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Association Information

Click here to view the slide presentation from the December 3, 2025 Annual Meeting. (PDF, 2.8mb)

The Master Association is an “umbrella association of associations”. In addition to On Top of the World Communities, LLC. (Declarant), the member associations currently consist of:

  • On Top of the World (Central) Owners Association, Inc.
  • Candler Hills Neighborhood Association, Inc.
  • Weybourne Landing Neighborhood Association, Inc. 
  • Indigo East Neighborhood Association, Inc.
  • Stone Creek Community Association, Inc.

Circle Square Ranch Master Association - Ocala, FL


Board of Directors
The Board of Directors consists of three members: Kenneth D. Colen, Chairman, Guy Woolbright, Secretary/Treasurer and Jason Taflinger. The Board of Directors meets on an as-needed basis.


Each officer and director must be an officer, director, employee or appointee of any one or more of the following: (a) a Member Association, (b) Declarant, or (c) the Management Company. Declarant is entitled to designate all members of the Board until Owners other than Declarant own 90% of all units administered by the Master Association.


The affairs of the Master Association are governed by the Board of Directors and implemented on a routine basis through officers appointed by the Board and a management company engaged by the Board.


On Top of the World Communities, LLC. will appoint all members of the Board until non-builder owners other than On Top of the World Communities, LLC. own 90% of all residential and non-residential units ultimately to be administered by the Master Association. After that, the Neighborhood Associations will elect a majority of the members of the Board, with the exception that, for so long as On Top of the World Communities, LLC. holds for sale at least 5% of all residential and non-residential units ultimately to be administered by the Master Association, it will designate one (1) member of the Board.


Budgets
An operating budget for each calendar year is approved by the Master Association Board of Directors at its Annual Meeting. The Master Association holds no capital assets; therefore no reserves are currently budgeted.


Assessments
Neighborhood Associations levy Master Association assessments onto their resident members as follows:

  • One-time only contribution (Master Working Capital Contribution) at time of closing on residential unit;
  • Annually (as represented by a Master Association line item that appears in each neighborhood association budget);
  • Annually (Special Benefit Area Assessments or Adjustments line item in Neighborhood Association budget, if applicable)

Official Records
Click the name of the document to download. All documents pertain to Circle Square Ranch Master Association, Inc.

A. Articles of Incorporation (PDF 1.04mb)
B. ByLaws (PDF 1.05mb)
C. Declaration of Covenants and Amendments (PDF 5mb)
D. Rules (Not Applicable)
E. List of Current Contracts
    1. Master Management Agreement
    2. Bulk Services Agreement to provdie Cable and amendments thereto
    3. Envera Services Agreement and Addenda
    4. Rabin Parker Gurley Representation Agreement
F. Annual Budget
    • 2024 (PDF 446kb)
    • 2023 (PDF 464kb)
    • 2022 (PDF 56kb)
    • 2021 (PDF 23kb)
    • 2020 (PDF 24kb)
    • 2019 (PDF 105kb)
    • 2018 (PDF 140kb)
G. Financial Report
    • 2024 (PDF 289kb)
    • 2023 (PDF 311kb)
    • 2022 (PDF 288kb)
    • 2021 (PDF 259kb)
    • 2020 (PDF 259kb)
    • 2019 (PDF 4.6mb)
    • 2018 (PDF 1mb)
H. Current Association Insurance Policy Certificate
    • Certificate of Insurance (PDF 59kb)
    • Certificate of Insurance-Directors and Officers (PDF 81kb)
I. Certificate of each Director
    • Kenneth D. Colen (PDF 136kb)
    • C. Guy Woolbright (PDF 405kb)
    • Jason Taflinger (PDF 1.9mb)
J. All contracts between the Association and any Director, Officer, Corporation, or Association, etc.
    1. Bulk Services Agreement to Provide Cable and Amendments thereto
K. Any Contract of Document regarding conflict of interest or possible conflict of interest
    1. Bulk Services Agreement to Provide Cable and Amendments thereto
L. Notice of Member meeting
    • Notice of Annual Meeting of 12/3/25 (PDF 17kb)
    • Proposed 2026 Budget (PDF 114kb)
M. Notice of Board meeting

OTOW DRI Map
On TOp of the World DRI map.