MINUTES OF MEETING
WINDSOR CAY
COMMUNITY DEVELOPMENT DISTRICT
The regular meeting of the Board of Supervisors of the Windsor Cay Community
Development District was held on Tuesday, November 18, 2025, at 3:00 p.m. at the Cooper
Memorial Library, 2525 Oakley Seaver Drive, Clermont, Florida.
Present and constituting a quorum were:
Aaron Struckmeyer Chairman
Bernard Sullivan Vice Chairman
Justin Booth Assistant Secretary
Also present were:
George Flint District Manager
Ryan Dugan by phone District Counsel
Bill Whitegon by phone District Engineer
Ashley Hilyard Field Manager
FIRST ORDER OF BUSINESS Roll Call
Mr. Flint called the meeting to order and called the roll. Three Board members were present
constituting a quorum.
SECOND ORDER OF BUSINESS Public Comment Period
There were no members of the public present to provide comment.
THIRD ORDER OF BUSINESS Organizational Matters
A. Administration of Oaths of Office to Newly Elected Board Members
Mr. Flint administered the Oath of Office to Mr. Struckmeyer and Mr. Booth. Christopher
Cleary will be administered his Oath of Office at a later date.
B. Consideration of Resolution 2026-03 Canvassing and Certifying the Results of the
Landowners’ Election
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Mr. Flint reviewed the results of the Landowners’ Election noting that Aaron Struckmeyer
was nominated to Seat #3 with 100 votes, Christopehr Cleary was nominated to Seat #4 with 99
votes, and Justin Booth was nominated to Seat #5 with 100 votes.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, Resolution 2026-03 Canvassing and Certifying the
Results of the Landowners’ Election, was approved.
C. Electing Officers
Mr. Flint stated that the Florida statute requires an election of officers after a Landowners
election.
D. Consideration of Resolution 2026-04 Electing Officers
Mr. Flint suggested approving a slate of officers with Mr. Struckmeyer as Chair, Mr.
Sullivan as Vice Chair, the three remaining Board members as Assistant Secretaries, Mr. Flint as
Secretary, Jill Burns from the GMS office as Treasurer, and Katie Costa and Darrin Mossing also
from the GMS office as Assistant Treasurers.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, Resolution 2026-04 Electing Officers as slated above,
was approved.
FOURTH ORDER OF BUSINESS Financing Matters
A. Consideration of Supplemental Assessment Methodology Report for Assessment
Area Two
Mr. Flint explained that the Assessment Methodology has been updated due to the pricing
of the bonds by the District’s underwriter. He summarized the tables for the Board and offered to
answer any questions.
B. Consideration of Resolution 2026-02 Supplemental Assessment Resolution
Mr. Flint stated this resolution was prepared by District Counsel and finalizes the debt
assessments and brings them down to the level of pricing. This resolution is required to finalize
the debt assessments for the 2025 bonds for Assessment Area 2. Mr. Dugan offered to answer any
Board questions before there was a motion of approval.
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On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, Resolution 2026-02 Supplemental Assessment
Resolution, was approved.
C. Approval of Supplemental Notice of Imposition of Special Assessments
Mr. Flint stated that there is no action required on the notice.
D. Consideration of Amended and Restated Disclosure of Public Finance
Mr. Flint stated that this has been updated for this bond issue and offered to answer any
questions.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, the Amended and Restated Disclosure of Public
Finances, was approved.
E. Approval of Series 2025 Requisition #1
Mr. Flint presented the requisition and noted that it won’t be funded until the bonds close.
The requisition was attached for Board review and there were no questions.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, the Series 2025 Requisition #1, was approved.
FIFTH ORDER OF BUSINESS Consideration of Resolution 2026-05
Recognizing the Satisfaction of
Contributions for the 2024 Assessments –
Added
Mr. Dugan presented the resolution and explained that the 2024 bonds for Assessment Area
1 had a contribution requirement from the developer to satisfy the targeted levels of assessments.
This resolution recognizes that the developer’s contribution requirement was satisfied through the
acquisition explained in the resolution.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, Resolution 2026-05 Recognizing the Satisfaction of
Contribution for the 2024 Assessments, was approved.
SIXTH ORDER OF BUSINESS Staff Reports
A. Attorney
Mr. Dugan noted he had nothing more to report.
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B. Engineer
i. Consideration of Proposal for Assessment Area #2 Regarding Capital
Infrastructure Consultation
Mr. Whitegon presented the additional services agreement to provide engineering services
for Assessment Area 2’s capital infrastructure consultation which will include McIntosh assisting
the District through the preparation of the Engineer’s Report and the capital improvement program.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, the Proposal for Assessment Area #2 Regarding Capital
Infrastructure Consultation, was approved.
C. District Managers Report
i. Approval of Check Register
Mr. Flint presented the check registers totaling $50,253.03 and offered to answer any
questions. There were no questions, and there was a motion of approval.
On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, the Check Register, was approved.
ii. Balance Sheet and Income Statement
Mr. Flint presented the unaudited financials. There is no action required.
D. Field Manager’s Report
Ms. Hilyard presented the Field Manager’s report which was provided in the agenda
package for review.
SEVENTH ORDER OF BUSINESS Other Business
There being no other business, the next item followed.
EIGHTH ORDER OF BUSINESS Supervisors Requests
There being no comments, the next item followed.
NINTH ORDER OF BUSINESS Adjournment
Mr. Flint asked for a motion to adjourn the meeting.
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On MOTION by Mr. Sullivan, seconded by Mr. Struckmeyer, with
all in favor, the meeting was adjourned.
_______________________________ _______________________________
Secretary/Assistant Secretary Chairman/Vice Chairman
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