Callahan Patrick K
Callahan Patrick K is a corporate insider at PROGRESSIVE CORP/OH/ (PGR) filing SEC Form 4 transactions. 176 transactions, totaling $0 in purchases and $25,171,341 in sales. Source: SEC EDGAR.
Patrick K. Callahan's Form 4 history at Progressive Corp is a single, long relationship: 174 transactions since April 2015, all at one company, and not one of the 281,023 shares moved has been a purchase — every share is a sale. Layered underneath that consistent selling pattern is a clear shift in the scale of Callahan's equity awards. Most quarters bring only token grants — 42 and 6 shares in July 2026, 49 and 7 in April 2026, 38 and 7 in October 2025 — but on July 25, 2025, Callahan received a single award of 33,513 shares, alongside 14,629 shares withheld the same day for taxes at $249.44 per share, a grant several hundred times the size of the routine quarterly awards around it. Recent sales include 6,420 shares on September 19, 2025 at $242.22, 6,232 shares on August 22, 2025 at $249.96, and 6,232 shares on July 28, 2025 at $242.16 — regular, similarly-sized transactions spaced roughly a month apart. January 2026 also brought a pair of 6,270-share option exercises (transaction code M) alongside a 2,028-share tax-withholding transaction at $201.32.
Companies
Transaction History
Source: SEC EDGAR Form 4 insider transaction filings.
Company | Type | Shares | Price | Value | Shares After | Date | SEC |
|---|---|---|---|---|---|---|---|
| Tax Payment | 12,578 | $211.90 | $2.67M | 36,707 | 7/24/2026 Filed: 7/24/2026 | Filing → | |
| Award | 29,851 | - | - | 49,285 | 7/24/2026 Filed: 7/24/2026 | Filing → | |
| Award | 42 | - | - | 98,302 | 7/10/2026 Filed: 7/10/2026 | Filing → | |
| Award | 6 | - | - | 15,368 | 7/10/2026 Filed: 7/10/2026 | Filing → | |
| Award | 49 | - | - | 98,259 | 4/10/2026 Filed: 4/10/2026 | Filing → | |
| Award | 7 | - | - | 15,361 | 4/10/2026 Filed: 4/10/2026 | Filing → | |
| Exercise | 6,270 | - | - | 11,818 | 1/20/2026 Filed: 1/20/2026 | Filing → | |
| Tax Payment | 2,028 | $201.32 | $408K | 19,433 | 1/20/2026 Filed: 1/20/2026 | Filing → | |
| Exercise | 6,270 | - | - | 21,461 | 1/20/2026 Filed: 1/20/2026 | Filing → | |
| Award | 5,895 | - | - | 98,210 | 1/8/2026 Filed: 1/8/2026 | Filing → | |
| Award | 1,087 | - | - | 18,088 | 1/8/2026 Filed: 1/8/2026 | Filing → | |
| Award | 38 | - | - | 92,314 | 10/10/2025 Filed: 10/14/2025 | Filing → | |
| Award | 7 | - | - | 17,001 | 10/10/2025 Filed: 10/14/2025 | Filing → | |
| Sale | 6,420 | $242.22 | $1.56M | 15,191 | 9/19/2025 Filed: 9/22/2025 | Filing → | |
| Sale | 6,232 | $249.96 | $1.56M | 21,611 | 8/22/2025 Filed: 8/25/2025 | Filing → | |
| Sale | 6,232 | $242.16 | $1.51M | 27,843 | 7/28/2025 Filed: 7/30/2025 | Filing → | |
| Tax Payment | 14,629 | $249.44 | $3.65M | 34,075 | 7/25/2025 Filed: 7/29/2025 | Filing → | |
| Award | 33,513 | - | - | 48,704 | 7/25/2025 Filed: 7/29/2025 | Filing → | |
| Award | 37 | - | - | 92,276 | 7/11/2025 Filed: 7/15/2025 | Filing → | |
| Award | 6 | - | - | 16,994 | 7/11/2025 Filed: 7/15/2025 | Filing → |
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