Octave Specialty Group, Inc. OSG NYSE

NYSE • Financial Services • Insurance - Specialty • US • USD

SharesGrow Score

45/100

1/7 Pass

SharesGrow Intrinsic Value

Octave Specialty Group, Inc. (OSG) has 20 known insider and institutional holders on record. The largest holder is CYRUS CAPITAL PARTNERS GP, LLC with 16,218,710 shares. Other notable holders include Saltchuk Resources, Inc. and PAULSON & CO. INC..

Over the last 12 months, insiders have made 72 transactions in OSG stock — 55 buys (valued at $11.48M) and 0 sells (valued at RSU Award). Insider buying has outpaced selling during this period, which may signal confidence in the company's prospects.

OSG Insider Ownership

Top Holder

CYRUS CAPITAL PARTNERS GP, LLC

16,218,710 shares

Buys (12 mo)

$11.48M value

Sells (12 mo)

$0.00 value

12-Month Transaction Activity

Buy 76%

Sell 0%

Top Insider Holders

#	Name	Role	Shares Owned	Last Filed	Relative Size
1	Cyrus Capital Partners Gp, Llc	Director	16,218,710	2022-04-07	100%
2	Saltchuk Resources, Inc.	10 Percent Owner	15,203,554	2021-04-07	94%
3	Paulson & Co. Inc.	Director	8,300,000	2018-08-21	51%
4	Bluemountain Capital Management, Llc	10 Percent Owner	8,028,541	2018-06-29	50%
5	Cyrus Capital Partners, L.p.	10 Percent Owner	7,080,071	2023-08-28	44%
6	Norton Samuel H	President and CEO	2,252,479	2024-06-03	14%
7	Leblanc Claude	Chief Executive Officer	520,212	2026-03-25	3%
8	O'halloran Patrick Joseph	VP & Chief Operations Officer	397,636	2024-07-01	2%
9	Allan Susan	VP, General Counsel & Corp Sec	313,416	2024-07-03	2%
10	Trick David	Exec VP, CFO & Treasurer	138,184	2026-03-25	1%
11	Manuel Anja	Director	125,753	2023-06-02	1%
12	Smith R Sharon	Exec VP & Group COO	120,314	2026-03-25	1%
13	Wallach Ty	Director	95,203	2020-12-14	1%
14	Prieur C James	Director	94,390	2023-01-04	1%
15	Herzog David L	Director	93,057	2023-04-04	1%
16	Greene Alexander David	Director	74,388	2021-05-13	0%
17	Ksenak Stephen Michael	Sr. Md & General Counsel	46,151	2025-07-09	0%
18	Steger Ronald	Director	37,300	2017-06-08	0%
19	Bernlohr Timothy J	Director	37,300	2017-06-08	0%
20	Metz Lawrence F.	*see Remarks For Full Title	28,246	2026-03-25	0%

Recent Transactions (last 12 months)

Date	Name	Role	Type	Shares	Price	Value
2026-04-01	Haft Ian David	Director	RSU Award	7,441	-	-
2026-04-01	Stein Jeffrey Scott	Director	RSU Award	7,441	-	-
2026-04-01	Matus Kristi Ann	Director	RSU Award	7,441	-	-
2026-04-01	Price Michael D	Director	RSU Award	7,441	-	-
2026-04-01	Lammtennant Joan M	Director	RSU Award	7,441	-	-
2026-04-01	Iglesias Lisa G	Director	RSU Award	7,441	-	-
2026-03-23	Ahn Cristina E.	Chief Accounting Officer	RSU Award	8,067	-	-
2026-03-10	Ahn Cristina E.	Chief Accounting Officer	Tax Withholding of RSU	203	$4.90	$994.70
2026-03-23	Smith R Sharon	Exec VP & Group COO	RSU Award	24,375	-	-
2026-03-23	Metz Lawrence F.	*see Remarks For Full Title	RSU Award	28,246	-	-
2026-03-23	Trick David	Exec VP, CFO & Treasurer	RSU Award	26,250	-	-
2026-03-23	Leblanc Claude	Chief Executive Officer	RSU Award	99,375	-	-
2026-03-03	Smith R Sharon	Exec VP & Group COO	Option Exercise (Sell)	8,720	-	-
2026-03-03	Trick David	Exec VP, CFO & Treasurer	Option Exercise (Sell)	9,790	-	-
2026-03-03	Leblanc Claude	Chief Executive Officer	Option Exercise	22,582	-	-
2025-09-30	Smith R Sharon	Exec VP & Group COO	RSU Award	76,206	-	-
2025-09-29	Smith R Sharon	Exec VP & Group COO	Tax Withholding of RSU	70,680	$9.72	$687.01K
2025-09-30	Trick David	Exec VP, CFO & Treasurer	RSU Award	46,300	-	-
2025-09-29	Trick David	Exec VP, CFO & Treasurer	Tax Withholding of RSU	80,531	$9.72	$782.76K
2026-01-01	Haft Ian David	Director	RSU Award	4,524	-	-
2026-01-01	Stein Jeffrey Scott	Director	RSU Award	4,524	-	-
2026-01-01	Matus Kristi Ann	Director	RSU Award	4,524	-	-
2026-01-02	Leblanc Claude	Chief Executive Officer	Informative Buy	12,000	$7.59	$91.08K
2026-01-01	Price Michael D	Director	RSU Award	4,524	-	-
2026-01-01	Lammtennant Joan M	Director	RSU Award	4,524	-	-