ESQ · Esquire Financial Holdings, Inc.

$114.12 +1.46 (+1.30%) At close · Aug 27

Market Cap

$1.38B

12.10M

Trades by corporate insiders — officers, directors and holders of more than 10% of the shares — disclosed to the SEC on Forms 4 and 5. Form 3 supplies initial ownership rather than a trade; Form 4 must be filed within two business days of the trade.

Insider Sentiment Score

Peer-relative 0–100 rank of how aggressively insiders accumulated over the trailing 90 days. See the full ranking.

Net buyers

-1

Net shares bought

-0.02%

Net buy value

-$388,791

Date	Insider	Role	Type	Security	Shares	Price	Value	After
2026-08-25	Powers Richard T	Director	Gift↓ Filing footnotes — Common Stock (Direct) Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest 100% on December 10, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 3, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027.	Common Stock	51,380	—	—	6,853
2026-08-07	Coelho Anthony	Director	Tax↓ Filing footnotes — Common Stock (Direct) Includes shares of restricted stock which vest 100% on December 10, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 3, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027.	Common Stock	1,902	$131.38	$249,885	67,365
2026-08-07	Coelho Anthony	Director	Convert↑ Filing footnotes — Common Stock (Direct) Includes shares of restricted stock which vest 100% on December 10, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 3, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027.	Common Stock	20,000	$12.50	$250,000	69,267
2026-08-07	Coelho Anthony	Director	Convert↓ Filing footnotes — Stock Options (Direct) Stock options are fully vested.	Stock Options	20,000	—	—	0
2026-08-04	CARONIA LEONARD	Director	Tax↓	Common Stock (I)	335	$130.31	$43,654	100,761
2026-08-04	CARONIA LEONARD	Director	Convert↑	Common Stock (I)	2,232	$19.57	$43,680	101,906
2026-08-04	CARONIA LEONARD	Director	Convert↓ Filing footnotes — Stock Options (Direct) Stock options are fully vested.	Stock Options	2,232	—	—	0
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	934	—	—	934
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	801	—	—	801
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options vest in five equal annual installments commencing on May 26, 2027.	Stock Options	1,861	—	—	1,861
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	2,003	—	—	2,003
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,861	—	—	1,861
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Common Stock (Indirect) Pursuant to the Agreement and Plan of Merger dated March 11, 2026 between the Issuer, Signature Bancorporation, Inc. ("Signature") and Esquire Merger Sub, Inc., each issued and outstanding share of Signature common stock was converted into the right to receive 2.671 shares of common stock of Issuer. Holders of Signature Common Stock will receive cash in lieu of fractional shares of Issuer common stock in accordance with the terms of the Agreement and Plan of Merger.	Common Stock (I)	18,630	—	—	18,630
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	950	—	—	950
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options vest in five equal annual installments commencing on May 26, 2027.	Stock Options	950	—	—	950
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,861	—	—	1,861
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,816	—	—	1,816
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,856	—	—	1,856
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	2,671	—	—	2,671
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,976	—	—	1,976
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	2,232	—	—	2,232
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	4,807	—	—	4,807
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Common Stock (Indirect) Pursuant to the Agreement and Plan of Merger dated March 11, 2026 between the Issuer, Signature Bancorporation, Inc. ("Signature") and Esquire Merger Sub, Inc., each issued and outstanding share of Signature common stock was converted into the right to receive 2.671 shares of common stock of Issuer. Holders of Signature Common Stock will receive cash in lieu of fractional shares of Issuer common stock in accordance with the terms of the Agreement and Plan of Merger.	Common Stock (I)	98,864	—	—	98,864
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	801	—	—	801
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,842	—	—	1,842
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,535	—	—	1,535
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,001	—	—	1,001
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	942	—	—	942
