As of September 17, 2026, the three largest insider holders of HHH are Square Capital Management, L.P. Pershing (Director, 18.85Mn shares), Square Capital Management, L.P. Pershing (Director, 341.03K shares), David R. O'Reilly (Director And Ceo, 208.08K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Square Capital Management, L.P. Pershing | Director, TenPercentOwner | 0 | 19,333,097 | 19,333,097 | 95.4% | 08 Jun, 2026 |
| 2 | David R. O'Reilly | Director And Ceo | 208,081 | 0 | 208,081 | 1.0% | 09 Feb, 2026 |
| 3 | L Jay Cross | President | 85,590 | 0 | 85,590 | 0.4% | 07 Feb, 2025 |
| 4 | Marc Grandisson | Executive Chairman, Vantage | 71,943 | 0 | 71,943 | 0.4% | 17 Jul, 2026 |
| 5 | R Scot Sellers | Director | 71,555 | 0 | 71,555 | 0.4% | 24 Jun, 2026 |
| 6 | Carlos A. Olea | Chief Financial Officer | 66,842 | 0 | 66,842 | 0.3% | 09 Feb, 2026 |
| 7 | Mary Ann Tighe | Director | 37,371 | 0 | 37,371 | 0.2% | 24 Jun, 2026 |
| 8 | Andrew D. Davis | Chief Operating Officer, Hhc | 31,530 | 0 | 31,530 | 0.2% | 26 Mar, 2026 |
| 9 | Allen J Model | Director | 31,134 | 0 | 31,134 | 0.2% | 21 Jun, 2024 |
| 10 | Steven H Shepsman | Director | 29,473 | 0 | 29,473 | 0.1% | 25 Jun, 2025 |
| 11 | Joseph Valane | General Counsel Secretary | 28,523 | 0 | 28,523 | 0.1% | 09 Apr, 2026 |
| 12 | Adam R. Flatto | Director | 28,310 | 0 | 28,310 | 0.1% | 21 Jun, 2024 |
| 13 | Anton D. Nikodemus | Ceo, Seaport Entertainment | 28,045 | 0 | 28,045 | 0.1% | 03 Jan, 2024 |
| 14 | Douglas Johnstone | Regional President, Hawaii | 26,839 | 0 | 26,839 | 0.1% | 09 Feb, 2026 |
| 15 | Kristi Smith | Regional President, Columbia | 26,375 | 0 | 26,375 | 0.1% | 09 Feb, 2026 |
| 16 | James Carman | President, Houston Region | 22,096 | 0 | 22,096 | 0.1% | 18 May, 2026 |
| 17 | Beth J Kaplan | Director | 16,689 | 0 | 16,689 | 0.1% | 25 Jun, 2025 |
| 18 | Zachary Winick | Co President, New York Region | 13,859 | 0 | 13,859 | 0.1% | 07 Dec, 2023 |
| 19 | Jose Miguel Bustamante | President, Nevada | 13,195 | 0 | 13,195 | 0.1% | 09 Feb, 2026 |
| 20 | Charles James Jr. Freericks | President, Arizona | 12,455 | 0 | 12,455 | 0.1% | 09 Feb, 2026 |
| 21 | David Michael Striph | Evp, Head Of Operations | 11,538 | 0 | 11,538 | 0.1% | 07 Feb, 2025 |
| 22 | Anthony Williams | Director | 10,271 | 0 | 10,271 | 0.1% | 24 Jun, 2026 |
| 23 | Elena Verbinskaya | Chief Accounting Officer | 9,855 | 0 | 9,855 | 0.0% | 09 Feb, 2026 |
| 24 | David Eun | Director | 9,720 | 0 | 9,720 | 0.0% | 24 Jun, 2026 |
| 25 | Heath Melton | President, Phoenix Region | 9,274 | 0 | 9,274 | 0.0% | 19 Mar, 2024 |
| 26 | Frank Stephan | President, Nevada | 6,096 | 0 | 6,096 | 0.0% | 01 Feb, 2024 |
