MINUTES OF MEETING 

ROLLING OAKS 

COMMUNITY DEVELOPMENT DISTRICT 

 

 The regular meeting of the Board of Supervisors of the Rolling Oaks Community 
Development District was held Thursday, June 25, 2026 at 1:00 p.m. in the Continental Drifter 
Room at Margaritaville Resort Orlando, 8000 Fins Up Circle, Kissimmee, Florida. 

 

 Present and constituting a quorum were: 

 

 John Chiste Chairman via Zoom 

 Jared Bouskila Vice Chairman 

 Cora DiFiore Assistant Secretary via Zoom 

 Peter Brown Assistant Secretary 

 Penny Lozano Assistant Secretary 

 

 Also present were: 

 

 Katie O’Rourke District Manager 

 Tricia Adams District Manager 

 Whitney Sousa District Counsel via Zoom 

 Dave Schmitt District Engineer via Zoom 

 Timothy Todd District Engineer via Zoom 

 Ashley Hilyard Field Services 

 Jarett Wright Field Manager 

 

 

FIRST ORDER OF BUSINESS Roll Call 

 Ms. O’Rourke called the meeting to order and called the roll. A quorum was established. 

 

SECOND ORDER OF BUSINESS Public Comment Period 

 There being none, the next item followed. 

 

THIRD ORDER OF BUSINESS Approval of the Minutes of the April 23, 2026 
Meeting 

 

On MOTION by Mr. Chiste seconded by Mr. Bouskila with all in 
favor the minutes of the April 23, 2026 meeting were approved as 
presented. 


FOURTH ORDER OF BUSINESS Consideration of Resolution 2026-05 
Designating a Date, Time and Location for a 
Landowners’ Election and Meeting 

 Ms. O’Rourke stated Resolution 2026-05 will set the landowners meeting for November 
5, 2026 at 2:00 p.m. at the West Osceola Library. She indicated the usual locations were not 
available, but the board is not required to attend the landowners meeting. 

 

On MOTION by Mr. Chiste seconded by Mr. Bouskila with all in 
favor Resolution 2026-05 Designating a Date, Time and Location 
for a Landowners’ Election and Meeting was approved. 

 

FIFTH ORDER OF BUSINESS Consideration of Proposals for Asphalt 
Repair 

A. General Asphalt of Lakeland 
B. Larson’s Grading and Paving 


 This item was tabled to be discussed at a later date after a brief discussion from the board 
regarding available funds for this project. 

 

SIXTH ORDER OF BUSINESS Ratification of Florida Prime SBA 
Authorizing Resolution 

 Ms. Adams stated this is ratification of administrative action taken earlier this year. The 
board previously adopted Resolution 2015-11 which adopted your investment guidelines including 
participation in the local government surplus trust fund. There is a time of year where the majority 
of your tax revenues are received and the moneys that are not immediately needed, we suggest 
moving to an interest earning account to maximize income. The funds that were not needed in the 
next few months were moved to a surplus account, Florida Prime, is included in your agenda packet 
and the current interest rate is about 3.83%, which is as good as we can do at this time. 

 

On MOTION by Mr. Brown seconded by Mr. Bouskila with all in 
favor of the transfer of surplus funds in the SBA account was 
ratified. 

 

 


SEVENTH ORDER OF BUSINESS Review and Acceptance of Fiscal Year 2025 
Audit 

 Ms. O’Rourke presented the annual audit report by DiBartolomeo, McBee, Hartley and 
Barnes for the board to review. She directed the board to review the management letter on page 
59 which indicated that there are no prior year findings or recommendations and no current year 
findings or recommendations for corrective actions from the auditor. It is a clean audit. 

 

On MOTION by Mr. Chiste seconded by Mr. Bouskila with all in 
favor the fiscal year 2025 audit was accepted. 

 

EIGHTH ORDER OF BUSINESS District Goals and Objectives 

A. Adoption of Fiscal Year 2027 Goals and Objectives 


Ms. O’Rourke presented the proposed fiscal year 2027 goals and objectives to the board 
for review. She noted that all CDD’s are required to adopt yearly goals and objectives and report 
on those goals and objectives at the end of each fiscal year. She directed the board to Page 62 to 
see the three areas that are required by Florida Statutes, The Community Communication and 
Engagement, Infrastructure and Facilities Maintenance and Financial Transparency and 
Accountability were all pointed out to the board. 

 

B. Presentation of Fiscal Year 2026 Goals and Objectives and Authorizing chair to 
Execute 


Ms. O’Rourke pointed out that the fiscal year 2026 Goals and Objectives were next, that the district 
was tracking to meet all of the goals this year and approval of this would authorize the chair to 
sign off on the goals as completed at the end of the fiscal year. 

 

On MOTION by Mr. Bouskila seconded by Mr. Brown with all in 
favor the fiscal year 2027 goals and objective were approved. 

 

On MOTION by Mr. Bouskila seconded by Ms. Lozano with all in 
favor the chair was authorized to execute the fiscal year 2026 goals 
and objectives at the end of the fiscal year and staff was directed to 
post it on the website. 

 

 


NINTH ORDER OF BUSINESS Staff Reports 

 A. Attorney 

 There being no comments, the next item followed. 

 

 B. Engineer 

 Mr. Todd walked the board through the Annual Engineer’s report and indicated that it was 
submitted included in the agenda package for review and any questions from the board. 

 

 C. Manager 

 i. Approval of Check Register 

 Ms. O’Rourke presented the check register which was a summary of checks written for the 
district from April 15th to June 16th, 2026, totaling $418,859.70. 

 

On MOTION by Mr. Chiste seconded by Mr. Bouskila with all in 
favor the check register was approved. 

 

 ii. Balance Sheet and Income Statement 

 A copy of the balance sheet and income statement were included in the agenda package. 

 

 iii. Approval of Fiscal Year 2027 Meeting Schedule 

Ms. O’Rourke presented the proposed meeting schedule to the board which were all dates that fall 
on the fourth Thursday of the month at 1:00 pm at Margaritaville resort. 

 

On MOTION by Mr. Brown seconded by Mr. Bouskila with all in 
favor the fiscal year 2027 meeting schedule was approved. 

 

 iv. Presentation of Number of Registered Voters - 387 

 Ms. O’Rourke pointed out to the board that a copy of the letter from the supervisor of 
elections reporting 387 registered voters residing in the district as of April 15th was included in 
the agenda package. 

 

 v. Reminder of Form 1 Filing Deadline 

 Ms. O’Rourke stated this is just a reminder to file your form 1 by July 1st. 

 


C. Field Manager’s Report 


 Ms. Hilyard gave an overview of the field manager’s report, copy of which was included 
in the agenda package. 

 

 i. Consideration of McMaster Landscape Proposal for Hardwood Tree 
Removal 

 This item was removed from the agenda. 

 

TENTH ORDER OF BUSINESS Supervisor’s Requests 

 There being no comments, the next item followed. 

 

ELEVENTH ORDER OF BUSINESS Next Meeting Date – July 23, 2026 at Embassy 
Suites by Hilton Orlando Sunset Walk 

 Ms. O’Rourke stated the next meeting is scheduled for July 23, 2026. 

 

TWELFTH ORDER OF BUSINESS Adjournment 

On MOTION by Mr. Bouskila seconded by Mr. Brown with all in 
favor the meeting adjourned at 1:17 p.m. 

 

 

 

 

 

Secretary/Assistant Secretary Chairman/Vice Chairman