As of August 29, 2026, Root's top three insider holders are Hemal Shah (Chief Product Officer, 880.77K shares), Meyer Malka (TenPercentOwner, 503.80K shares), Mahtiyar Bonakdarpour (President And Cto, 372.52K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Hemal Shah | Chief Product Officer | 880,775 | 0 | 880,775 | 30.4% | 03 Feb, 2022 |
| 2 | Meyer Malka | TenPercentOwner | 0 | 503,800 | 503,800 | 17.4% | 30 Apr, 2025 |
| 3 | Mahtiyar Bonakdarpour | President And Cto | 372,519 | 0 | 372,519 | 12.8% | 03 Apr, 2026 |
| 4 | Capital Overdrive Fund I, L.P. Drive | TenPercentOwner | 0 | 339,856 | 339,856 | 11.7% | 23 May, 2025 |
| 5 | Alexander E. Timm | Chief Executive Officer | 275,304 | 0 | 275,304 | 9.5% | 03 Apr, 2026 |
| 6 | Megan Binkley | Chief Financial Officer | 112,317 | 0 | 112,317 | 3.9% | 24 Aug, 2026 |
| 7 | Daniel H Rosenthal | Ch. Rev. And Operating Officer | 94,784 | 0 | 94,784 | 3.3% | 03 Feb, 2023 |
| 8 | Jonathan Allison | Chief Administrative Officer | 68,356 | 0 | 68,356 | 2.4% | 18 May, 2026 |
| 9 | Lawrence A. Hilsheimer | Director | 43,859 | 0 | 43,859 | 1.5% | 04 Jun, 2026 |
| 10 | Ahn Luis Von | Director | 41,347 | 0 | 41,347 | 1.4% | 01 Jul, 2021 |
| 11 | Robert H. Bateman | Chief Financial Officer | 36,304 | 0 | 36,304 | 1.3% | 13 Apr, 2022 |
| 12 | Ryan Forish | Chief Accounting Officer | 24,228 | 0 | 24,228 | 0.8% | 24 Aug, 2026 |
| 13 | Jerri Devard | Director | 21,396 | 0 | 21,396 | 0.7% | 04 Jun, 2026 |
| 14 | Nancy J Kramer | Director | 20,480 | 0 | 20,480 | 0.7% | 04 Jun, 2026 |
| 15 | Beth A Birnbaum | Director | 17,144 | 0 | 17,144 | 0.6% | 04 Jun, 2026 |
| 16 | Julie Szudarek | Director | 14,696 | 0 | 14,696 | 0.5% | 04 Jun, 2026 |
| 17 | Donna Dorsey | Director | 12,820 | 0 | 12,820 | 0.4% | 04 Jun, 2026 |
| 18 | Scott Harlan Maw | Director | 11,201 | 0 | 11,201 | 0.4% | 03 Jan, 2023 |
| 19 | Christopher Olsen | TenPercentOwner | 0 | 6,869 | 6,869 | 0.2% | 23 May, 2025 |
| 20 | Doug Ulman | Director | 3,983 | 0 | 3,983 | 0.1% | 04 Jun, 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 |
|---|---|---|---|---|---|---|---|---|
| 21 Aug, 2026 | Ryan Forish | Chief Accounting Officer | Disposed F | 88 | $55.79 | $4.91K | 24,228 | Direct |
| 21 Aug, 2026 | Megan Binkley | Chief Financial Officer | Disposed G | 1,523 | $0.00 | $0 | 112,317 | Direct |
| 22 Jun, 2026 | Ryan Forish | Chief Accounting Officer | Disposed F | 294 | $51.07 | $15.01K | 24,316 | Direct |
| 15 Jun, 2026 | Ryan Forish | Chief Accounting Officer | Disposed F | 490 | $54.86 | $26.88K | 24,610 | Direct |
| 03 Jun, 2026 | Nancy J Kramer | Director | Acquired A | 2,864 | $0.00 | $0 | 20,480 | Direct |
| 03 Jun, 2026 | Jerri Devard | Director | Acquired A | 2,864 | $0.00 | $0 | 21,396 | Direct |
| 03 Jun, 2026 | Lawrence A. Hilsheimer | Director | Acquired A | 2,864 | $0.00 | $0 | 43,859 | Direct |
| 03 Jun, 2026 | Beth A Birnbaum | Director | Acquired A | 2,864 | $0.00 | $0 | 17,144 | Direct |
| 03 Jun, 2026 | Donna Dorsey | Director | Acquired A | 2,864 | $0.00 | $0 | 12,820 | Direct |
| 03 Jun, 2026 | Julie Szudarek | Director | Acquired A | 2,864 | $0.00 | $0 | 14,696 | Direct |
| 03 Jun, 2026 | Doug Ulman | Director | Acquired A | 2,864 | $0.00 | $0 | 3,983 | Direct |
| 21 May, 2026 | Ryan Forish | Chief Accounting Officer | Disposed F | 351 | $57.85 | $20.31K | 25,100 | Direct |
| 15 May, 2026 | Jonathan Allison | Chief Administrative Officer | Disposed S | 1,606 | $55.96 | $89.87K | 68,356 | Direct |
| 12 May, 2026 | Jonathan Allison | Chief Administrative Officer | Disposed S | 1,706 | $55.74 | $95.09K | 69,962 | Direct |
| 01 May, 2026 | Ryan Forish | Chief Accounting Officer | Disposed F | 82 | $55.05 | $4.51K | 25,451 | Direct |
| 07 Apr, 2026 | Jonathan Allison | Chief Administrative Officer | Disposed S | 1,706 | $44.35 | $75.66K | 71,668 | Direct |
| 01 Apr, 2026 | Alexander E. Timm | Chief Executive Officer | Disposed F | 14,965 | $43.26 | $647.39K | 244,372 | Direct |
| 01 Apr, 2026 | Alexander E. Timm | Chief Executive Officer | Disposed F | 14,965 | $43.26 | $647.39K | 244,372 | Direct |
| 01 Apr, 2026 | Jonathan Allison | Chief Administrative Officer | Disposed F | 8,081 | $43.26 | $349.58K | 73,918 | Direct |
| 01 Apr, 2026 | Alexander E. Timm | Chief Executive Officer | Disposed F | 14,965 | $43.26 | $647.39K | 244,372 | Direct |