| Einhorn DavidDirector, 10% owner · 14 transactions | — | 6.25M†as of Jul 2023 | — | 2.63M | — |
| Khronos LLC +4 co-filersReporting owner · 7 transactions | — | 3.05Mas of Dec 2008 | — | 200.0K | 250.0K |
| Burton SimonChief Executive Officer, Director · 4 transactions | — | 866.3Kas of Mar 2023 | 866.3K | — | — |
| Roitman DanielAlternate Director · 22 transactions | — | 380.0K†as of May 2021 | — | 288.7K | — |
| Courtis TimChief Financial Officer · 17 transactions | — | 325.9Kas of Sep 2020 | 393.7K | 3.0K | — |
| Goldberg Leonard RDirector · 156 transactions | — | 289.5K†as of Aug 2025 | 816.3K | 30.0K | 368.9K |
| O'Brien PatrickChief Operating Officer, SEE REMARKS · 15 transactions | — | 208.6K | 226.7K | — | 23.0K |
| Hedges BartonFormer CEO & Director · 45 transactions | — | 202.9Kas of Mar 2017 | 436.9K | 4.0K | 144.6K |
| Platt Joseph P JRDirector · 31 transactions | — | 174.6K† | 165.8K | 10.0K | 75.0K |
| Brooks Alan MichaelDirector · 18 transactions | — | 173.4Kas of May 2021 | 113.6K | 35.5K | — |
| Curnock Thomas JamesGrp Chief Underwriting Officer · 12 transactions | — | 172.5K | 208.2K | — | 60.9K |
| Murphy BryanDirector · 19 transactions | — | 165.6Kas of Aug 2025 | 150.3K | 15.3K | — |
| Greenspan Neil WChief Financial Officer · 3 transactions | — | 160.3Kas of Mar 2022 | 160.3K | — | — |
| Romer FaramarzChief Financial Officer · 30 transactions | — | 160.2K | 213.6K | — | 62.1K |
| Accurso LauraGENERAL COUNSEL · 6 transactions | — | 143.9Kas of Mar 2022 | 132.1K | — | 12.0K |
| Lackner Frank DDirector · 18 transactions | — | 124.8Kas of May 2019 | 76.7K | — | 12.5K |
| Richardson GregChief Executive Officer, Director · 4 transactions | — | 106.5K | 56.5K | 50.0K | — |
| OReilly Brian JosephHead of Innovations · 7 transactions | — | 103.5K | 45.6K | — | 24.0K |
| Isaacs IanDirector · 32 transactions | — | 101.2K† | 133.5K | — | 85.6K |
| Diaz SherryController · 33 transactions | — | 100.4K | 115.2K | — | 17.8K |
| Brendan BarryChief Underwriting Officer · 17 transactions | — | 93.5Kas of May 2018 | 174.2K | — | 80.9K |
| Strommer Richard PaulChief Actuary · 6 transactions | — | 72.6K | 34.1K | — | 6.9K |
| Barry BrendanChief Underwriting Officer · 3 transactions | — | 68.4Kas of Sep 2020 | 66.7K | — | — |
| Wagner ClaudeChief Actuary · 6 transactions | — | 56.6Kas of Jun 2014 | 27.1K | — | — |
| Foley Ursuline FDirector · 6 transactions | — | 54.1K | 49.1K | 5.0K | — |
| Ferrari JohnnyDirector · 5 transactions | — | 49.1Kas of Aug 2025 | 49.1K | — | — |
| Guest Victoria WDirector · 5 transactions | — | 49.1Kas of Aug 2025 | 49.1K | — | — |
| Simon Jerome LDirector · 2 transactions | — | 42.0Kas of May 2007 | 2.0K | 40.0K | — |
| Sigmon DavidGeneral Counsel · 5 transactions | — | 32.7K | 40.2K | — | 7.5K |
| Taitz Hope SDirector · 3 transactions | — | 20.5Kas of May 2019 | 20.5K | — | — |
| Archambault StevenChief Accounting Officer · 2 transactions | — | 16.2K | 11.1K | — | — |
| Belfatti Michael JFormer Chief Operating Officer · 3 transactions | — | 11.4Kas of Sep 2018 | 27.9K | — | — |
| McNichols JamesChief Actuarial Officer · 3 transactions | — | 0as of Aug 2016 | 4.9K | — | — |