Graham Holdings's three largest insider shareholders as of August 29, 2026 are Andrew Stephen Rosen (Executive Vice President, 37.77K shares), Andrew Stephen Rosen (Executive Vice President, 37.77K shares), Timothy J O'Shaughnessy (President And Ceo, 27.09K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Andrew Stephen Rosen | Executive Vice President | 37,773 | 0 | 37,773 | 31.5% | 06 Jan, 2025 |
| 2 | Timothy J O'Shaughnessy | President And Ceo | 22,878 | 0 | 22,878 | 19.1% | 14 Aug, 2026 |
| 3 | Laura O'Shaughnessy | TenPercentOwner | 22,865 | 0 | 22,865 | 19.1% | 14 Aug, 2026 |
| 4 | Jacob Maas, | Executive Vp | 10,092 | 0 | 10,092 | 8.4% | 31 Aug, 2026 |
| 5 | Katharine Weymouth | Director | 7,615 | 0 | 7,615 | 6.4% | 28 May, 2026 |
| 6 | Christopher C Davis | Director | 5,614 | 0 | 5,614 | 4.7% | 06 Jul, 2026 |
| 7 | Nicole Marie Maddrey | Sr. Vp Gc Secretary | 4,223 | 0 | 4,223 | 3.5% | 06 Jan, 2025 |
| 8 | Wallace R. Cooney | Chief Financial Officer | 3,524 | 0 | 3,524 | 2.9% | 06 Jan, 2025 |
| 9 | G Richard Jr Wagoner | Director | 0 | 1,554 | 1,554 | 1.3% | 06 Jul, 2026 |
| 10 | Sandra M. Stonesifer | Vp, Chief Hr Officer | 1,322 | 0 | 1,322 | 1.1% | 06 Jan, 2025 |
| 11 | Anne M Mulcahy | Director | 0 | 758 | 758 | 0.6% | 06 Jul, 2026 |
| 12 | Thomas Sinnickson Gayner | Director | 700 | 0 | 700 | 0.6% | 13 Sep, 2024 |
| 13 | Danielle Y. Conley | Director | 0 | 461 | 461 | 0.4% | 06 Jul, 2026 |
| 14 | Marcel A. Snyman | Vp Chief Accounting Officer | 442 | 0 | 442 | 0.4% | 06 Jan, 2025 |
| 15 | Jack A. Markell | Director | 0 | 48 | 48 | 0.0% | 06 Jul, 2026 |
| 16 | Tony Allen | Director | 15 | 0 | 15 | 0.0% | 09 Nov, 2023 |
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 |
|---|---|---|---|---|---|---|---|---|
| 28 Aug, 2026 | Jacob Maas, | Executive Vp | Acquired A | 1,000 | $0.00 | $0 | 7,657 | Direct |
| 28 Aug, 2026 | Jacob Maas, | Executive Vp | Disposed F | 501 | $1,159.23 | $580.77K | 7,156 | Direct |
| 13 Aug, 2026 | Laura O'Shaughnessy | TenPercentOwner | Disposed J | 4,211 | — | — | 22,865 | Direct |
| 13 Aug, 2026 | Timothy J O'Shaughnessy | President And Ceo | Disposed J | 4,211 | — | — | 22,878 | Direct |
| 13 Aug, 2026 | Laura O'Shaughnessy | TenPercentOwner | Disposed J | 4,211 | — | — | 22,865 | Direct |
| 13 Aug, 2026 | Timothy J O'Shaughnessy | President And Ceo | Acquired J | 4,211 | — | — | 15,711 | Indirect |
| 13 Aug, 2026 | Donald Graham | Director, TenPercentOwner | Disposed J | 12,633 | — | — | 375,592 | Indirect |
| 13 Aug, 2026 | Laura O'Shaughnessy | TenPercentOwner | Acquired J | 4,211 | — | — | 15,711 | Direct |
| 13 Aug, 2026 | Timothy J O'Shaughnessy | President And Ceo | Acquired J | 4,211 | — | — | 19,922 | Indirect |
| 13 Aug, 2026 | Laura O'Shaughnessy | TenPercentOwner | Acquired J | 4,211 | — | — | 15,711 | Direct |
| 13 Aug, 2026 | Laura O'Shaughnessy | TenPercentOwner | Acquired J | 4,211 | — | — | 19,922 | Direct |
| 13 Aug, 2026 | Laura O'Shaughnessy | TenPercentOwner | Acquired J | 4,211 | — | — | 19,922 | Direct |
| 01 Jul, 2026 | Danielle Y. Conley | Director | Acquired A | 19 | $1,161.11 | $22.06K | 461 | Indirect |
| 01 Jul, 2026 | Jack A. Markell | Director | Acquired A | 7 | $1,161.11 | $8.13K | 48 | Indirect |
| 01 Jul, 2026 | G Richard Jr Wagoner | Director | Acquired A | 21 | $1,161.11 | $24.38K | 1,554 | Indirect |
| 01 Jul, 2026 | Anne M Mulcahy | Director | Acquired A | 21 | $1,161.11 | $24.38K | 758 | Indirect |
| 01 Jul, 2026 | Christopher C Davis | Director | Acquired A | 23 | $1,161.11 | $26.71K | 5,614 | Direct |
| 26 May, 2026 | Timothy J O'Shaughnessy | President And Ceo | Disposed J | 5,600 | — | — | 0 | Indirect |
| 26 May, 2026 | Laura O'Shaughnessy | TenPercentOwner | Disposed J | 5,600 | — | — | 0 | Indirect |
| 26 May, 2026 | Laura O'Shaughnessy | TenPercentOwner | Disposed J | 5,600 | — | — | 0 | Indirect |