As of September 09, 2026, Tompkins Financial's top three insider holders are Michael H Spain (Director, 139.41K shares), Stephen S Romaine (President Ceo, 70.09K shares), John E Alexander (Director, 53.20K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Michael H Spain | Director | 139,415 | 0 | 139,415 | 23.0% | 15 Jan, 2026 |
| 2 | Stephen S Romaine | President Ceo | 70,091 | 0 | 70,091 | 11.5% | 29 Jul, 2026 |
| 3 | John E Alexander | Director | 53,202 | 0 | 53,202 | 8.8% | 17 May, 2023 |
| 4 | James W Fulmer | Vice Chairman | 39,393 | 0 | 39,393 | 6.5% | 01 Aug, 2023 |
| 5 | Craig Yunker | Director | 30,875 | 0 | 30,875 | 5.1% | 02 Mar, 2022 |
| 6 | Francis M Fetsko | Evp, Coo, Cfo Treasurer | 27,884 | 0 | 27,884 | 4.6% | 07 Feb, 2023 |
| 7 | Gerald J Jr Klein | Evp Presceo Mahopac Bank | 25,296 | 0 | 25,296 | 4.2% | 08 Nov, 2021 |
| 8 | Gregory J Hartz | Evp, Pres.Ceo Tompkins Trust | 23,555 | 0 | 23,555 | 3.9% | 02 Dec, 2022 |
| 9 | David S Boyce | Evp, Pres. Ceo Tompkins Ins. | 20,818 | 0 | 20,818 | 3.4% | 03 Nov, 2025 |
| 10 | John M Mckenna | Evp, Pres. Tompkins Comm. Bank | 16,573 | 0 | 16,573 | 2.7% | 10 Aug, 2026 |
| 11 | Susan M. Valenti | Evp, Corporate Marketing | 16,038 | 0 | 16,038 | 2.6% | 05 Aug, 2024 |
| 12 | Alfred J Weber | Director | 14,690 | 0 | 14,690 | 2.4% | 08 Oct, 2024 |
| 13 | Scott L Gruber | Evp, Pres Ceo, Vist Bank | 14,651 | 0 | 14,651 | 2.4% | 23 Nov, 2021 |
| 14 | Thomas R. Rochon | Director | 13,350 | 0 | 13,350 | 2.2% | 16 Jan, 2025 |
| 15 | John D Mcclurg | Director | 12,834 | 0 | 12,834 | 2.1% | 29 Aug, 2024 |
| 16 | Ita M Rahilly | Director | 11,849 | 0 | 11,849 | 2.0% | 26 May, 2026 |
| 17 | Alyssa H Fontaine | Evp, General Counsel Cro | 10,176 | 0 | 10,176 | 1.7% | 03 Sep, 2026 |
| 18 | Diane D Torcello | Evp President, Tompkins Wny | 7,348 | 0 | 7,348 | 1.2% | 28 Jul, 2026 |
| 19 | Paul J. Battaglia | Director | 7,308 | 0 | 7,308 | 1.2% | 31 Jan, 2024 |
| 20 | Patricia A Johnson | Director | 6,968 | 0 | 6,968 | 1.1% | 02 Jul, 2026 |
| 21 | David M Demilia | Evp, Pres Of Tcb Hudson Valley | 6,638 | 0 | 6,638 | 1.1% | 13 Nov, 2025 |
| 22 | Ginger G Kunkel | President Tcb Pennsylvania | 5,874 | 0 | 5,874 | 1.0% | 19 May, 2026 |
| 23 | David Kershaw | Svp, Pao | 4,857 | 0 | 4,857 | 0.8% | 05 Aug, 2026 |
| 24 | Bonita N Lindberg | Svp, Human Resource Director | 4,805 | 0 | 4,805 | 0.8% | 06 May, 2024 |
| 25 | Matthew D Tomazin | Evp, Cfo Treasurer | 4,726 | 0 | 4,726 | 0.8% | 13 Nov, 2025 |
| 26 | Brian A Howard | Evp, Pres. Tompkins Fin. Adv. | 4,440 | 0 | 4,440 | 0.7% | 14 Nov, 2023 |
| 27 | Charles J Guarino | Svp Chief Bank Operations Off. | 3,599 | 0 | 3,599 | 0.6% | 13 Nov, 2025 |
| 28 | Stacie M Mastin | Svp, Director Of Hr | 2,191 | 0 | 2,191 | 0.4% | 13 Nov, 2025 |
