Rolling Oaks Community Development District

Est. 2014 Located In OSCEOLA County, Florida

The Rolling Oaks Community Development District is a local, special purpose government entity authorized by Chapter 190 of the Florida Statutes as amended, and created by ordinance of Osceola County as an alternative method of planning, acquiring, operating and maintaining community-wide improvements in planned communities. A CDD provides the “solution” to Florida’s need to provide valuable community infrastructure generated by growth, ultimately without overburdening other governments and their taxpaying residents. Community Development Districts represent a major advancement in Florida’s effort to manage its growth effectively and efficiently. This allows a developer to establish higher construction standards, meanwhile providing a long-term solution to the operation and maintenance of the community’s facilities.

For more Information regarding the CDD, Please contact the Management Offices at:

Governmental Management Services-Central Florida, LLC:

219 E. Livingston St.
Orlando, FL 32801
Tel: (407) 841-5524

Rolling Oaks Community Development
Note

Under Florida law, e-mail addresses are public records. If you do not want your e-mail address released in response to a public records request, do not send electronic mail to this entity. Instead, contact this office by phone or in writing.

Public Records

AGENDA

FISCAL YEAR 2025

FISCAL YEAR 2024

FISCAL YEAR 2023

FISCAL YEAR 2022

BUDGETS

  • FY2020 Adopted Budget: PDF | RTF
  • FY2021 Adopted Budget: PDF | RTF
  • FY2022 Adopted Budget: PDF | RTF
  • FY2023 Adopted Budget: PDF | RTF
  • FY2024 Adopted Budget: PDF | RTF
  • FY2025 Adopted Budget: PDF | RTF

AUDITED FINANCIAL STATEMENTS

  • FY 2018 Audit
  • FY 2019 Audit
    • PDF | RTF
  • FY 2020 Audit
  • FY 2021 Audit
  • FY 2022 Audit
  • FY 2023 Audit

MINUTES

FISCAL YEAR 2024

  • 09/26/24
  •  08/22/24
    • PDF | RTF
  •  05/23/24
  •  03/28/24
  •  01/25/24
    • PDF | RTF
  •  11/14/23
  •  10/26/23

FISCAL YEAR 2023

FISCAL YEAR 2022

ADDITIONAL DISTRICT DOCUMENTS

THE CUSTODIAN OF PUBLIC RECORDS FOR THE DISTRICT IS GOVERNMENTAL MANAGEMENT SERVICES- CENTRAL FLORIDA, LLC. TO REQUEST PUBLIC RECORDS FROM THE DISTRICT YOU MAY CONTACT THE CUSTODIAN AT 219 E. LIVINGSTON ST.  ORLANDO FL, 32801 TELEPHONE: 407-841–5524 FAX: 407-839-1526 EMAIL: RECORDREQUEST@GMSCFL.COM

BOARD INFORMATION

  • John Chiste
    John Chiste Chairman

    Encore Funds
    1 Town Center Road, Suite 600
    Boca Raton, FL 33486
    Seat #1
    Elected: 11/14/19
    Term Expires: 11/2024
    County: Palm Beach
    E-mail: john.chiste@encorefunds.com

  • Jared Bouskila
    Jared Bouskila Vice Chairman

    Encore Funds
    1 Town Center Road, Suite 600
    Boca Raton, FL 33486
    Seat #4
    Elected: 11/17/22
    Term Expires: 11/2026
    County: Palm Beach
    E-mail: jared.bouskila@encorefunds.com

  • Cora DiFiore
    Cora DiFiore Assistant Secretary

    Encore Funds
    1 Town Center Road, Suite 600
    Boca Raton, FL 33486
    Seat #3
    Elected: 11/7/22
    Term Expires: 11/2026
    County: Palm Beach
    E-mail: cora.difiore@encorefunds.com

  • Steven Dougherty
    Steven Dougherty Assistant Secretary

    Encore Capital Management
    1 Town Center Road, Suite 600
    Boca Raton, FL 33486
    Seat # 5
    Appointed: 11/17/22
    Term Expires: 11/2024
    County: Palm Beach
    E-mail: steven.dougherty@encorefunds.com

  • Peter Christopher Brown
    Peter Christopher Brown Assistant Secretary

    Encore Capital Management
    1 Town Center Road, Suite 600
    Boca Raton, FL 33486
    Seat #2
    Appointed: 11/14/19
    Term Expires: 11/2024
    County: Palm Beach
    E-mail: peter.brown@encorefunds.com

Board of Supervisors
Meeting Dates

The Board of Supervisors of the Rolling Oaks Community Development District will hold a portion of their regularly scheduled public meetings for Fiscal Year 2025 at 1:00 pm at the Margaritaville Resort Orlando, 8000 Fins Up Circle, Kissimmee, Florida 34747 on the fourth Thursday of the below listed months, unless otherwise indicated:

Exception: November 21, 2024 – 3:00 pm

May 22, 2025
June 26, 2025
August 28, 2025
September 25, 2025

In addition to the dates above, the Board of Supervisors will hold another portion of regularly scheduled public meetings for Fiscal Year 2025 at 1:00pm at the West Osceola Branch Library, 305 Campus Street, Celebration, FL 34747 on the fourth Thursday of the below listed months:

October 24, 2024
January 23, 2025
February 27, 2025
March 27, 2025
April 24, 2025
July 24, 2025

Management Services

GMS Logo

GOVERNMENTAL MANAGEMENT SERVICES LLC – CENTRAL FLORIDA LLC

Governmental Management Services (GMS) is a family of limited liability companies that was established on November 26, 2004 for the purpose of providing special district management services to Community Development Districts (CDD). GMS currently has offices in Orlando, St. Cloud, Ft. Lauderdale, Tallahassee, Port St. Lucie, St. Augustine, and Jacksonville, Florida, and Knoxville, Tennessee. GMS currently manages over 130 Community Development Districts across the State of Florida.

Orlando Office Address:
219 E. Livingston St.
Orlando, FL 32801
Phone:(407) 841-5524
Fax:(407) 839-1526

Contact Info

Rolling Oaks CDD

219 E. Livingston St.
Orlando, FL 32801
Tel: (407) 841-5524 or (877) 855-5251
Fax: (407) 839-1526

www.rollingoakscdd.com

Florida Public Records Notice: Emails to and from Community Development District’s are public record according to Section 119 Florida Statutes. For more information, please see http://www.myflsunshine.com/.

District Manager
Tricia Adams
tadams@gmscfl.com