| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
| Insider | Role | Shares | Value | Buys | Sells |
|---|---|---|---|---|---|
| Date | Ticker | Insider | Role | Type | Shares | Price | Value | Chg% | SEC |
|---|---|---|---|---|---|---|---|---|---|
Commercial Lines President
1 company
Karen Bailo is Commercial Lines President at PGR. Karen Bailo's net worth is not public. Form 4 filings only show shares in the companies where this person is an insider; those holdings are worth an estimated $7.4M at current prices.
Historically, Karen Bailo's trades have earned a middling insider score of 51/100 across 9 rated trades. Over a 12-month horizon, 42.9% of those trades were profitable, with an average 12-month return of -12.2%.
The PGR filings lean toward selling, a net 52,121 shares.
Karen Bailo has 48 Form 4 filings on record from August 2021 to October 2026, all as Commercial Lines President at The Progressive (PGR), 2021–2026.
The 62 reported transactions were 27 option or other derivative awards, 13 tax withholdings, 9 open-market sales and 8 option exercises, plus smaller numbers of other types.
Counted by filing, the open-market trades come to no purchases and 9 sales worth about $10.2M.
The largest open-market sale was 8,922 shares of PGR at an average $249.24 on July 28, 2025, about $2.2M. Twelve months later PGR was down 9%.
All 7 sales since April 2023 were made under a Rule 10b5-1 trading plan, set up in advance.
| Date | Ticker | Role | Type | Shares | Price | Value | Chg% | 3M | 12M | SEC |
|---|---|---|---|---|---|---|---|---|---|---|
| Jul 27, 2026 | PGR The Progressive Corporation | Commercial Lines President | Sell10b5-1 | 8,452 | $212.71 | $1,797,824.92 | -20.7% | +5.7% | - | |
| Mar 5, 2026 | PGR The Progressive Corporation | Commercial Lines President | Sell10b5-1 | 3,517 | $212.00 | $745,604.00 | -9.8% | -8.1% | - | |
| Jul 28, 2025 | PGR Progressive Corp/oh/ | Commercial Lines President | Sell10b5-1 | 8,922 | $249.24 | $2,223,719.28 | -21.6% | -10.1% | -8.9% | |
| Jan 22, 2025 | PGR Progressive Corp/oh/ | Commercial Lines President | Sale+OE10b5-1 | 2,120 | $243.29 | $515,774.80 | -6.2% | +10.8% | -13.5% | |
| Jan 3, 2025 | PGR Progressive Corp/oh/ | Commercial Lines President | Sell10b5-1 | 1,438 | $242.10 | $348,139.80 | -4.3% | +18.5% | -12.4% | |
| Jul 22, 2024 | PGR Progressive Corp/oh/ | Commercial Lines President | Sell10b5-1 | 7,882 | $214.01 | $1,686,826.82 | -19.6% | +15.9% | +14.4% | |
| Mar 5, 2024 | PGR Progressive Corp/oh/ | Commercial Lines President | Sell10b5-1 | 8,464 | $189.49 | $1,603,843.36 | -20.7% | +10.3% | +48.5% | |
| Dec 20, 2022 | PGR Progressive Corp/oh/ | Commercial Lines President | Sell | 5,000 | $128.90 | $644,475.00 | -13.0% | +9.3% | +22.3% | |
| Aug 19, 2021 | PGR Progressive Corp/oh/ | Commercial Lines President | Sell | 6,326 | $95.95 | $606,999.62 | -16.2% | -5.6% | +35.0% |