| 27 | Susan Panuccio | Director | 5,754 | 0 | 5,754 | 0.0% | 24 Jun, 2026 |
| 28 | Thomas Cecil Lachman | Director | 5,754 | 0 | 5,754 | 0.0% | 24 Jun, 2026 |
| 29 | Jean-Baptiste Robert Bernard Wautier | Director | 4,263 | 0 | 4,263 | 0.0% | 24 Jun, 2026 |
| 30 | Dana Hamilton | Director | 3,290 | 0 | 3,290 | 0.0% | 21 Jun, 2024 |
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 |
|---|---|---|---|---|---|---|---|---|
| 11 Aug, 2026 | Mary Ann Tighe | Director | Disposed S | 13,495 | $67.25 | $907.60K | 0 | Indirect |
| 15 Jul, 2026 | Marc Grandisson | Executive Chairman, Vantage | Acquired A | 68,653 | $0.00 | $0 | 71,943 | Direct |
| 19 Jun, 2026 | Anthony Williams | Director | Acquired A | 2,169 | $0.00 | $0 | 10,271 | Direct |
| 19 Jun, 2026 | Thomas Cecil Lachman | Director | Acquired A | 3,290 | $0.00 | $0 | 5,754 | Direct |
| 19 Jun, 2026 | Mary Ann Tighe | Director | Acquired A | 3,290 | $0.00 | $0 | 37,371 | Direct |
| 19 Jun, 2026 | Susan Panuccio | Director | Acquired A | 3,290 | $0.00 | $0 | 5,754 | Direct |
| 19 Jun, 2026 | Jean-Baptiste Robert Bernard Wautier | Director | Acquired A | 2,169 | $0.00 | $0 | 4,263 | Direct |
| 19 Jun, 2026 | R Scot Sellers | Director | Acquired A | 4,038 | $0.00 | $0 | 71,555 | Direct |
| 19 Jun, 2026 | David Eun | Director | Acquired A | 3,290 | $0.00 | $0 | 9,720 | Direct |
| 19 Jun, 2026 | Marc Grandisson | Director | Acquired A | 3,290 | $0.00 | $0 | 3,290 | Direct |
| 04 Jun, 2026 | Square Capital Management, L.P. Pershing | Director, TenPercentOwner | Acquired A | 140,000 | $7,142.86 | $1,000.00Mn | 140,000 | Indirect |
| 15 May, 2026 | James Carman | President, Houston Region | Disposed S | 1,500 | $64.20 | $96.30K | 22,096 | Direct |
| 21 Apr, 2026 | Square Capital Management, L.P. Pershing | Director, TenPercentOwner | Disposed J | 341,033 | $65.86 | $22.46Mn | 18,511,031 | Indirect |
| 21 Apr, 2026 | Square Capital Management, L.P. Pershing | Director, TenPercentOwner | Acquired J | 341,033 | $65.86 | $22.46Mn | 341,033 | Indirect |
| 01 Apr, 2026 | Joseph Valane | General Counsel Secretary | Disposed F | 686 | $63.05 | $43.25K | 28,523 | Direct |
| 25 Mar, 2026 | Andrew D. Davis | Chief Operating Officer, Hhc | Disposed S | 1,636 | $63.87 | $104.49K | 31,530 | Direct |
| 13 Mar, 2026 | Joseph Valane | General Counsel Secretary | Acquired P | 1,260 | $64.45 | $81.21K | 29,209 | Direct |
| 05 Feb, 2026 | Joseph Valane | General Counsel Secretary | Disposed F | 483 | $80.04 | $38.66K | 27,949 | Direct |
| 05 Feb, 2026 | Elena Verbinskaya | Chief Accounting Officer | Disposed F | 156 | $80.04 | $12.49K | 9,855 | Direct |
| 05 Feb, 2026 | James Carman | President, Houston Region | Disposed F | 285 | $80.04 | $22.81K | 23,596 | Direct |