Meeting Minutes for March 26, 2026
Clearwater Cay Community Development District
A regular meeting of the Board of Supervisors of the Clearwater Cay Community Development District was scheduled for Thursday, March 26, 2026 at 7:00 p.m. at the Grand Venezia Baywatch Clubhouse at 2704 Via Murano in Clearwater, Florida 33764.
Present and constituting a quorum were:
Alan Glidden – Chair
Anthony Anastasio – Vice Chair
Jeff Wilson – Assistant Secretary
Lisa Donini – Assistant Secretary
Also present were:
Mandie Rainwater – District Manager, Premier District Management (PDM)
Also attending remotely:
Christopher Dudak – Client Services Manger, PDM
Jack McKinney – Resident
FIRST ORDER OF BUSINESS Call to Order and Roll Call
The meeting was called to order at 7:01 p.m., and District Manager Rainwater called the roll. Present and constituting a quorum were Chair Glidden, Vice Chair Anastasio, and Supervisors Wilson and Donini. District Manager Rainwater was present. Client Services Manager Dudak and Resident Jack McKinney attended online.
SECOND ORDER OF BUSINESS Approval of the Agenda
The Agenda was amended to add item 12D.
On MOTION by Chair Glidden, seconded by Supervisor Wilson, with all in favor, the Board approved the agenda as amended.
THIRD ORDER OF BUSINESS Audience Comments on Agenda Items
There were no Audience comments.
FOURTH ORDER OF BUSINESS Discussion on Seat 3 Vacancy
District Manager Rainwater noted receipt of a letter of interest from resident Jack McKinney and confirmed he met the statutory qualifications for appointment. District Counsel, Dan Molloy, advised that while Mr. McKinney could be appointed at this meeting, he would not be eligible to vote until taking the required oaths of office before a Notary Public.
FIFTH ORDER OF BUSINESS Appointment to Seat 3
Jack McKinney was nominated to fill out the remaining term of vacant Seat 3 on the Board, and the Board approved his appointment.
On MOTION by Chair Glidden, seconded by Vice Chair Anastasio, with all in favor, the Board approved the nomination of Jack McKinney to fill out the remaining term of vacant Seat 3 on the Board.
SIXTH ORDER OF BUSINESS Oaths of Office (2)
As no Notary Public was present at the time of appointment and remote notarization was unavailable, the oath of office for Jack McKinney was scheduled for May 28, 2026.
SEVENTH ORDER OF BUSINESS Board Reorganization Resolution 2026-04
District Manager Rainwater explained that following a change in Board composition, Florida Statutes require the Board to consider reorganization of roles. The Board acted to retain all supervisor positions as they currently were, adding Jack McKinney as Assistant Secretary, retaining Mandie Rainwater as Secretary, adding Cal Teague as Treasurer, adding Chris Dudak as Assistant Treasurer and as Assistant Secretary.
On MOTION by Chair Glidden, seconded by Vice Chair Anastasio, with all in favor, the Board approved to retain all existing officer positions and to appoint Jack McKinney as Assistant Secretary, retain Mandie Rainwater as Secretary, appoint Cal Teague as Treasurer, and appoint Christopher Dudak as Assistant Treasurer and Assistant Secretary.
EIGHTH ORDER OF BUSINESS Approval of Meeting Minutes
A. Draft Meeting Minutes for January 22, 2026
The meeting minutes were approved as presented.
On MOTION by Chair Glidden, seconded by Supervisor Wilson, with all in favor, the Board approved the Regular Meeting Minutes for January 22, 2026 as presented.
NINTH ORDER OF BUSINESS Engineer
A. SWFWMD Stormwater Inspection Due
Engineer Dausch reported to Client Services Manager Dudak that the required SWFWMD stormwater system inspection and report, due May 21, 2026, has been completed and will be submitted closer to the due date to avoid resetting the statutory inspection cycle. The inspection identified the need to clear material beneath a skimmer to improve surface water flow in the retention area located west of Building 1; the Engineer will coordinate corrective action with Randy, the operations representative for Grand Venezia. Additionally, the Engineer noted three depressions forming near the seawall, which are being monitored and properly addressed by Randy.
TENTH ORDER OF BUSINESS Old Business
There was no old business.
ELEVENTH ORDER OF BUSINESS New Business
There was no new business.
TWELFTH ORDER OF BUSINESS District Manager
A. Quotes for Liability Insurance Update
i. GL from Accredited Specialty Insurance Company
ii. POL/EPL from Richmond National Insurance Company
The District Manager presented the most recent liability insurance quotes, totaling approximately $64,000 for General Liability and Public Officers/Employment Practices Liability coverage. Due to the District’s claims history, available quotes were limited to surplus lines carriers. Following Board discussion, and based on the recommendation to continue self‑insurance as has been in place since 2023, the Board opted to continue self‑insuring
B. FY 2027 Proposed Budget
The District Manager reported that two budget options were presented to the Board, both reflecting no proposed change to assessments from the current fiscal year. It was noted that the Board is required to approve a proposed budget prior to June 15, 2026, and that the public budget hearing must be scheduled at least 60 days following such approval.
