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Joseph Stilwell Insider Profile

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Joseph Stilwell, Director, Ten Percent Owner at Kingsway Corporation, holds 747.73K shares in Peoples Financial (Ticker: PFBX), holds 3.53M shares in Kingsway Corporation (Ticker: KWY), holds 1.58K shares in Wheeler Real Estate Investment (Ticker: WHLR). Most recently, Joseph Stilwell Bought ― shares of Peoples Financial on Jun 04, 2026 for an estimated value of $4.25K.
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Joseph Stilwell

Joseph Stilwell
Kingsway Corporation (KWY)
Director, Ten Percent Owner

Ranked #44 out of 108,079 Corporate Insiders

Profitable Transactions

78%
259 out of 331 Profitable Transactions

Average Return

+15.90%
Average return per transaction
Time Frame
1 Year
Compare to
No Benchmark

Insider Holdings

$75M
49.00%
24.43%
21.15%
5.42%
<0.01% Others
A breakdown of Joseph Stilwell's holdings

Insider Roles

Kingsway Corporation
(KWY)
Director, Ten Percent Owner
Sound Financial Bancorp
(SFBC)
Ten Percent Owner
Peoples Financial
(PFBX)
Ten Percent Owner
American Coastal Insurance
(ACIC)
Ten Percent Owner
+1 other positions
Roles that Joseph Stilwell holds in companies

Most Profitable Insider Trade

Stock:
Wheeler Real Estate Investment
(WHLR)
Rating:Informative Buy
Date:Jun 23, 2020 - Jun 23, 2021
Return:+206.20%
The most profitable trade made by Joseph Stilwell

Joseph Stilwell's Trading History

Company Name
Last Transaction Date
Insider Position
Last Transaction
Last Transaction Amount
Holding Value
Kingsway Corporation
Dec 29, 2025
Director, Ten Percent Owner
Informative Sell
246.13K
$36.81M
Wheeler Real Estate Investment
Nov 07, 2025
Director, Ten Percent Owner
Uninformative Buy
$1.57K
Sound Financial Bancorp
Feb 02, 2024
Ten Percent Owner
Informative Buy
50.82K
$18.35M
Peoples Financial
Jun 04, 2026
Ten Percent Owner
Informative Buy
4.25K
$15.89M
PVBC
Provident Bancorp
Jun 06, 2024
Informative Sell
721.50K
$20.05M
American Coastal Insurance
Oct 23, 2012
Ten Percent Owner
Informative Sell
11.75K
$4.07M
List of latest transactions for each holding click on a transaction to see Joseph Stilwell's performance on stock

Joseph Stilwell insider profile FAQ

What is the percentage of profitable transactions made by Joseph Stilwell?
The percentage of profitable transactions made by Joseph Stilwell is 78%.
    What is the average return per transaction made by Joseph Stilwell?
    The average return per transaction made by Joseph Stilwell is 15.90%.
      What stocks does Joseph Stilwell hold?
      Joseph Stilwell holds: KWY, WHLR, SFBC, PFBX, PVBC, ACIC stocks.
        What was Joseph Stilwell’s latest transaction?
        Joseph Stilwell latest transaction was an Informative Buy of $4.25K.
          What was Joseph Stilwell's most profitable transaction?
          Joseph Stilwell’s most profitable transaction was an Informative Buy of WHLR stock on June 23, 2020. The return on the trade was 206.20%.
            What is Joseph Stilwell's role in Kingsway Corporation?
            Joseph Stilwell's role in Kingsway Corporation is Director, Ten Percent Owner.
              How can I follow the stock ratings of top corporate insiders?
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