Stride's top three insider shareholders as of August 29, 2026 are Nathaniel A Davis (Executive Chairman, 907.62K shares), James Jeaho Rhyu (Chief Executive Officer, 733.23K shares), Kevin Chavous (Pres., Acad. Pol. Ext. Aff., 250.03K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Nathaniel A Davis | Executive Chairman | 907,622 | 0 | 907,622 | 30.3% | 16 Aug, 2022 |
| 2 | James Jeaho Rhyu | Chief Executive Officer | 733,227 | 0 | 733,227 | 24.5% | 20 Feb, 2026 |
| 3 | Kevin Chavous | Pres., Acad. Pol. Ext. Aff. | 250,025 | 0 | 250,025 | 8.3% | 08 Oct, 2021 |
| 4 | Donna Blackman | Chief Financial Officer | 179,856 | 0 | 179,856 | 6.0% | 20 Aug, 2026 |
| 5 | Steven B Fink | Director | 0 | 175,607 | 175,607 | 5.9% | 08 Dec, 2025 |
| 6 | Robert E Jr Knowling | Chief Executive Officer | 140,541 | 0 | 140,541 | 4.7% | 11 Aug, 2026 |
| 7 | Shaun Mcalmont | Pres., Career Learning Sols. | 120,091 | 0 | 120,091 | 4.0% | 08 Oct, 2021 |
| 8 | Todd Goldthwaite | Managing Director | 103,409 | 0 | 103,409 | 3.5% | 20 Aug, 2026 |
| 9 | Timothy Medina | Chief Financial Officer | 88,464 | 0 | 88,464 | 3.0% | 18 Apr, 2022 |
| 10 | Craig R Barrett | Director | 77,452 | 0 | 77,452 | 2.6% | 11 Dec, 2023 |
| 11 | Vincent Mathis | Evp, General Counsel | 60,759 | 0 | 60,759 | 2.0% | 27 Sep, 2024 |
| 12 | Les Ottolenghi | Chief Commercial Officer | 54,547 | 0 | 54,547 | 1.8% | 21 Feb, 2024 |
| 13 | Aida Alvarez | Director | 42,201 | 0 | 42,201 | 1.4% | 08 Dec, 2025 |
| 14 | Greerson Greene Mcmullen | Evp, General Counsel | 24,683 | 0 | 24,683 | 0.8% | 27 Aug, 2026 |
| 15 | Victoria D Harker | Director | 16,547 | 0 | 16,547 | 0.6% | 05 Jan, 2022 |
| 16 | Robert Cohen | Director | 9,495 | 0 | 9,495 | 0.3% | 13 Dec, 2023 |
| 17 | Eliza Mcfadden | Director | 6,359 | 0 | 6,359 | 0.2% | 08 Dec, 2025 |
| 18 | Ralph R Smith | Director | 2,280 | 0 | 2,280 | 0.1% | 06 Dec, 2024 |
| 19 | Brian A. Shepherd | Director | 1,094 | 0 | 1,094 | 0.0% | 31 Jul, 2026 |
| 20 | Joseph A Verbrugge | Director | 257 | 0 | 257 | 0.0% | 01 Sep, 2022 |
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 |
|---|---|---|---|---|---|---|---|---|
| 07 Aug, 2026 | Greerson Greene Mcmullen | Evp, General Counsel | Acquired A | 12,120 | $0.00 | $0 | 24,683 | Direct |
| 07 Aug, 2026 | Donna Blackman | Chief Financial Officer | Acquired A | 24,239 | $0.00 | $0 | 185,915 | Direct |
| 07 Aug, 2026 | Todd Goldthwaite | Managing Director | Acquired A | 4,848 | $0.00 | $0 | 104,621 | Direct |
| 07 Aug, 2026 | Greerson Greene Mcmullen | Evp, General Counsel | Acquired A | 2,273 | $0.00 | $0 | 2,273 | Direct |
| 07 Aug, 2026 | Donna Blackman | Chief Financial Officer | Acquired A | 4,545 | $0.00 | $0 | 4,545 | Direct |
| 07 Aug, 2026 | Todd Goldthwaite | Managing Director | Acquired A | 909 | $0.00 | $0 | 909 | Direct |
| 18 Aug, 2026 | Todd Goldthwaite | Managing Director | Disposed F | 452 | $83.76 | $37.86K | 103,409 | Direct |
| 18 Aug, 2026 | Donna Blackman | Chief Financial Officer | Disposed F | 3,395 | $83.76 | $284.37K | 179,856 | Direct |
| 07 Aug, 2026 | Greerson Greene Mcmullen | Evp, General Counsel | Acquired A | 9,090 | $0.00 | $0 | 21,734 | Direct |
| 10 Aug, 2026 | Robert E Jr Knowling | Chief Executive Officer | Acquired A | 87,249 | $0.00 | $0 | 93,800 | Direct |
| 07 Aug, 2026 | Todd Goldthwaite | Managing Director | Acquired A | 3,636 | $0.00 | $0 | 104,097 | Direct |
| 07 Aug, 2026 | Donna Blackman | Chief Financial Officer | Acquired A | 18,180 | $0.00 | $0 | 185,619 | Direct |
| 08 Aug, 2026 | Donna Blackman | Chief Financial Officer | Disposed F | 562 | $82.51 | $46.37K | 185,057 | Direct |
| 08 Aug, 2026 | Todd Goldthwaite | Managing Director | Disposed F | 124 | $82.51 | $10.23K | 103,973 | Direct |
| 08 Aug, 2026 | Greerson Greene Mcmullen | Evp, General Counsel | Disposed F | 81 | $82.51 | $6.68K | 21,653 | Direct |
| 10 Aug, 2026 | Robert E Jr Knowling | Chief Executive Officer | Acquired A | 46,741 | $0.00 | $0 | 140,541 | Direct |
| 07 Aug, 2026 | Greerson Greene Mcmullen | Evp, General Counsel | Acquired A | 2,651 | $0.00 | $0 | 2,651 | Direct |
| 09 Aug, 2026 | Todd Goldthwaite | Managing Director | Disposed F | 112 | $82.51 | $9.24K | 103,861 | Direct |
| 10 Aug, 2026 | Robert E Jr Knowling | Chief Executive Officer | Acquired A | 13,633 | $0.00 | $0 | 13,633 | Direct |
| 09 Aug, 2026 | Donna Blackman | Chief Financial Officer | Disposed F | 1,806 | $82.51 | $149.01K | 183,251 | Direct |