Florida Files

Officeholders

Winston Chester

2023 Form 6 · annual filing (Commission on Ethics) · received 2024-05-29 · 5 pages (text)

Net worth$1,287,000
Income listed$152,586
Real estate$994,2217 properties
Debts listed$0
Worth a look0

Where listed income comes from

  • Investments & retirement 65% $98,625 · Florida Retirement System, Social Security Administration
  • Government & public payroll 27% $40,561 · Bay District School Board
  • Real estate 5% $8,100 · Rental
  • Other / unclassified 3% $5,300 · Panhandle Outdoors

Worth a look 0

Nothing stood out under the current rules.

Context 5

Context Unusual reporting

Lists 1 investment account ($16,003) instead of what's in them

The instructions say the investments held in a brokerage account or IRA are the assets to report — not the account itself. As listed, the public can't see what the filer is invested in.

What to check
  • Which companies or funds are in these accounts? Holdings matter for conflicts of interest.

Rule: Accounts listed instead of investments
“Note that the product contained in a brokerage account, IRA, or the Florida College Investment Plan, is your asset”2023 Form 6 instructions, Assets ✓ quoted from the saved instructions · how this rule works

Context Unusual reporting

Net worth $1,287,000; listed items add up to $1,465,022

Reported net worth: $1,287,000. Household goods + listed assets − listed liabilities = $1,465,022. Net worth roughly equals the listed assets before debts — the debts may not have been subtracted.

What to check
  • No action needed unless other items look off.

Rule: Net worth vs. listed items
“Simply subtracting your liabilities from your assets will not result in an accurate net worth figure in most cases.”2023 Form 6 instructions, Net Worth ✓ quoted from the saved instructions · how this rule works

Context Income & business ties

Earns from 3 separate employers or businesses

Several distinct earned-income sources (excluding investments, retirement and Social Security).

What to check
  • Are any of these sources connected to each other or to the office sought?

Rule: Several earned-income sources

How this rule works

Context Wealth & holdings

Reports a net worth of $1,287,000 — a millionaire on paper

Net worth is the filer's own figure. Being wealthy isn't a problem; it's context for comparing candidates and for reading the rest of the form.

What to check
  • Compare with the other candidates in the race.
  • Check that the large assets below are described and valued clearly.

Rule: Net worth tier
“Report your net worth as of”2023 Form 6 instructions, Net Worth ✓ quoted from the saved instructions · how this rule works

Context Wealth & holdings

Real estate worth $994,221 across 7 properties (77% of net worth)

Real estate holdings, as listed.

What to check
  • Look the parcels up with the county property appraiser: land use (vacant or improved), assessed value and when they were bought.
  • Check whether any listed liability is a mortgage on these properties.

Rule: Real estate holdings
“Real property: Identify by providing the street address of the property.”2023 Form 6 instructions, Assets ✓ quoted from the saved instructions · how this rule works

Where to look next

These links open official public records, built from what the filer disclosed. They're searches you run yourself — results may include other people or companies with similar names.

Their filings

Other filings by Winston Chester

FilingReceivedNet worthItems
2025 Form 6 — annual (Commission on Ethics)2026-06-29$1,660,183
2024 Form 6 — annual (Commission on Ethics)2025-08-26$1,523,144
2022 Form 6 — annual (Commission on Ethics)2023-06-22$1,240,737

Net worth

Net worth
As of
Household goods (lump sum)

Assets over $1,000 $1,327,834 listed

DescriptionValue

Liabilities over $1,000 $0 listed

Reported as “N/A”.

Joint and several liabilities not reported above

Income $152,586 listed

Elected to attach federal tax return instead:

Primary sources

SourceAddressAmount

Secondary sources (major customers of businesses owned)

Reported as “N/A”.

Interests in specified businesses

Reported as “N/A”.

Signature

Signed by
Date
Filed with COE

Source

Document
Open PDF · original source
Retrieved
2026-10-11T06:09:27+00:00
SHA-256
bb88f689d0e6e9e3bfe8ccd7dcdcf90437608ce1f8c180ad2ba9b69d789bceb9
Pages
p1 form6 · p2 form6 · p3 form6 · p4 form6 · p5 form6
Extraction
parser v0.5.2; 0 value(s) below 80% confidence