| Date | Insider | Title | Code | Shares | Price | Value |
|---|---|---|---|---|---|---|
| Jun 3, 2026 | Rock Laura A | EVP, Chief HR Officer | F | 1,196 | $22.9000 | $27.39K |
| Jun 1, 2026 | DeSantis Anthony J | Director | A | 6,188 | $25.0500 | $155.01K |
| Jun 1, 2026 | Coomer Kelly L | EVP, CIO | A | 43,913 | $25.0500 | $1.10M |
| Jun 1, 2026 | McAnena Stephen J | President and CEO | A | 111,777 | $0.0000 | $0.00 |
| Jun 1, 2026 | McAnena Stephen J | President and CEO | A | 27,945 | $25.0500 | $700.02K |
| May 7, 2026 | Ramamoorthy Anand | EVP, Chief Claims Officer | F | 579 | $29.4000 | $17.02K |
| May 6, 2026 | Paracchini Alberto J | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | Whiting Susan D | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | Gorevic Jason N | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | LADERMAN GERALD | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | Canida Teresa Alvarez | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | Parker Stuart B. | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | MCKINNEY SUZET M | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | Johnson Lacy M. | Director | A | 4,730 | $32.7700 | $155.00K |
| May 6, 2026 | Cochran George N | Director | A | 4,730 | $32.7700 | $155.00K |
| Feb 6, 2026 | MCKINNEY SUZET M | Director | S | 504 | $34.6600 | $17.47K |
| Feb 6, 2026 | Alexander James Allen | Chief Accounting Officer | F | 762 | $34.2400 | $26.09K |
| Feb 6, 2026 | Rock Laura A | EVP, Chief HR Officer | F | 705 | $34.2400 | $24.14K |
| Feb 6, 2026 | BOSCHELLI JOHN MICHAEL | EVP & Chief Investment Officer | F | 715 | $34.2400 | $24.48K |
| Feb 6, 2026 | Flint Christopher Wade | EVP, President, Kemper Life | F | 607 | $34.2400 | $20.78K |
| Feb 6, 2026 | Camden Bradley T | EVP and CFO | F | 822 | $34.2400 | $28.14K |
| Feb 6, 2026 | Evans Carl Thomas Jr. | Interim CEO, Sec. & GC | F | 587 | $34.2400 | $20.10K |
| Feb 6, 2026 | Hunton Matthew A | Other | F | 1,017 | $34.2400 | $34.82K |
| Feb 3, 2026 | Flint Christopher Wade | EVP, President, Kemper Life | A | 18,956 | $0.0000 | $0.00 |
| Feb 3, 2026 | Flint Christopher Wade | EVP, President, Kemper Life | A | 4,739 | $38.0900 | $180.51K |
| Feb 3, 2026 | Flint Christopher Wade | EVP, President, Kemper Life | F | 507 | $38.0900 | $19.31K |
| Feb 3, 2026 | Flint Christopher Wade | EVP, President, Kemper Life | A | 1,462 | $0.0000 | $0.00 |
| Feb 3, 2026 | Hunton Matthew A | Other | A | 27,173 | $0.0000 | $0.00 |
| Feb 3, 2026 | Hunton Matthew A | Other | A | 6,794 | $38.0900 | $258.78K |
| Feb 3, 2026 | Hunton Matthew A | Other | F | 781 | $38.0900 | $29.75K |
| Feb 3, 2026 | Hunton Matthew A | Other | A | 1,876 | $0.0000 | $0.00 |
| Feb 3, 2026 | Rock Laura A | EVP, Chief HR Officer | A | 19,953 | $0.0000 | $0.00 |
| Feb 3, 2026 | Rock Laura A | EVP, Chief HR Officer | A | 4,989 | $38.0900 | $190.03K |
| Feb 3, 2026 | Camden Bradley T | EVP and CFO | A | 27,173 | $0.0000 | $0.00 |
| Feb 3, 2026 | Camden Bradley T | EVP and CFO | A | 6,794 | $38.0900 | $258.78K |
| Feb 3, 2026 | Camden Bradley T | EVP and CFO | F | 453 | $38.0900 | $17.25K |
| Feb 3, 2026 | Camden Bradley T | EVP and CFO | A | 1,452 | $0.0000 | $0.00 |
| Feb 3, 2026 | Alexander James Allen | Chief Accounting Officer | A | 5,356 | $38.0900 | $204.01K |
| Feb 3, 2026 | Alexander James Allen | Chief Accounting Officer | F | 232 | $38.0900 | $8.84K |
| Feb 3, 2026 | Alexander James Allen | Chief Accounting Officer | A | 559 | $0.0000 | $0.00 |
| Feb 3, 2026 | Ramamoorthy Anand | EVP, Chief Claims Officer | A | 19,953 | $0.0000 | $0.00 |
| Feb 3, 2026 | Ramamoorthy Anand | EVP, Chief Claims Officer | A | 4,989 | $38.0900 | $190.03K |
| Feb 3, 2026 | Evans Carl Thomas Jr. | Interim CEO, Sec. & GC | A | 19,953 | $0.0000 | $0.00 |
| Feb 3, 2026 | Evans Carl Thomas Jr. | Interim CEO, Sec. & GC | A | 4,989 | $38.0900 | $190.03K |
| Feb 3, 2026 | Evans Carl Thomas Jr. | Interim CEO, Sec. & GC | F | 521 | $38.0900 | $19.84K |
| Feb 3, 2026 | Evans Carl Thomas Jr. | Interim CEO, Sec. & GC | A | 1,777 | $0.0000 | $0.00 |
| Feb 3, 2026 | BOSCHELLI JOHN MICHAEL | EVP & Chief Investment Officer | A | 23,629 | $0.0000 | $0.00 |
| Feb 3, 2026 | BOSCHELLI JOHN MICHAEL | EVP & Chief Investment Officer | A | 5,908 | $38.0900 | $225.03K |
| Feb 3, 2026 | BOSCHELLI JOHN MICHAEL | EVP & Chief Investment Officer | F | 721 | $38.0900 | $27.46K |
| Feb 3, 2026 | BOSCHELLI JOHN MICHAEL | EVP & Chief Investment Officer | A | 2,221 | $0.0000 | $0.00 |