization,receivership or other similar laws affecting creditor's rights and judicial discretion and the valid exercise of the sovereign police powers of the State of Florida and of the constitutional power of the United States of America. By use of the word"enforceable"in this opinion,I am not rendering any opinion as to the availability of the remedy of specific performance or other equitable relief. I am an attorney admitted to practice in the States of Florida and, in rendering the opinions expressed herein, I have not passed upon, or purported to pass upon, the laws of any jurisdiction other than the State of Florida and the United States of America. No opinion is expressed as to the exclusion of interest from gross income for Federal income tax purposes or the exemption of interest from state taxes. My opinion is limited in all respects to the laws existing on the date hereof. By providing this opinion to you,I do not undertake to advise you of any changes in the law which may occur after the date hereof or the revise,update or modify this opinion subsequent to the date hereof. Notwithstanding the foregoing,I do not pass upon the applicability of any approvals,consents and orders as may be required under the Blue Sky or securities laws or legal investment laws of any state in connection with the offering and sale of the 2022 Bonds. I am furnishing this opinion to you solely for your benefit and no other person is entitled to rely hereon without my prior consent. This opinion is not to be used, circulated quote or otherwise referred to for any other purpose. Sincerely, Pedro J.Mercado, Esq. Senior Assistant County Attorney Monroe County,Florida VI-3