Karen Bailo
CIK: 0001828559
Transaction Breakdown
High conviction signal
Position reduction
Derivative conversions
Compensation grants
Gifts, tax withholding, conversions, dispositions to the issuer and other codes
Companies & Roles (1)
PROGRESSIVE CORP/OH/
Discretionary Trading P&L
Holdings
Transaction History (26 total)
- Oct 9, 2026PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
7 shares- - Jul 27, 2026PGR
PROGRESSIVE CORP/OH/
Sale(S)Direct8.5K shares at avg. $212.71$1.8M - Jul 24, 2026PGR
PROGRESSIVE CORP/OH/
Tax Payment(F)Direct6.6K shares at avg. $211.90$1.4M - Jul 24, 2026PGR
PROGRESSIVE CORP/OH/
Award(A)Direct15K shares- - Jul 10, 2026PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
6 shares- - Apr 10, 2026PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
7 shares- - Mar 24, 2026PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
3.4K shares- - Mar 5, 2026PGR
PROGRESSIVE CORP/OH/
Sale(S)Direct3.5K shares at avg. $212.00$746K - Jan 20, 2026PGR
PROGRESSIVE CORP/OH/
Exercise(M)Direct5.1K shares- - Jan 20, 2026PGR
PROGRESSIVE CORP/OH/
Tax Payment(F)Direct1.5K shares at avg. $201.32$311K - Jan 8, 2026PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
966 shares- - Oct 10, 2025PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
6 shares- - Jul 28, 2025PGR
PROGRESSIVE CORP/OH/
Sale(S)Direct8.9K shares at avg. $249.24$2.2M - Jul 25, 2025PGR
PROGRESSIVE CORP/OH/
Award(A)Direct16.1K shares- - Jul 25, 2025PGR
PROGRESSIVE CORP/OH/
Tax Payment(F)Direct7.2K shares at avg. $249.44$1.8M - Jul 11, 2025PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
6 shares- - Apr 11, 2025PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
6 shares- - Mar 25, 2025PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
2.5K shares- - Jan 22, 2025PGR
PROGRESSIVE CORP/OH/
Sale(S)Direct2.1K shares at avg. $243.29$516K - Jan 21, 2025PGR
PROGRESSIVE CORP/OH/
Exercise(M)Direct3.3K shares- - Jan 21, 2025PGR
PROGRESSIVE CORP/OH/
Tax Payment(F)Direct1.2K shares at avg. $243.34$281K - Jan 16, 2025PGR
PROGRESSIVE CORP/OH/
Award(A)DirectRestricted Stock Unit
294 shares- - Jan 3, 2025PGR
PROGRESSIVE CORP/OH/
Sale(S)Direct1.4K shares at avg. $242.10$348K - Jan 1, 2025PGR
PROGRESSIVE CORP/OH/
Exercise(M)Direct2.1K shares- - Jan 1, 2025PGR
PROGRESSIVE CORP/OH/
Tax Payment(F)Direct657 shares at avg. $240.31$158K
| Type | Shares | Price | Ownership | |||
|---|---|---|---|---|---|---|
| Oct 9, 2026 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 7 | - | - | Direct |
| Jul 27, 2026 | PGR PROGRESSIVE CORP/OH/ | Sale(S) | 8,452 | $212.71 | $1,797,825 | Direct |
| Jul 24, 2026 | PGR PROGRESSIVE CORP/OH/ | Tax Payment(F) | 6,578 | $211.90 | $1,393,878 | Direct |
| Jul 24, 2026 | PGR PROGRESSIVE CORP/OH/ | Award(A) | 15,030 | - | $0 | Direct |
| Jul 10, 2026 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 6 | - | - | Direct |
| Apr 10, 2026 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 7 | - | - | Direct |
| Mar 24, 2026 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 3,413 | - | - | Direct |
| Mar 5, 2026 | PGR PROGRESSIVE CORP/OH/ | Sale(S) | 3,517 | $212.00 | $745,604 | Direct |
| Jan 20, 2026 | PGR PROGRESSIVE CORP/OH/ | Exercise(M) | 5,063 | - | $0 | Direct |
| Jan 20, 2026 | PGR PROGRESSIVE CORP/OH/ | Tax Payment(F) | 1,544 | $201.32 | $310,838 | Direct |
| Jan 8, 2026 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 966 | - | - | Direct |
| Oct 10, 2025 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 6 | - | - | Direct |
| Jul 28, 2025 | PGR PROGRESSIVE CORP/OH/ | Sale(S) | 8,922 | $249.24 | $2,223,719 | Direct |
| Jul 25, 2025 | PGR PROGRESSIVE CORP/OH/ | Award(A) | 16,086 | - | - | Direct |
| Jul 25, 2025 | PGR PROGRESSIVE CORP/OH/ | Tax Payment(F) | 7,164 | $249.44 | $1,786,988 | Direct |
| Jul 11, 2025 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 6 | - | - | Direct |
| Apr 11, 2025 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 6 | - | - | Direct |
| Mar 25, 2025 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 2,464 | - | - | Direct |
| Jan 22, 2025 | PGR PROGRESSIVE CORP/OH/ | Sale(S) | 2,120 | $243.29 | $515,775 | Direct |
| Jan 21, 2025 | PGR PROGRESSIVE CORP/OH/ | Exercise(M) | 3,275 | - | $0 | Direct |
| Jan 21, 2025 | PGR PROGRESSIVE CORP/OH/ | Tax Payment(F) | 1,154 | $243.34 | $280,814 | Direct |
| Jan 16, 2025 | PGR PROGRESSIVE CORP/OH/ | Award(A) Restricted Stock Unit | 294 | - | - | Direct |
| Jan 3, 2025 | PGR PROGRESSIVE CORP/OH/ | Sale(S) | 1,438 | $242.10 | $348,140 | Direct |
| Jan 1, 2025 | PGR PROGRESSIVE CORP/OH/ | Exercise(M) | 2,096 | - | $0 | Direct |
| Jan 1, 2025 | PGR PROGRESSIVE CORP/OH/ | Tax Payment(F) | 657 | $240.31 | $157,884 | Direct |
1-25 of 26 transactions
About Bailo Karen
Bailo Karen (SEC CIK 0001828559) files insider reports with the SEC as Commercial Lines President of PROGRESSIVE CORP/OH/ (PGR).
Signal8 holds 20 ownership filings by Bailo Karen, all Form 4s, filed between Oct 15, 2024 and Oct 13, 2026. Those filings report 26 transactions, from Oct 11, 2024 to Oct 9, 2026. Signal8's Form 4 history starts in Sep 2024.
The business address on Bailo Karen's filings is in MAYFIELD VILLAGE, OH.
Recent filings by Bailo Karen
- Oct 9, 2026: Grant or award of PGR derivative securities (Form 4, code A).
- Jul 27, 2026: Open-market sale of PGR shares (Form 4, code S).
- Jul 24, 2026: Tax withholding of PGR shares (Form 4, code F).
- Jul 24, 2026: Grant or award of PGR shares (Form 4, code A).
- Jul 10, 2026: Grant or award of PGR derivative securities (Form 4, code A).
Other insiders filing for PROGRESSIVE CORP/OH/ (PGR)
- CURTIS JAMES C, Personal Lines President
- Broz Steven, Chief Information Officer
- Snyder Barbara R, Director
- FITT LAWTON W, Director
- FARAH ROGER N, Director
- DAVIS CHARLES A, Director