Karen Bailo Progressive Corp (PGR) insider trading activity

Karen Bailo is Commercial Lines President of PROGRESSIVE CORP. Currently has a direct ownership of 32,345 shares of PGR, which is worth approximately $7.86 Million. The most recent transaction as insider was on Jul 28, 2025, when has been sold 8,922 shares (Common) at a price of $249.24 per share, resulting in proceeds of $2,223,719. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 32.3K

0% 3M change

0.01% 12M change

Total Value Held $7.86 Million

Karen Bailo Transaction History

Date	Transaction	Value	Shares Traded	Shares Held
Jul 28 2025	SELL Open market or private sale	$2,223,719 $249.24 p/Share	8,922 Reduced 21.62%	32,345 Common
Jul 25 2025	SELL Payment of exercise price or tax liability	$1,786,988 $249.44 p/Share	7,164 Reduced 14.79%	41,267 Common
Jul 25 2025	BUY Grant, award, or other acquisition	-	16,086 Added 24.93%	48,431 Common
Jan 22 2025	SELL Open market or private sale	$515,774 $243.29 p/Share	2,120 Reduced 6.15%	32,345 Common
Jan 21 2025	SELL Payment of exercise price or tax liability	$280,814 $243.34 p/Share	1,154 Reduced 3.24%	34,465 Common
Jan 21 2025	BUY Exercise of conversion of derivative security	-	3,275 Added 8.42%	35,619 Common
Jan 03 2025	SELL Open market or private sale	$348,139 $242.1 p/Share	1,438 Reduced 4.26%	32,343 Common
Jan 01 2025	SELL Payment of exercise price or tax liability	$157,883 $240.31 p/Share	657 Reduced 1.91%	33,781 Common
Jan 01 2025	BUY Exercise of conversion of derivative security	-	2,096 Added 5.74%	34,438 Common
Jul 22 2024	SELL Open market or private sale	$1,686,826 $214.01 p/Share	7,882 Reduced 19.6%	32,342 Common
Jul 19 2024	SELL Payment of exercise price or tax liability	$1,311,873 $221.75 p/Share	5,916 Reduced 12.82%	40,224 Common
Jul 19 2024	BUY Grant, award, or other acquisition	-	13,798 Added 23.02%	46,140 Common
Mar 05 2024	SELL Open market or private sale	$1,603,843 $189.49 p/Share	8,464 Reduced 20.74%	32,341 Common
Jan 16 2024	SELL Payment of exercise price or tax liability	$75,173 $168.93 p/Share	445 Reduced 1.08%	40,805 Common
Jan 16 2024	BUY Exercise of conversion of derivative security	-	1,511 Added 3.53%	41,250 Common
Jan 01 2024	SELL Payment of exercise price or tax liability	$127,773 $160.52 p/Share	796 Reduced 1.96%	39,739 Common
Jan 01 2024	BUY Exercise of conversion of derivative security	-	2,521 Added 5.86%	40,535 Common
Nov 27 2023	SELL Payment of exercise price or tax liability	$167,997 $163.74 p/Share	1,026 Reduced 2.63%	38,013 Common
Nov 27 2023	BUY Grant, award, or other acquisition	-	3,489 Added 8.2%	39,039 Common
Jan 01 2023	SELL Payment of exercise price or tax liability	$121,758 $129.53 p/Share	940 Reduced 2.58%	35,550 Common
Jan 01 2023	BUY Exercise of conversion of derivative security	-	3,029 Added 7.66%	36,490 Common
Dec 20 2022	SELL Open market or private sale	$644,500 $128.9 p/Share	5,000 Reduced 13.0%	33,460 Common
Aug 25 2022	SELL Payment of exercise price or tax liability	$181,242 $125.95 p/Share	1,439 Reduced 3.61%	38,460 Common
Aug 25 2022	BUY Grant, award, or other acquisition	-	3,280 Added 7.6%	39,899 Common
May 01 2022	SELL Payment of exercise price or tax liability	$134,274 $108.9 p/Share	1,233 Reduced 3.26%	36,618 Common

Karen Bailo

Commercial Lines President

Mayfield Village, OH

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