James River Group Holdings's top three insider shareholders as of September 29, 2026 are Matthew Botein (Director, 5.86Mn shares), Point Capital Llc Gallatin (Director, 5.86Mn shares), Frank D'Orazio (Chief Executive Officer, 546.40K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Matthew Botein | Director | 0 | 5,859,375 | 5,859,375 | 37.8% | 13 Nov, 2024 |
| 2 | Point Capital Llc Gallatin | Director | 0 | 5,859,375 | 5,859,375 | 37.8% | 13 Nov, 2024 |
| 3 | Frank D'Orazio | Chief Executive Officer | 963,023 | 0 | 963,023 | 6.2% | 09 Mar, 2026 |
| 4 | J Adam Abram | Chief Executive Officer | 482,943 | 0 | 482,943 | 3.1% | 04 Mar, 2022 |
| 5 | Sarah C. Doran | Chief Financial Officer | 381,811 | 0 | 381,811 | 2.5% | 09 Mar, 2026 |
| 6 | Richard Schmitzer | Pres. Ceo Es Lines Sgmt | 353,522 | 0 | 353,522 | 2.3% | 07 Mar, 2025 |
| 7 | Michael J. Hoffmann | Svp Chief Underwriting Officer | 217,969 | 0 | 217,969 | 1.4% | 09 Mar, 2026 |
| 8 | Michael E Crow | Principal Accounting Officer | 161,463 | 0 | 161,463 | 1.0% | 06 Mar, 2026 |
| 9 | Todd Randell Sutherland | President, Es Lines Segment | 158,395 | 0 | 158,395 | 1.0% | 07 Aug, 2026 |
| 10 | Jeanette L Miller | Svp, Chief Legal Officer | 145,664 | 0 | 145,664 | 0.9% | 09 Mar, 2026 |
| 11 | Christine Lasala | Director | 143,129 | 0 | 143,129 | 0.9% | 06 Mar, 2026 |
| 12 | James Paul Mccoy | Senior Vice President | 123,228 | 0 | 123,228 | 0.8% | 09 Mar, 2026 |
| 13 | Peter B. Migliorato | Director | 92,811 | 0 | 92,811 | 0.6% | 06 Mar, 2026 |
| 14 | Thomas Lynn Brown | Director | 77,689 | 0 | 77,689 | 0.5% | 06 Mar, 2026 |
| 15 | Kirstin Gould | Director | 74,989 | 0 | 74,989 | 0.5% | 06 Mar, 2026 |
| 16 | William K Bowman | Pres Ceo Sp Adm Ins Sgmt | 62,305 | 0 | 62,305 | 0.4% | 07 Mar, 2025 |
| 17 | Dennis J. Langwell | Director | 56,427 | 0 | 56,427 | 0.4% | 06 Mar, 2026 |
| 18 | Terence M. Mccafferty | Pres Ceo Sp Adm Ins Sgmt | 47,780 | 0 | 47,780 | 0.3% | 06 Mar, 2023 |
| 19 | Daniel Heinlein | Pres Ceo Casualty Rein Sgmt | 29,748 | 0 | 29,748 | 0.2% | 18 Apr, 2024 |
| 20 | Ollie L. Jr. Sherman | Director | 28,654 | 0 | 28,654 | 0.2% | 04 Mar, 2024 |
| 21 | Jerry R Masters | Director | 26,592 | 0 | 26,592 | 0.2% | 04 Mar, 2022 |
| 22 | Joel D Cavaness | Director | 25,367 | 0 | 25,367 | 0.2% | 06 Mar, 2026 |
| 23 | David B Gelinne | Svp, Chief Actuary | 25,267 | 0 | 25,267 | 0.2% | 27 Oct, 2023 |
| 24 | Michael T Oakes | Director | 21,455 | 0 | 21,455 | 0.1% | 02 Mar, 2023 |
| 25 | Rajiv Basu | Director | 18,632 | 0 | 18,632 | 0.1% | 12 Aug, 2026 |
| 26 | Sundar Srinivasan | Director | 18,270 | 0 | 18,270 | 0.1% | 04 Mar, 2022 |
| 27 | Patricia H Roberts | Director | 18,002 | 0 | 18,002 | 0.1% | 04 Mar, 2024 |
| 28 | Janet Raye Cowell | Director | 10,141 | 0 | 10,141 | 0.1% | 10 Mar, 2022 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 12 Aug, 2026 | Rajiv Basu | Director | Acquired A | 18,632 | $0.00 | $0 | 18,632 | Direct |
| 06 Aug, 2026 | Todd Randell Sutherland | President, Es Lines Segment | Disposed F | 4,310 | $4.79 | $20.64K | 90,983 | Direct |
| 04 May, 2026 | Todd Randell Sutherland | President, Es Lines Segment | Disposed F | 937 | $6.13 | $5.74K | 95,293 | Direct |
| 05 Mar, 2026 | Frank D'Orazio | Chief Executive Officer | Disposed F | 14,128 | $6.44 | $90.98K | 546,399 | Direct |
| 05 Mar, 2026 | Sarah C. Doran | Chief Financial Officer | Disposed F | 8,741 | $6.44 | $56.29K | 208,172 | Direct |
| 05 Mar, 2026 | Jeanette L Miller | Svp, Chief Legal Officer | Disposed F | 4,126 | $6.44 | $26.57K | 84,144 | Direct |
| 05 Mar, 2026 | James Paul Mccoy | Senior Vice President | Disposed F | 4,517 | $6.44 | $29.09K | 67,926 | Direct |
| 05 Mar, 2026 | Michael J. Hoffmann | Svp Chief Underwriting Officer | Disposed F | 8,939 | $6.44 | $57.57K | 120,796 | Direct |
| 04 Mar, 2026 | Todd Randell Sutherland | President, Es Lines Segment | Acquired A | 28,818 | $0.00 | $0 | 96,230 | Direct |
| 04 Mar, 2026 | Peter B. Migliorato | Director | Acquired A | 14,409 | $0.00 | $0 | 53,610 | Direct |
| 04 Mar, 2026 | Thomas Lynn Brown | Director | Acquired A | 14,409 | $0.00 | $0 | 44,549 | Direct |
| 04 Mar, 2026 | Sarah C. Doran | Chief Financial Officer | Acquired A | 42,446 | $0.00 | $0 | 216,913 | Direct |
| 04 Mar, 2026 | Frank D'Orazio | Chief Executive Officer | Acquired A | 143,461 | $0.00 | $0 | 560,527 | Direct |
| 04 Mar, 2026 | James Paul Mccoy | Senior Vice President | Acquired A | 18,912 | $0.00 | $0 | 72,443 | Direct |
| 04 Mar, 2026 | Dennis J. Langwell | Director | Acquired A | 14,409 | $0.00 | $0 | 35,418 | Direct |
| 04 Mar, 2026 | Jeanette L Miller | Svp, Chief Legal Officer | Acquired A | 26,714 | $0.00 | $0 | 88,270 | Direct |
| 04 Mar, 2026 | Christine Lasala | Director | Acquired A | 21,613 | $0.00 | $0 | 82,371 | Direct |
| 04 Mar, 2026 | Joel D Cavaness | Director | Acquired A | 14,409 | $0.00 | $0 | 19,888 | Direct |
| 04 Mar, 2026 | Kirstin Gould | Director | Acquired A | 14,409 | $0.00 | $0 | 44,699 | Direct |
| 04 Mar, 2026 | Michael E Crow | Principal Accounting Officer | Acquired A | 41,686 | $0.00 | $0 | 101,019 | Direct |