As of September 23, 2026, Strategic Education's top three insider holders are Robert S Silberman (Chairman, 319.87K shares), Raymond Karl Mcdonnell (Chief Executive Officer, 158.98K shares), Daniel Wayne Jackson (Chief Financial Officer, 100.10K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Robert S Silberman | Chairman | 319,870 | 0 | 319,870 | 35.8% | 16 Mar, 2026 |
| 2 | Raymond Karl Mcdonnell | Chief Executive Officer | 158,978 | 0 | 158,978 | 17.8% | 26 Feb, 2026 |
| 3 | Daniel Wayne Jackson | Chief Financial Officer | 100,096 | 0 | 100,096 | 11.2% | 03 Mar, 2026 |
| 4 | Christa Hokenson | Chief Human Resources Officer | 65,195 | 0 | 65,195 | 7.3% | 05 Jun, 2026 |
| 5 | Lizette Benedi Herraiz | General Counsel | 55,580 | 0 | 55,580 | 6.2% | 20 Mar, 2026 |
| 6 | Tal Darmon | Chief Accounting Officer | 26,641 | 0 | 26,641 | 3.0% | 26 Feb, 2026 |
| 7 | Viet D Dinh | Director | 24,910 | 0 | 24,910 | 2.8% | 24 Apr, 2026 |
| 8 | Charlotte F Beason | Director | 24,093 | 0 | 24,093 | 2.7% | 24 Apr, 2026 |
| 9 | G Thomas Iii Waite | Director | 16,696 | 0 | 16,696 | 1.9% | 05 May, 2026 |
| 10 | Rita D Brogley | Director | 14,110 | 0 | 14,110 | 1.6% | 24 Apr, 2026 |
| 11 | William J Slocum | Director | 13,492 | 0 | 13,492 | 1.5% | 24 Apr, 2026 |
| 12 | Michael Thawley | Director | 12,154 | 0 | 12,154 | 1.4% | 24 Apr, 2026 |
| 13 | Robert R Grusky | Director | 11,382 | 0 | 11,382 | 1.3% | 24 Apr, 2026 |
| 14 | John T Iii Casteen | Director | 10,637 | 0 | 10,637 | 1.2% | 26 Apr, 2024 |
| 15 | Michael A. Mcrobbie | Director | 9,069 | 0 | 9,069 | 1.0% | 24 Apr, 2026 |
| 16 | J Kevin Gilligan | Vice Chairman | 8,326 | 0 | 8,326 | 0.9% | 29 Apr, 2022 |
| 17 | Jerry Lavell Johnson | Director | 7,428 | 0 | 7,428 | 0.8% | 25 Apr, 2025 |
| 18 | Nathaniel C. Fick | Director | 6,595 | 0 | 6,595 | 0.7% | 29 Apr, 2022 |
| 19 | Benjamin E Sasse | Director | 5,084 | 0 | 5,084 | 0.6% | 24 Apr, 2026 |
| 20 | Gregory William Cappelli | Director | 2,934 | 0 | 2,934 | 0.3% | 24 Apr, 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 |
|---|---|---|---|---|---|---|---|---|
| 04 Jun, 2026 | Christa Hokenson | Chief Human Resources Officer | Disposed S | 2,000 | $80.00 | $160.00K | 65,195 | Direct |
| 05 May, 2026 | G Thomas Iii Waite | Director | Disposed S | 666 | $77.68 | $51.73K | 16,696 | Direct |
| 22 Apr, 2026 | Charlotte F Beason | Director | Acquired A | 1,436 | $0.00 | $0 | 24,093 | Direct |
| 22 Apr, 2026 | Michael Thawley | Director | Acquired A | 1,436 | $0.00 | $0 | 11,489 | Direct |
| 22 Apr, 2026 | William J Slocum | Director | Acquired A | 1,436 | $0.00 | $0 | 7,815 | Direct |
| 22 Apr, 2026 | Michael A. Mcrobbie | Director | Acquired A | 1,436 | $0.00 | $0 | 9,069 | Direct |
| 22 Apr, 2026 | Viet D Dinh | Director | Acquired A | 1,436 | $0.00 | $0 | 23,953 | Direct |
| 22 Apr, 2026 | Robert R Grusky | Director | Acquired A | 1,436 | $0.00 | $0 | 11,382 | Direct |
| 22 Apr, 2026 | Rita D Brogley | Director | Acquired A | 1,436 | $0.00 | $0 | 14,110 | Direct |
| 22 Apr, 2026 | Gregory William Cappelli | Director | Acquired A | 1,436 | $0.00 | $0 | 2,934 | Direct |
| 22 Apr, 2026 | G Thomas Iii Waite | Director | Acquired A | 1,436 | $0.00 | $0 | 17,362 | Direct |
| 22 Apr, 2026 | Benjamin E Sasse | Director | Acquired A | 1,436 | $0.00 | $0 | 4,127 | Direct |
| 24 Apr, 2026 | Michael Thawley | Director | Acquired P | 665 | $72.71 | $48.35K | 12,154 | Direct |
| 22 Apr, 2026 | Benjamin E Sasse | Director | Acquired A | 957 | $83.62 | $80.02K | 5,084 | Direct |
| 22 Apr, 2026 | Viet D Dinh | Director | Acquired A | 957 | $83.62 | $80.02K | 24,910 | Direct |
| 18 Mar, 2026 | Lizette Benedi Herraiz | General Counsel | Disposed S | 2,982 | $79.88 | $238.20K | 55,580 | Direct |
| 13 Mar, 2026 | Robert S Silberman | Chairman | Acquired P | 718 | $80.82 | $58.03K | 319,870 | Direct |
| 13 Mar, 2026 | Lizette Benedi Herraiz | General Counsel | Disposed S | 2,686 | $79.54 | $213.64K | 63,474 | Direct |
| 13 Mar, 2026 | Lizette Benedi Herraiz | General Counsel | Disposed S | 4,912 | $80.20 | $393.94K | 58,562 | Direct |
| 02 Mar, 2026 | Daniel Wayne Jackson | Chief Financial Officer | Disposed S | 5,675 | $81.73 | $463.82K | 107,421 | Direct |