A list of budget concerns developed in coordination with the Chair was included in the meeting materials, with the primary uncertainty identified as projected legal and litigation costs for FY 2027. Budget assumptions were based on the projected FY 2025 ending fund balance and available current‑year actuals.
Budget Option 1 included funding of $64,460 for insurance, $20,000 for district legal expenses, and $50,000 for litigation, with a $5,000 use of fund balance, resulting in an estimated ending fund balance of $88,333. Budget Option 2 excluded insurance costs, allocated $25,000 for legal expenses, $95,036 for litigation, and $10,000 for minor road repairs on Belleair Road, resulting in an estimated ending fund balance of $93,332.
District Manager Rainwater further advised that litigation counsel, Dale Scott, had provided updated cost projections on the lawsuit for the remainder of FY 2026 and the early portion of FY 2027, estimating total litigation expenditures in the range of $50,000 to $75,000 related primarily to appellate briefing, research, record review, potential motion practice, and oral argument. Current FY 2026 actuals, as of March 19, 2026, reflected legal expenditures of $6,200 and litigation expenditures of $9,875, indicating that projected costs remain within the approved FY 2026 budget.
Based on prior Board action to continue self‑insurance, the Board selected Budget Option 2 and reallocated the estimated insurance costs into legal and litigation budget categories. Assessment revenues for FY 2027 were maintained at $228,179 before discounts and fees. The Board approved the FY 2027 Proposed Budget as revised.
On MOTION by Chair Glidden, seconded by Supervisor Wilson, with all in favor, the Board approved Budget Option 2 for the FY 2027 Proposed Budget, including reallocation of $64,000 into the legal and litigation line items, with no change to the District assessment levels.
i. Resolution 2026-05 Approve Budget and Set Public Hearing
The Board approved the resolution adopting the FY 2027 Proposed Budget, setting July 23, 2026, as the public budget hearing date and capping assessment collections at $228,179 prior to discounts and fees.
On MOTION by Chair Glidden, seconded by Supervisor Wilson, with all in favor, the Board approved Resolution 2026-05, which approves the Proposed Budget for Fiscal Year 2027, with no change to assessments, capping collections at $228,179 and sets the public hearing for 7 p.m. on July 23, 2026, at the Grand Venezia Clubhouse.
C. County Run Election Resolution 2026-06
District Manager Rainwater reviewed the resolution authorizing Pinellas County to continue conducting elections for the District. It was noted that Seats 3, 4, and 5 are scheduled for election in November, 2026, including the seat currently held by Jack McKinney, as well as the seats held by Supervisor Wilson and Vice Chair Anastasio.
On MOTION by Chair Glidden, seconded by Supervisor Wilson, with all in favor, the Board approved Resolution 2026-06.
D. FY 2025 Audit Letter
District Manager Rainwater reported that an auditor engagement letter for the FY 2025 audit was received as a last‑minute agenda item, consistent with the commencement of the annual audit cycle. Staff began uploading preliminary audit documentation in December, and the District’s auditor, Berger Toombs Elam Gaines and Frank, is expected to begin requesting additional information from staff. The Board was reminded that the auditor is subject to a contractual financial penalty for late delivery of the audit.
THIRTEENTH ORDER OF BUSINESS Financial Reports
A. January and February 2026
District Manager Rainwater advised that the January and February financial reports were not yet available due to a transition in accounting staff. The reports will be distributed once completed, with the January financial statements expected within the week.
FOURTEENTH ORDER OF BUSINESS Attorney
A. Lawsuit(s) Updates
District Manager Rainwater advised that an email update was received from Dale Scott, litigation counsel in the GVCOA v. CDD matter, prior to the meeting. Staff will distribute the update to the Board following review.
FIFTEENTH ORDER OF BUSINESS Supervisor Requests and/or Comments
A. Next Meeting Quorum Check:
All Supervisors confirmed they will be in attendance at the May 28, 2026 meeting.
Supervisor Donini advised the Board of a change in her work schedule and noted that prior meeting times had been adjusted to accommodate her availability. Following discussion, the Board approved changing the regular meeting start time to 6:00 p.m. going forward and authorized staff to advertise the change in accordance with statutory requirements.
On MOTION by Chair Glidden, seconded by Vice Chair Anastasio, with all in favor, the Board approved returning the regular meeting start time to 6:00 p.m., going forward and authorized staff to advertise the change as required by statute.
SIXTEENTH ORDER OF BUSINESS Audience Comments (3-minute limit)
There were no audience comments.