Markel's three largest insider shareholders as of September 29, 2026 are Steven A Markel (Vice Chairman, 60.37K shares), Thomas Sinnickson Gayner (Chief Executive Officer, 56.26K shares), Anthony F Markel (Vice Chairman, 36.26K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Steven A Markel | Vice Chairman | 60,368 | 0 | 60,368 | 31.5% | 15 Dec, 2025 |
| 2 | Thomas Sinnickson Gayner | Chief Executive Officer | 56,260 | 0 | 56,260 | 29.4% | 19 May, 2026 |
| 3 | Anthony F Markel | Vice Chairman | 15,000 | 0 | 15,000 | 7.8% | 25 Feb, 2025 |
| 4 | Richard R Iii Whitt | Co Chief Executive Officer | 11,360 | 0 | 11,360 | 5.9% | 07 Dec, 2022 |
| 5 | Bradley James Kiscaden | Pres/Chief Admin Off Ins Ops | 8,090 | 0 | 8,090 | 4.2% | 17 Feb, 2022 |
| 6 | Jeremy Andrew Noble | President, Insurance | 4,888 | 0 | 4,888 | 2.6% | 20 Feb, 2025 |
| 7 | Michael R Heaton | Evp Chief Operating Officer | 4,709 | 0 | 4,709 | 2.5% | 03 Dec, 2025 |
| 8 | Richard Randolph Grinnan | Svp, Chief Legal Officer Sec | 4,147 | 0 | 4,147 | 2.2% | 19 May, 2026 |
| 9 | Michael Oreilly | Director | 3,935 | 0 | 3,935 | 2.1% | 17 Jun, 2026 |
| 10 | K Bruce Connell | Director | 2,762 | 0 | 2,762 | 1.4% | 18 May, 2023 |
| 11 | Andrew G. Crowley | Evp Pres., Markel Ventures | 2,749 | 0 | 2,749 | 1.4% | 16 Jul, 2026 |
| 12 | Simon Wilson | Evp And Ceo, Markel Insurance | 2,397 | 0 | 2,397 | 1.3% | 26 Feb, 2026 |
| 13 | Robert C Cox | Pres. Coo, Insur. Operations | 2,346 | 0 | 2,346 | 1.2% | 07 Dec, 2022 |
| 14 | Diane Leopold | Director | 2,345 | 0 | 2,345 | 1.2% | 17 Jun, 2026 |
| 15 | Brian J. Costanzo | Chief Financial Officer | 1,632 | 0 | 1,632 | 0.9% | 16 Jul, 2026 |
| 16 | Linda V Schreiner | Svp, Strategic Management | 1,528 | 0 | 1,528 | 0.8% | 09 Dec, 2021 |
| 17 | Mark Besca | Director | 1,222 | 0 | 1,222 | 0.6% | 17 Jun, 2026 |
| 18 | Harold Lawrence Jr. Morrison | Director | 1,127 | 0 | 1,127 | 0.6% | 17 Jun, 2026 |
| 19 | Lawrence A Cunningham | Director | 1,042 | 0 | 1,042 | 0.5% | 17 Jun, 2026 |
| 20 | Morgan E. Housel | Director | 1,029 | 0 | 1,029 | 0.5% | 17 Jun, 2026 |
| 21 | Susan L. Davies | Chro, Markel Insurance | 848 | 0 | 848 | 0.4% | 16 Dec, 2022 |
| 22 | Greta J Harris | Director | 645 | 0 | 645 | 0.3% | 27 May, 2026 |
| 23 | A. Lynne Puckett | Director | 507 | 0 | 507 | 0.3% | 17 Jun, 2026 |
| 24 | Jonathan E Michael | Director | 333 | 0 | 333 | 0.2% | 17 Jun, 2026 |
| 25 | Meade P. Grandis | Cao And Controller | 294 | 0 | 294 | 0.2% | 26 Feb, 2026 |
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 |
|---|---|---|---|---|---|---|---|---|
| 30 Jun, 2026 | Brian J. Costanzo | Chief Financial Officer | Acquired J | 2 | $1,617.19 | $3.50K | 1,632 | Direct |
| 30 Jun, 2026 | Andrew G. Crowley | Evp Pres., Markel Ventures | Acquired J | 3 | $1,617.19 | $4.55K | 2,741 | Direct |
| 15 Jul, 2026 | Andrew G. Crowley | Evp Pres., Markel Ventures | Acquired J | 7 | $1,730.49 | $12.94K | 2,749 | Direct |
| 15 Jun, 2026 | Morgan E. Housel | Director | Acquired J | 66 | $1,668.65 | $110.00K | 1,029 | Direct |
| 15 Jun, 2026 | A. Lynne Puckett | Director | Acquired J | 66 | $1,668.65 | $110.00K | 507 | Direct |
| 15 Jun, 2026 | Mark Besca | Director | Acquired J | 81 | $1,668.65 | $135.00K | 1,222 | Direct |
| 15 Jun, 2026 | Harold Lawrence Jr. Morrison | Director | Acquired J | 33 | $1,668.65 | $55.00K | 1,127 | Direct |
| 15 Jun, 2026 | Michael Oreilly | Director | Acquired J | 90 | $1,668.65 | $150.00K | 3,935 | Direct |
| 15 Jun, 2026 | Lawrence A Cunningham | Director | Acquired J | 33 | $1,668.65 | $55.00K | 1,042 | Direct |
| 15 Jun, 2026 | Diane Leopold | Director | Acquired J | 66 | $1,668.65 | $110.00K | 2,345 | Direct |
| 15 Jun, 2026 | Jonathan E Michael | Director | Acquired J | 66 | $1,668.65 | $110.00K | 333 | Direct |
| 22 May, 2026 | Greta J Harris | Director | Disposed S | 35 | $1,846.12 | $64.61K | 686 | Direct |
| 22 May, 2026 | Greta J Harris | Director | Disposed S | 14 | $1,847.36 | $25.86K | 672 | Direct |
| 22 May, 2026 | Greta J Harris | Director | Disposed S | 27 | $1,848.83 | $49.92K | 645 | Direct |
| 20 May, 2026 | A. Lynne Puckett | Director | Acquired A | 89 | $0.00 | $0 | 441 | Direct |
| 20 May, 2026 | Mark Besca | Director | Acquired A | 89 | $0.00 | $0 | 1,141 | Direct |
| 20 May, 2026 | Morgan E. Housel | Director | Acquired A | 89 | $0.00 | $0 | 963 | Direct |
| 20 May, 2026 | Jonathan E Michael | Director | Acquired A | 89 | $0.00 | $0 | 267 | Direct |
| 20 May, 2026 | Lawrence A Cunningham | Director | Acquired A | 89 | $0.00 | $0 | 1,009 | Direct |
| 20 May, 2026 | Harold Lawrence Jr. Morrison | Director | Acquired A | 89 | $0.00 | $0 | 1,094 | Direct |