RLI's three largest insider shareholders as of April 22, 2026 are Jonathan E Michael (Chairman Ceo, 743.26K shares), Michael J Stone (Director, 431.48K shares), Craig W Kliethermes (Chief Executive Officer, 143.99K shares).
| Holder | Position | Shares (Direct) | Shares (Indirect) | Report Date |
|---|---|---|---|---|
| Jonathan E Michael | Chairman Ceo | 743,261 | 0 | 26 Feb, 2024 |
| Michael J Stone | - | 431,485 | 0 | 05 May, 2025 |
| Craig W Kliethermes | Chief Executive Officer | 143,990 | 0 | 23 Jan, 2026 |
| Jeffrey D Fick | Chief Legal Officer Corp Sec | 142,061 | 0 | 27 Jan, 2025 |
| Jordan W Graham | - | 0 | 111,900 | 05 May, 2025 |
| Jennifer L Klobnak | Chief Operating Officer | 100,318 | 0 | 23 Jan, 2026 |
| Aaron Paul Diefenthaler | Treasurer, Chief Invest. Off. | 71,763 | 0 | 26 Nov, 2025 |
| Jordan W Graham | - | 0 | 52,509 | 02 Nov, 2023 |
| John Thomas Baily | - | 0 | 47,828 | 12 May, 2023 |
| Todd Wayne Bryant | Chief Financial Officer | 35,243 | 0 | 13 Nov, 2024 |
| John Thomas Baily | - | 34,598 | 0 | 08 May, 2023 |
| Seth Anthony Davis | Vice President, Controller | 29,998 | 0 | 26 Nov, 2025 |
| Debbie Sharell Roberts | - | 0 | 26,536 | 03 Feb, 2026 |
| Robert P Jr Restrepo | - | 24,752 | 0 | 05 May, 2025 |
| Michael E Angelina | - | 23,836 | 0 | 05 May, 2025 |
| Susan S. Fleming | - | 0 | 20,871 | 03 Feb, 2026 |
| David B. Duclos | - | 0 | 15,411 | 05 May, 2025 |
| Jordan W Graham | - | 12,854 | 0 | 13 Mar, 2025 |
| Calvin Jr Butler | - | 0 | 10,981 | 23 Feb, 2023 |
| Debbie Sharell Roberts | - | 0 | 9,508 | 02 Feb, 2024 |
| Susan S. Fleming | - | 0 | 7,561 | 02 Feb, 2024 |
| David B. Duclos | - | 7,215 | 0 | 30 Jan, 2025 |
| Paul Bennett Medini | - | 0 | 6,822 | 03 Feb, 2026 |
| Kaj Ahlmann | - | 4,098 | 0 | 06 May, 2024 |
| Paul Bennett Medini | - | 0 | 3,863 | 01 May, 2025 |
| Clark C Kellogg | - | 0 | 1,440 | 05 May, 2025 |
| Paul Bennett Medini | - | 0 | 595 | 08 May, 2023 |
| Michael J Stone | - | 0 | 135 | 02 Aug, 2021 |
* Please note that the shares above only reflect shares from the fund portfolio and the institutional portfolio. Shares from the personal portfolio are excluded from this Institutional Ownership Page. See these insiders' latest transactions here on Insider Page.
| Transaction Date | Insider Name | Security Class | Transaction Type | Shares Traded | Price | Shares Remaining | Ownership | Code |
|---|---|---|---|---|---|---|---|---|
| 02 Feb, 2026 | Jeffrey D Fick | Stock Option | A | 3,750 | $0.00 | 3,750 | D | A |
| 02 Feb, 2026 | Craig W Kliethermes | Stock Option | A | 15,000 | $0.00 | 15,000 | D | A |
| 02 Feb, 2026 | Jennifer L Klobnak | Stock Option | A | 8,125 | $0.00 | 8,125 | D | A |
| 02 Feb, 2026 | Debbie Sharell Roberts | Common Stock | A | 426 | $58.74 | 26,536 | I | J |
| 02 Feb, 2026 | Paul Bennett Medini | Common Stock | A | 447 | $58.74 | 6,822 | I | J |
| 02 Feb, 2026 | Seth Anthony Davis | Stock Option | A | 1,250 | $0.00 | 1,250 | D | A |
| 02 Feb, 2026 | Susan S. Fleming | Common Stock | A | 489 | $58.74 | 20,871 | I | J |
| 23 Jan, 2026 | Craig W Kliethermes | Common Stock | A | 5,000 | $57.45 | 143,990 | D | P |
| 23 Jan, 2026 | Jennifer L Klobnak | Common Stock | A | 2,000 | $57.99 | 100,318 | D | P |
| 25 Nov, 2025 | Seth Anthony Davis | Common Stock | A | 11,000 | $28.07 | 37,561 | D | M |
| 25 Nov, 2025 | Aaron Paul Diefenthaler | Common Stock | A | 18,000 | $28.07 | 84,139 | D | M |
| 25 Nov, 2025 | Seth Anthony Davis | Common Stock | D | 7,563 | $63.94 | 29,998 | D | F |
| 25 Nov, 2025 | Aaron Paul Diefenthaler | Common Stock | D | 12,376 | $63.94 | 71,763 | D | F |
| 25 Nov, 2025 | Seth Anthony Davis | Stock Option | D | 11,000 | $0.00 | 3,000 | D | M |
| 25 Nov, 2025 | Aaron Paul Diefenthaler | Stock Option | D | 18,000 | $0.00 | 0 | D | M |
| 03 Nov, 2025 | Craig W Kliethermes | Stock Option | A | 15,000 | $0.00 | 15,000 | D | A |
| 03 Nov, 2025 | Todd Wayne Bryant | Stock Option | A | 6,250 | $0.00 | 6,250 | D | A |
| 03 Nov, 2025 | Jennifer L Klobnak | Stock Option | A | 8,125 | $0.00 | 8,125 | D | A |
| 03 Nov, 2025 | Jeffrey D Fick | Stock Option | A | 3,750 | $0.00 | 3,750 | D | A |
| 03 Nov, 2025 | Seth Anthony Davis | Stock Option | A | 1,250 | $0.00 | 1,250 | D | A |