| 29 | Janet M. Coletti | Director | 2,000 | 0 | 2,000 | 0.3% | 16 May, 2024 |
| 30 | Angela B Lee | Director | 1,994 | 0 | 1,994 | 0.3% | 02 Jul, 2026 |
| 31 | Daniel J. Fessenden | Director | 1,848 | 0 | 1,848 | 0.3% | 02 Jul, 2026 |
| 32 | Eric W Taylor | Evp, President Tfa | 1,360 | 0 | 1,360 | 0.2% | 03 Aug, 2026 |
| 33 | Steven W Cribbs | Svp Chief Risk Officer | 382 | 0 | 382 | 0.1% | 09 Feb, 2022 |
| 34 | Johanna B Anderson | Evp, President Tcb Cny | 296 | 0 | 296 | 0.0% | 05 Jan, 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 |
|---|---|---|---|---|---|---|---|---|
| 02 Sep, 2026 | Alyssa H Fontaine | Evp, General Counsel Cro | Acquired M | 802 | $76.90 | $61.67K | 10,889 | Direct |
| 02 Sep, 2026 | Alyssa H Fontaine | Evp, General Counsel Cro | Disposed F | 713 | $97.56 | $69.56K | 10,176 | Direct |
| 02 Sep, 2026 | Alyssa H Fontaine | Evp, General Counsel Cro | Disposed M | 802 | $0.00 | $0 | 0 | Direct |
| 07 Aug, 2026 | John M Mckenna | Evp, Pres. Tompkins Comm. Bank | Acquired M | 802 | $76.90 | $61.67K | 17,285 | Direct |
| 07 Aug, 2026 | John M Mckenna | Evp, Pres. Tompkins Comm. Bank | Disposed F | 712 | $98.73 | $70.30K | 16,573 | Direct |
| 07 Aug, 2026 | John M Mckenna | Evp, Pres. Tompkins Comm. Bank | Disposed M | 802 | $0.00 | $0 | 0 | Direct |
| 04 Aug, 2026 | David Kershaw | Svp, Pao | Acquired M | 260 | $76.90 | $19.99K | 5,077 | Direct |
| 04 Aug, 2026 | David Kershaw | Svp, Pao | Disposed F | 220 | $101.54 | $22.34K | 4,857 | Direct |
| 04 Aug, 2026 | David Kershaw | Svp, Pao | Disposed M | 260 | $0.00 | $0 | 0 | Direct |
| 01 Aug, 2026 | Eric W Taylor | Evp, President Tfa | Disposed F | 45 | $99.84 | $4.49K | 1,360 | Direct |
| 28 Jul, 2026 | Stephen S Romaine | President Ceo | Acquired M | 1,734 | $76.90 | $133.34K | 71,621 | Direct |
| 28 Jul, 2026 | Stephen S Romaine | President Ceo | Disposed F | 1,530 | $101.25 | $154.91K | 70,091 | Direct |
| 28 Jul, 2026 | Stephen S Romaine | President Ceo | Disposed M | 1,734 | $0.00 | $0 | 0 | Direct |
| 27 Jul, 2026 | Diane D Torcello | Evp President, Tompkins Wny | Acquired M | 250 | $76.90 | $19.23K | 7,562 | Direct |
| 27 Jul, 2026 | Diane D Torcello | Evp President, Tompkins Wny | Disposed F | 214 | $99.68 | $21.33K | 7,348 | Direct |
| 27 Jul, 2026 | Diane D Torcello | Evp President, Tompkins Wny | Disposed M | 250 | $0.00 | $0 | 0 | Direct |
| 01 Jul, 2026 | Daniel J. Fessenden | Director | Acquired A | 130 | $95.92 | $12.47K | 1,848 | Direct |
| 01 Jul, 2026 | Helen Eaton | Director | Acquired A | 179 | $96.84 | $17.38K | 3,095 | Direct |
| 01 Jul, 2026 | Angela B Lee | Director | Acquired A | 219 | $95.92 | $21.01K | 1,994 | Direct |
| 01 Jul, 2026 | Janet M. Coletti | Director | Acquired A | 20 | $96.84 | $1.95K | 774 | Direct |