In the last 12 months, insiders at Winmark made open-market sales of $4.13 million (9.16K shares) and bought no shares on the open market.
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Ronald G Olson | TenPercentOwner | 146,335 | 0 | 146,335 | 38.6% | 26 Nov, 2024 |
| 2 | Brett D Heffes | Chair And Ceo | 114,400 | 0 | 114,400 | 30.2% | 28 Aug, 2025 |
| 3 | Anthony D Ishaug | Chief Financial Officer | 69,776 | 0 | 69,776 | 18.4% | 30 Apr, 2026 |
| 4 | Renae M. Gaudette | Chief Operating Officer | 21,360 | 0 | 21,360 | 5.6% | 28 Apr, 2026 |
| 5 | Leah A Goff | Vp Of Human Resources | 11,575 | 0 | 11,575 | 3.1% | 14 Mar, 2022 |
| 6 | Percy C Jr Tomlinson | Director | 4,500 | 0 | 4,500 | 1.2% | 01 Jul, 2026 |
| 7 | Paul C Reyelts | Director | 0 | 3,887 | 3,887 | 1.0% | 17 Mar, 2023 |
| 8 | Mark L Wilson | Director | 0 | 3,788 | 3,788 | 1.0% | 22 Nov, 2023 |
| 9 | Jenele C Grassle | Director | 2,500 | 0 | 2,500 | 0.7% | 05 Mar, 2026 |
| 10 | Lawrence A Barbetta | Director | 649 | 0 | 649 | 0.2% | 18 Sep, 2025 |
| 11 | Gina Decaro Sprenger | Director | 250 | 0 | 250 | 0.1% | 13 Aug, 2025 |
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 |
|---|---|---|---|---|---|---|---|---|
| 01 Jul, 2026 | Percy C Jr Tomlinson | Director | Acquired M | 3,500 | $242.58 | $849.03K | 4,300 | Direct |
| 01 Jul, 2026 | Percy C Jr Tomlinson | Director | Acquired M | 200 | $197.80 | $39.56K | 4,500 | Direct |
| 01 Jul, 2026 | Percy C Jr Tomlinson | Director | Disposed M | 3,500 | $242.58 | $849.03K | 1,900 | Direct |
| 01 Jul, 2026 | Percy C Jr Tomlinson | Director | Disposed M | 200 | $197.80 | $39.56K | 20 | Direct |
| 01 Jun, 2026 | Lawrence A Barbetta | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Philip Irving Smith | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Lisa Schurke Hake | Chief Marketing Officer | Acquired A | 9,256 | $378.57 | $3.50Mn | 9,256 | Direct |
| 01 Jun, 2026 | Stephanie S. Hoppe | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Keith Credendino | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Amy C Becker | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Gina Decaro Sprenger | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Percy C Jr Tomlinson | Director | Acquired A | 356 | $378.57 | $134.77K | 356 | Direct |
| 01 Jun, 2026 | Lisa Schurke Hake | Chief Marketing Officer | Acquired A | 1,712 | $378.57 | $648.11K | 1,712 | Direct |
| 01 Jun, 2026 | Anthony D Ishaug | Chief Financial Officer | Acquired A | 2,420 | $378.57 | $916.14K | 2,420 | Direct |
| 01 Jun, 2026 | Renae M. Gaudette | Chief Operating Officer | Acquired A | 1,984 | $378.57 | $751.08K | 1,984 | Direct |
| 01 Jun, 2026 | Brett D Heffes | Chair And Ceo | Acquired A | 4,620 | $378.57 | $1.75Mn | 4,620 | Direct |
| 05 May, 2026 | Stephanie S. Hoppe | Director | Acquired A | 3,400 | $372.02 | $1.26Mn | 3,400 | Direct |
| 30 Apr, 2026 | Anthony D Ishaug | Chief Financial Officer | Acquired M | 3,293 | $98.25 | $323.54K | 69,776 | Direct |
| 30 Apr, 2026 | Anthony D Ishaug | Chief Financial Officer | Disposed M | 3,293 | $98.25 | $323.54K | 0 | Direct |
| 28 Apr, 2026 | Renae M. Gaudette | Chief Operating Officer | Acquired M | 2,500 | $98.25 | $245.63K | 21,360 | Direct |