As of September 29, 2026, the three largest insider holders of HTLD are Michael J Gerdin (Chief Executive Officer, 18.94Mn shares), S. Gerdin Revocable Trust Ann (TenPercentOwner, 8.94Mn shares), Michael J Gerdin (Chief Executive Officer, 2.96Mn shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Michael J Gerdin | Chief Executive Officer | 0 | 18,939,532 | 18,939,532 | 66.8% | 21 May, 2026 |
| 2 | S. Gerdin Revocable Trust Ann | TenPercentOwner, Other | 8,939,532 | 0 | 8,939,532 | 31.5% | 21 May, 2026 |
| 3 | Larry J. Gordon | Director | 304,588 | 0 | 304,588 | 1.1% | 15 May, 2023 |
| 4 | James G Pratt | Director | 0 | 35,000 | 35,000 | 0.1% | 02 Sep, 2026 |
| 5 | Michael Paul Donovan | Coo Of Smith Transport | 32,587 | 0 | 32,587 | 0.1% | 06 Aug, 2024 |
| 6 | David Paul Millis | President Of Millis Transfer | 28,387 | 0 | 28,387 | 0.1% | 17 Jun, 2026 |
| 7 | Michael John Sullivan | Director | 24,331 | 0 | 24,331 | 0.1% | 30 Apr, 2024 |
| 8 | Christopher Alan Strain | Vice President/Cfo/Treasurer | 21,500 | 0 | 21,500 | 0.1% | 18 May, 2026 |
| 9 | Todd Allan Trimble | Vp Of Safety And Security | 13,287 | 0 | 13,287 | 0.0% | 03 Apr, 2025 |
| 10 | Kris Eric Eickman | Vp Of Information Technology | 8,320 | 0 | 8,320 | 0.0% | 18 May, 2026 |
| 11 | Joshua Stefan Helmich | Cao And Secretary | 7,946 | 0 | 7,946 | 0.0% | 18 May, 2026 |
| 12 | Jo Anne Borden | Vp Of Hr And Risk Management | 4,648 | 0 | 4,648 | 0.0% | 09 Mar, 2022 |
| 13 | Brenda S Neville | Director | 3,429 | 0 | 3,429 | 0.0% | 15 May, 2023 |
| 14 | Benjamin J Allen | Director | 3,024 | 0 | 3,024 | 0.0% | 15 May, 2023 |
| 15 | David P Spalding | Director | 2,000 | 0 | 2,000 | 0.0% | 12 Jun, 2026 |
| 16 | Tahira K Hira | Director | 2,000 | 0 | 2,000 | 0.0% | 05 Nov, 2021 |
| 17 | Amanda Hupfeld | Director | 2,000 | 0 | 2,000 | 0.0% | 14 May, 2025 |
| 18 | Kent Daryl Rigdon | Chief Operating Officer | 1,360 | 0 | 1,360 | 0.0% | 18 May, 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 |
|---|---|---|---|---|---|---|---|---|
| 31 Aug, 2026 | James G Pratt | Director | Acquired A | 5,000 | $0.00 | $0 | 35,000 | Indirect |
| 15 Jun, 2026 | David Paul Millis | Director | Disposed S | 31,402 | $15.67 | $492.09K | 28,387 | Direct |
| 10 Jun, 2026 | David P Spalding | Director | Acquired P | 2,000 | $15.69 | $31.38K | 2,000 | Direct |
| 19 May, 2026 | S. Gerdin Revocable Trust Ann | TenPercentOwner, Other | Acquired G | 4,474,456 | $0.00 | $0 | 8,939,532 | Direct |
| 19 May, 2026 | Michael J Gerdin | Chief Executive Officer | Disposed G | 4,474,456 | $0.00 | $0 | 10,000,000 | Indirect |
| 19 May, 2026 | Michael J Gerdin | Chief Executive Officer | Acquired G | 4,474,456 | $0.00 | $0 | 8,939,532 | Indirect |
| 15 May, 2026 | Joshua Stefan Helmich | Cao And Secretary | Acquired A | 500 | $0.00 | $0 | 8,113 | Direct |
| 15 May, 2026 | Kris Eric Eickman | Vp Of Information Technology | Acquired A | 500 | $0.00 | $0 | 8,487 | Direct |
| 15 May, 2026 | Christopher Alan Strain | Vice President/Cfo/Treasurer | Acquired A | 500 | $0.00 | $0 | 21,500 | Direct |
| 15 May, 2026 | S. Gerdin Revocable Trust Ann | TenPercentOwner, Other | Acquired A | 500 | $0.00 | $0 | 9,313 | Indirect |
| 15 May, 2026 | Kent Daryl Rigdon | Chief Operating Officer | Acquired A | 500 | $0.00 | $0 | 1,527 | Direct |
| 15 May, 2026 | Joshua Stefan Helmich | Cao And Secretary | Disposed F | 167 | $13.30 | $2.22K | 7,946 | Direct |
| 15 May, 2026 | Kris Eric Eickman | Vp Of Information Technology | Disposed F | 167 | $13.30 | $2.22K | 8,320 | Direct |
| 15 May, 2026 | Kent Daryl Rigdon | Chief Operating Officer | Disposed F | 167 | $13.30 | $2.22K | 1,360 | Direct |
| 22 Apr, 2026 | David Paul Millis | President Of Millis Transfer | Acquired A | 2,866 | $0.00 | $0 | 59,603 | Direct |
| 22 Apr, 2026 | David Paul Millis | President Of Millis Transfer | Disposed F | 1,069 | $11.58 | $12.38K | 58,534 | Direct |
| 24 Apr, 2026 | David Paul Millis | President Of Millis Transfer | Acquired A | 2,000 | $0.00 | $0 | 60,534 | Direct |
| 24 Apr, 2026 | David Paul Millis | President Of Millis Transfer | Disposed F | 746 | $13.03 | $9.72K | 59,788 | Direct |
| 01 Dec, 2025 | Michael J Gerdin | Chief Executive Officer | Disposed G | 10,000,000 | $0.00 | $0 | 4,465,076 | Indirect |
| 01 Dec, 2025 | S. Gerdin Revocable Trust Ann | TenPercentOwner, Other | Disposed G | 10,000,000 | $0.00 | $0 | 4,465,076 | Direct |