Callahan Patrick K

CIK: 0001638126

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.

AI Insider Summary

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.

What changes over that span isn't the direction of the activity but its scale. For most of the record, Callahan's recurring awards are small — pairs of grants in the range of 6 to 50 shares landing every quarter, most recently 42 and 6 shares in July 2026, and 49 and 7 shares in April 2026. That pattern makes the July 25, 2025 filing stand out sharply: a single 33,513-share award, several hundred times larger than the routine quarterly grants surrounding it, paired the same day with 14,629 shares withheld for taxes at $249.44 per share.

The selling activity has stayed more consistent in size. Callahan sold 6,420 shares on September 19, 2025 at $242.22, 6,232 shares on August 22, 2025 at $249.96, and another 6,232 shares on July 28, 2025 at $242.16 — three similarly-sized sales spaced roughly a month apart. January brought a different kind of transaction: on January 20, 2026, two 6,270-share option exercises (code M) were paired with a 2,028-share tax-withholding transaction at $201.32, and a year earlier, on January 21, 2025, the same mechanics played out with 4,285-share exercises and a 1,694-share withholding at $243.34.

Analysis generated by 13F Insight from SEC Form 4 filing data. Methodology
Total Transactions
176
Total Buy Value
$0
Total Sell Value
$25.17M
Net Activity
$-25.17M
Last Transaction
Jul 2026
Companies
1

Companies

Transaction History

Source: SEC EDGAR Form 4 insider transaction filings.

Type
Tax Payment
Shares
12,578
Price
$211.90
Value
$2.67M
Type
Award
Shares
29,851
Price
-
Value
-
Type
Award
Shares
42
Price
-
Value
-
Type
Award
Shares
6
Price
-
Value
-
Type
Award
Shares
49
Price
-
Value
-
Type
Award
Shares
7
Price
-
Value
-
Type
Exercise
Shares
6,270
Price
-
Value
-
Type
Tax Payment
Shares
2,028
Price
$201.32
Value
$408K
Type
Exercise
Shares
6,270
Price
-
Value
-
Type
Award
Shares
5,895
Price
-
Value
-
Type
Award
Shares
1,087
Price
-
Value
-
Type
Award
Shares
38
Price
-
Value
-
Type
Award
Shares
7
Price
-
Value
-
Type
Sale
Shares
6,420
Price
$242.22
Value
$1.56M
Type
Sale
Shares
6,232
Price
$249.96
Value
$1.56M
Type
Sale
Shares
6,232
Price
$242.16
Value
$1.51M
Type
Tax Payment
Shares
14,629
Price
$249.44
Value
$3.65M
Type
Award
Shares
33,513
Price
-
Value
-
Type
Award
Shares
37
Price
-
Value
-
Type
Award
Shares
6
Price
-
Value
-