Meeting Minutes for January 22, 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, January 22, 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
Also present were:
Mandie Rainwater – District Manager, Premier District Management (PDM)
Dan Molloy – Attorney, Molloy and James
Also attending remotely:
Christopher Dudak – Client Services Manger, PDM
FIRST ORDER OF BUSINESS Call to Order and Roll Call
The meeting was called to order at 7:00 p.m., and District Manager Rainwater called the roll. Present and constituting a quorum were Chair Glidden, Vice Chair Anastasio, and Supervisor Wilson. District Manager Rainwater and Attorney Molloy were present. Client Services Manager Dudak attended online.
SECOND ORDER OF BUSINESS Approval of the Agenda
On MOTION by Chair Glidden, seconded by Supervisor Wilson, with all in favor, the Board approved the agenda as presented.
THIRD ORDER OF BUSINESS Discussion on Seat 3 Vacancy
Premier District Management staff reported that they were not aware of any interested candidates. The vacancy remains posted on the district’s website. Chair Glidden indicated that he is aware of an interested individual and will forward the letter of interest to staff.
FOURTH ORDER OF BUSINESS Audience Comments on Agenda Items
There were no Audience comments.
FIFTH ORDER OF BUSINESS Approval of Meeting Minutes
A. Draft Meeting Minutes for November 20, 2025
The meeting minutes were approved as presented.
On MOTION by Supervisor Wilson, seconded by Vice Chair Anastasio, with all in favor, the Board approved the Regular Meeting Minutes for November 20, 2025 as presented.
SIXTH ORDER OF BUSINESS Engineer
There were no current projects requiring comment. Staff noted that, to minimize District expenses, the engineer will attend meetings only when requested by the Chair or Staff.
SEVENTH ORDER OF BUSINESS Old Business
There was no old business.
EIGHTH ORDER OF BUSINESS New Business
Chair Glidden introduced a new business item regarding a request from Dan Tsinokas of Grand Venezia to mill and replace the asphalt in the Grand Venezia parking lot to a depth of four inches. The Chair inquired whether work on roadways was covered under the District’s maintenance contract with the GVCOA. Attorney Molloy recommended that the Board approve Mr. Tsinokas’s request by motion, and Staff was directed to provide written approval, to the manager at Grand Venezia, for the GVCOA to completely mange the project.
Later in the meeting, District Manager Rainwater asked whether the Board wished to have the District Engineer oversee the project or review the associated plans and proposals. The Board declined to have the District Engineer oversee the project. Chair Glidden also noted that the cost of the work will be paid by Grand Venezia and not by the CDD.
On MOTION by Chair Glidden, seconded by Vice Chair Anastasio, with all in favor, the Board approved the Grand Venezia to mill and replace the asphalt to a 4” depth in the Grand Venezia parking lots.
NINTH ORDER OF BUSINESS District Manager
A. Authorization of Management Changes
i. Acknowledgement of Mandie Rainwater as District Manager and Custodian of Public Records
District Manager Rainwater reminded the Board that Cal Teague will be retiring this year. Premier District Management has put forward Mandie Rainwater as the new District Manager for the community and Custodian of Public Records. The Board acknowledged this transition without a motion.
ii. Resolution 2026-02: Board Reorganization; Secretary, Treasurer, Assistant Treasurer and Board if Necessary
District Manager Rainwater presented Resolution 2026-02, appointing District Manager Rainwater as Secretary, Jennifer Miller as Treasurer, Cal Teague and Client Services Manager Dudak as Assistant Treasurers, and retaining Client Services Manager Dudak as Assistant Secretary, with the Board positions remaining unchanged.
Chair Glidden asked about District Manager Teague’s future plans, and District Manager Rainwater noted that he plans to be fully retired by August 2026.
On MOTION by Supervisor Wilson, seconded by Vice Chair Anastasio, with all in favor, the Board approved Resolution 2026–02 as presented.
iii. Reaffirming Christopher Dudak as Records Management Liaison Officer
District Manager Rainwater reminded the Board that Client Services Manager Dudak also serves as the District’s Records Management Liaison Officer and answers all public records requests. The Board acknowledged this.
iv. Resolution 2026-03: Check Signing Authority
This resolution adds Client Services Manager Dudak to sign checks as backup to Cal Teague. This was approved by motion of the Board.
On MOTION by Chair Glidden, seconded by Vice Chair Anastasio, with all in favor, the Board approved Resolution 2026–03 as presented.
B. Quotes for General Liability Insurance Update
Client Services Manager Dudak reported that insurance providers continue to decline quoting the district for general liability after reviewing the questionnaire responses and loss runs, although he is currently working on completing another application. Supervisor Wilson stated that he is expecting a quote from from his own source imminently. He expects the quote to be less expensive than options identified in the past and will forward it to staff once it has been received.
C. FY 2027 Budget and Meeting Schedule Discussion
District Manager Rainwater reviewed the timeline for preparation of the next fiscal year’s budget. Board members were asked to submit any projects they would like the District to consider. Staff will prepare the first draft of the budget within the next two months and email a copy to the Board. The Board was advised that the Proposed Budget should be approved at the March meeting. This budget will then be presented for approval or modification at the July 23, 2026 Budget Public Hearing. Any proposed increase to assessments must be included and approved in the Proposed Budget at the March meeting.
D. Monthly Pond 2 Maintenance Split with Bellagio Update
Since November 2025, the Grand Bellagio has been submitting invoices to the District for its 50% cost share in the amount of $73.50 per month. The Grand Bellagio contracted with Lake Doctors for these services.
E. 2026 Election Qualifying Notice
Included in the meeting packet was an informational update from the Pinellas County Supervisor of Elections, also available on the CDD website under the Elections page. The CDD has three seats up for election in November 2026. The Qualifying Period is June 8–12, with early qualifying beginning May 26. Candidates may file by paying $25 in lieu of obtaining a resident petition. The Board is responsible for making its qualifying appointment with the county elections office. Staff will continue to provide reminders as the deadlines approach.
TENTH ORDER OF BUSINESS Financial Reports
A. November and December 2025
District Manager Rainwater reported that assessment collections in the December financial report totaled $81,181 received of $214,488.
Additionally, District Manager Rainwater noted that PDM is interviewing for a new accountant to accommodate the continued growth of the company.
On MOTION by Supervisor Wilson, seconded by Chair Glidden, with all in favor, the Board accepted the financial reports for November and December 2025.
ELEVENTH ORDER OF BUSINESS Attorney
A. Lawsuit(s) Updates
Attorney Molloy reported that there has been no activity on the open lawsuit. The matter remains open to appeal, the appeal process could extend through the end of 2026.
TWELFTH ORDER OF BUSINESS Supervisor Requests/Comments
A. Next Meeting Quorum Check:
Supervisors Glidden, Anastasio, and Wilson all confirmed they will be in attendance in March.
THIRTEENTH ORDER OF BUSINESS Audience comments
There were no audience comments.