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	1,736	—	—	1,736
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	4,137	—	—	4,137
2026-08-01	CARONIA LEONARD	Director	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	950	—	—	950
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Common Stock (Direct) Pursuant to the Agreement and Plan of Merger dated March 11, 2026 between the Issuer, Signature Bancorporation, Inc. ("Signature") and Esquire Merger Sub, Inc., each issued and outstanding share of Signature common stock was converted into the right to receive 2.671 shares of common stock of Issuer. Holders of Signature Common Stock will receive cash in lieu of fractional shares of Issuer common stock in accordance with the terms of the Agreement and Plan of Merger.	Common Stock	66,726	—	—	66,726
2026-08-01	O'ROURKE MICHAEL G	Director, President of Chicago Bank Div	Award↑ Filing footnotes — Stock Options (Direct) This option converted into a stock option exercisable for a number of shares of Issuer common stock equal to the number of shares of Signature common stock underlying the option multiplied by 2.671, rounded down to the nearest whole share, with an exercise price per share of Issuer common stock equal to the exercise price applicable to the underlying option divided by 2.671, rounded up to the nearest cent. Stock options are fully vested.	Stock Options	5,953	—	—	5,953
2026-07-30	Mitzman Robert	Director	Sell↓ Filing footnotes — Common Stock (Direct) Includes shares of restricted stock which vest 100% on December 10, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 3, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027.	Common Stock	3,000	$129.60	$388,792	139,679
2026-03-19	ZISES SELIG	Director	Sell↓	Common Stock (I)	3,000	$105.00	$315,000	63,533
2026-03-19	Powers Richard T	Director	Sell↓ Filing footnotes — Common Stock (Direct) Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest 100% on December 10, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 3, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027.	Common Stock	2,308	$104.83	$241,936	58,233
2026-03-19	ZISES SELIG	Director	Sell↓	Common Stock (I)	2,000	$105.25	$210,500	6,501
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	3,000	$107.25	$321,750	67,533
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	2,000	$105.16	$210,327	75,533
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	1,500	$105.11	$157,672	77,533
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	2,000	$105.54	$211,070	10,501
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	1,000	$107.26	$107,255	66,533
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	1,500	$106.08	$159,120	74,033
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	2,000	$107.13	$214,250	70,533
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	2,000	$106.04	$212,086	8,501
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	1,500	$107.01	$160,515	72,533
2026-03-18	ZISES SELIG	Director	Sell↓	Common Stock (I)	8,500	$107.00	$909,500	12,501
2026-01-29	Lacapria Michael	SVP & Chief Financial Officer	Award↑ Filing footnotes — Common Stock (Direct) Shares of restricted stock vest in three equal annual installments commencing on January 29, 2029. Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on January 30, 2028.	Common Stock	1,164	—	—	17,606
2026-01-29	Kornhaber Ari P	EVP and Head of Corp Dev	Award↑ Filing footnotes — Common Stock (Direct) Shares of restricted stock vest in three equal annual installments commencing on January 29, 2029. Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on January 30, 2028.	Common Stock	5,122	—	—	119,792
2026-01-29	Bader Eric S	EVP and COO	Award↑ Filing footnotes — Common Stock (Direct) Shares of restricted stock vest in three equal annual installments commencing on January 29, 2029. Includes shares of restricted stock which vest in three equal annual installments commencing on December 16, 2024. Includes shares of restricted stock which vest in three equal annual installments commencing on December 9, 2025. Includes shares of restricted stock which vest in three equal annual installments commencing on December 19, 2026. Includes shares of restricted stock which vest in three equal annual installments commencing on December 15, 2027. Includes shares of restricted stock which vest in three equal annual installments commencing on January 30, 2028.	Common Stock	3,492	—	—	139,116

Legend Buy — open-market purchase Sell — open-market sale ↑ Shares acquired ↓ Shares disposed (gift, conversion, tax…)

Showing 1–50 of 535 transactions

Key facts CIK 1531031 CUSIP 29667J101 13F (30d) 145 filings 144 filers Visit website