Patrick K Callahan Progressive Corp (PGR) insider trading activity

Patrick K Callahan is Personal Lines President of PROGRESSIVE CORP. Currently has a direct ownership of 27,843 shares of PGR, which is worth approximately $6.77 Million. The most recent transaction as insider was on Jul 28, 2025, when has been sold 6,232 shares (Common) at a price of $242.16 per share, resulting in proceeds of $1,509,141. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 27.8K

83.3% 3M change

21.66% 12M change

Total Value Held $6.77 Million

Patrick K Callahan Transaction History

Date	Transaction	Value	Shares Traded	Shares Held
Jul 28 2025	SELL Open market or private sale	$1,509,141 $242.16 p/Share	6,232 Reduced 18.29%	27,843 Common
Jul 25 2025	SELL Payment of exercise price or tax liability	$3,649,057 $249.44 p/Share	14,629 Reduced 30.04%	34,075 Common
Jul 25 2025	BUY Grant, award, or other acquisition	-	33,513 Added 40.76%	48,704 Common
Mar 06 2025	SELL Open market or private sale	$1,305,919 $279.7 p/Share	4,669 Reduced 23.51%	15,190 Common
Jan 21 2025	SELL Payment of exercise price or tax liability	$412,217 $243.34 p/Share	1,694 Reduced 7.86%	19,859 Common
Jan 21 2025	BUY Exercise of conversion of derivative security	-	4,285 Added 16.58%	21,553 Common
Jan 01 2025	SELL Payment of exercise price or tax liability	$213,395 $240.31 p/Share	888 Reduced 4.89%	17,268 Common
Jan 01 2025	BUY Exercise of conversion of derivative security	-	2,967 Added 14.05%	18,156 Common
Sep 20 2024	SELL Open market or private sale	$1,964,096 $255.21 p/Share	7,696 Reduced 33.63%	15,189 Common
Aug 16 2024	SELL Open market or private sale	$1,825,728 $237.2 p/Share	7,697 Reduced 25.17%	22,885 Common
Jul 22 2024	SELL Open market or private sale	$1,697,099 $214.01 p/Share	7,930 Reduced 20.59%	30,582 Common
Jul 19 2024	SELL Payment of exercise price or tax liability	$4,006,579 $221.75 p/Share	18,068 Reduced 31.93%	38,512 Common
Jul 19 2024	BUY Grant, award, or other acquisition	-	41,391 Added 42.25%	56,580 Common
Feb 21 2024	SELL Open market or private sale	$5,645,965 $190.26 p/Share	29,675 Reduced 66.15%	15,188 Common
Jan 16 2024	SELL Payment of exercise price or tax liability	$149,671 $168.93 p/Share	886 Reduced 1.94%	44,863 Common
Jan 16 2024	BUY Exercise of conversion of derivative security	-	2,266 Added 4.72%	45,749 Common
Jan 01 2024	SELL Payment of exercise price or tax liability	$261,968 $160.52 p/Share	1,632 Reduced 3.62%	43,483 Common
Jan 01 2024	BUY Exercise of conversion of derivative security	-	5,503 Added 10.87%	45,115 Common
Nov 27 2023	SELL Payment of exercise price or tax liability	$3,098,288 $163.74 p/Share	18,922 Reduced 32.33%	39,611 Common
Nov 27 2023	BUY Grant, award, or other acquisition	-	43,347 Added 42.55%	58,533 Common
Jan 04 2023	SELL Open market or private sale	$475,031 $130.36 p/Share	3,644 Reduced 19.35%	15,186 Common
Jan 01 2023	SELL Payment of exercise price or tax liability	$318,902 $129.53 p/Share	2,462 Reduced 11.56%	18,830 Common
Jan 01 2023	BUY Exercise of conversion of derivative security	-	8,141 Added 27.66%	21,292 Common
Sep 16 2022	SELL Open market or private sale	$2,398,182 $125.77 p/Share	19,068 Reduced 59.18%	13,150 Common
Aug 25 2022	SELL Payment of exercise price or tax liability	$1,803,730 $125.95 p/Share	14,321 Reduced 30.77%	32,218 Common

PKC

Patrick K Callahan

Personal Lines President

Mayfield Village, OH

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