As of September 29, 2026, Clover Health Investments's top three insider holders are Andrew Toy (Chief Executive Officer, 9.46Mn shares), Peter J. Kuipers (Chief Financial Officer, 5.76Mn shares), Scott J. Leffler (Chief Financial Officer, 4.86Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Andrew Toy | Chief Executive Officer | 9,459,316 | 0 | 9,459,316 | 21.0% | 10 Aug, 2026 |
| 2 | Peter J. Kuipers | Chief Financial Officer | 5,758,353 | 0 | 5,758,353 | 12.8% | 02 Feb, 2026 |
| 3 | Scott J. Leffler | Chief Financial Officer | 4,857,303 | 0 | 4,857,303 | 10.8% | 29 Jan, 2024 |
| 4 | Vivek Garipalli | Director, TenPercentOwner | 3,534,120 | 0 | 3,534,120 | 7.9% | 09 Jan, 2026 |
| 5 | Health Investments, Corp. /De Clover | Chief Technology Officer | 3,093,225 | 0 | 3,093,225 | 6.9% | 02 Nov, 2023 |
| 6 | Jamie L. Reynoso | Ceo, Medicare Advantage | 2,803,446 | 0 | 2,803,446 | 6.2% | 18 Sep, 2026 |
| 7 | Joseph Richards Martin | General Counsel | 2,718,857 | 0 | 2,718,857 | 6.1% | 16 Jun, 2023 |
| 8 | Aric R Sharp | Ceo Of Value Based Care | 2,100,665 | 0 | 2,100,665 | 4.7% | 13 Aug, 2024 |
| 9 | Brady Patrick Priest | Ceo Of Clover Care Services | 2,040,222 | 0 | 2,040,222 | 4.5% | 13 May, 2026 |
| 10 | Karen Soares | Chief Legal Officer | 1,607,371 | 0 | 1,607,371 | 3.6% | 15 Sep, 2026 |
| 11 | Joseph Clay Thornton | Interim Cfo | 1,249,526 | 0 | 1,249,526 | 2.8% | 17 Aug, 2026 |
| 12 | Conrad Wai | Ceo, Counterpart Health | 0 | 1,170,056 | 1,170,056 | 2.6% | 16 Sep, 2026 |
| 13 | Prabhdeep Singh | Chief Growth Officer | 872,821 | 0 | 872,821 | 1.9% | 20 Sep, 2022 |
| 14 | Demetrios L. Kouzoukas | Director | 605,980 | 0 | 605,980 | 1.3% | 08 Jan, 2026 |
| 15 | Chelsea Clinton | Director | 602,814 | 0 | 602,814 | 1.3% | 08 Jan, 2025 |
| 16 | Lee Shapiro | Director | 598,622 | 0 | 598,622 | 1.3% | 08 Jan, 2025 |
| 17 | William G Jr Robinson | Director | 597,987 | 0 | 597,987 | 1.3% | 08 Jan, 2026 |
| 18 | Anna U Loengard | Director | 527,456 | 0 | 527,456 | 1.2% | 08 Jan, 2026 |
| 19 | Carladenise Armbrister Edwards | Director | 285,432 | 0 | 285,432 | 0.6% | 19 May, 2026 |
| 20 | Joseph Frank Oldakowski | Vp Of Finance And Controller | 275,897 | 0 | 275,897 | 0.6% | 17 Sep, 2026 |
| 21 | Thomas L Tran | Director | 180,029 | 0 | 180,029 | 0.4% | 08 Jan, 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 |
|---|---|---|---|---|---|---|---|---|
| 17 Sep, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 1,921 | $4.56 | $8.76K | 2,803,446 | Direct |
| 16 Sep, 2026 | Joseph Frank Oldakowski | Vp Of Finance And Controller | Disposed S | 3,170 | $4.64 | $14.71K | 275,897 | Direct |
| 17 Aug, 2026 | Joseph Clay Thornton | Interim Cfo | Disposed S | 17,775 | $4.39 | $78.03K | 1,249,526 | Direct |
| 12 Aug, 2026 | Joseph Clay Thornton | Interim Cfo | Acquired A | 54,347 | $0.00 | $0 | 1,267,301 | Direct |
| 12 Aug, 2026 | Karen Soares | Chief Legal Officer | Acquired A | 108,695 | $0.00 | $0 | 1,614,217 | Direct |
| 10 Aug, 2026 | Andrew Toy | Chief Executive Officer | Disposed S | 87,798 | $4.65 | $408.26K | 9,459,316 | Direct |
| 20 Jul, 2026 | Karen Soares | Chief Legal Officer | Disposed S | 51,700 | $4.51 | $233.17K | 1,505,522 | Direct |
| 17 Jul, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 4,839 | $4.53 | $21.92K | 2,814,640 | Direct |
| 15 Jul, 2026 | Conrad Wai | Ceo, Counterpart Health | Disposed S | 24,215 | $4.67 | $113.08K | 1,145,699 | Direct |
| 15 Jul, 2026 | Karen Soares | Chief Legal Officer | Disposed S | 10,519 | $4.67 | $49.12K | 1,557,222 | Direct |
| 15 Jul, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 13,119 | $4.67 | $61.27K | 2,819,479 | Direct |
| 15 Jul, 2026 | Andrew Toy | Chief Executive Officer | Disposed S | 62,711 | $4.67 | $292.86K | 9,547,114 | Direct |
| 15 Jul, 2026 | Joseph Clay Thornton | Interim Cfo | Disposed S | 4,630 | $4.67 | $21.62K | 1,212,954 | Direct |
| 08 Jul, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 2,384 | $4.68 | $11.16K | 2,832,598 | Direct |
| 06 Jul, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 6,229 | $5.26 | $32.76K | 2,834,982 | Direct |
| 01 Jul, 2026 | Andrew Toy | Chief Executive Officer | Disposed S | 313,476 | $5.32 | $1.67Mn | 9,609,825 | Direct |
| 17 Jun, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 2,360 | $4.78 | $11.28K | 2,841,211 | Direct |
| 16 Jun, 2026 | Joseph Frank Oldakowski | Vp Of Finance And Controller | Disposed S | 12,102 | $4.86 | $58.82K | 299,067 | Direct |
| 15 Jun, 2026 | Jamie L. Reynoso | Ceo, Medicare Advantage | Disposed S | 6,350 | $4.61 | $29.27K | 2,843,571 | Direct |
| 15 Jun, 2026 | Karen Soares | Chief Legal Officer | Disposed S | 4,681 | $4.61 | $21.58K | 1,567,741 | Direct |