As of September 29, 2026, Cimpress's top three insider holders are General Partners Llc Prescott (TenPercentOwner, 3.73Mn shares), Zachary Sternberg (Director, 2.06Mn shares), Robert S Keane (Ceo, Chairman, 986.78K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | General Partners Llc Prescott | TenPercentOwner, Other | 0 | 3,729,002 | 3,729,002 | 77.1% | 12 Nov, 2024 |
| 2 | Robert S Keane | Ceo, Chairman | 91,167 | 764,000 | 855,167 | 17.7% | 15 Sep, 2026 |
| 3 | Florian Baumgartner | Evp And Ceo, Vista | 82,332 | 0 | 82,332 | 1.7% | 18 Aug, 2026 |
| 4 | Scott J Vassalluzzo | Director, TenPercentOwner, Other | 72,734 | 0 | 72,734 | 1.5% | 18 Nov, 2025 |
| 5 | Sean Edward Quinn | Evp, Chief Financial Officer | 40,979 | 0 | 40,979 | 0.8% | 18 Aug, 2026 |
| 6 | Maarten Wensveen | Evp Chief Technology Officer | 32,827 | 0 | 32,827 | 0.7% | 18 Aug, 2026 |
| 7 | Zachary Sternberg | Director | 17,873 | 0 | 17,873 | 0.4% | 19 Nov, 2024 |
| 8 | Dessislava Temperley | Director | 4,285 | 0 | 4,285 | 0.1% | 18 Nov, 2025 |
| 9 | Sophie Gasperment | Director | 4,025 | 0 | 4,025 | 0.1% | 18 Nov, 2025 |
| 10 | Wayne Hsing-Yuan Ting | Director | 302 | 0 | 302 | 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 |
|---|---|---|---|---|---|---|---|---|
| 15 Aug, 2026 | Robert S Keane | Ceo, Chairman | Acquired M | 9,579 | $0.00 | $0 | 85,756 | Direct |
| 15 Aug, 2026 | Maarten Wensveen | Evp Chief Technology Officer | Acquired M | 1,860 | $0.00 | $0 | 25,112 | Direct |
| 15 Aug, 2026 | Sean Edward Quinn | Evp, Chief Financial Officer | Acquired M | 2,299 | $0.00 | $0 | 31,236 | Direct |
| 15 Aug, 2026 | Florian Baumgartner | Evp And Ceo, Vista | Acquired M | 1,691 | $0.00 | $0 | 74,385 | Direct |
| 15 Aug, 2026 | Maarten Wensveen | Evp Chief Technology Officer | Acquired M | 3,697 | $0.00 | $0 | 28,809 | Direct |
| 15 Aug, 2026 | Robert S Keane | Ceo, Chairman | Acquired M | 146 | $0.00 | $0 | 85,902 | Direct |
| 15 Aug, 2026 | Florian Baumgartner | Evp And Ceo, Vista | Acquired M | 3,550 | $0.00 | $0 | 77,935 | Direct |
| 15 Aug, 2026 | Sean Edward Quinn | Evp, Chief Financial Officer | Acquired M | 4,570 | $0.00 | $0 | 35,806 | Direct |
| 15 Aug, 2026 | Robert S Keane | Ceo, Chairman | Acquired M | 3,387 | $0.00 | $0 | 89,289 | Direct |
| 15 Aug, 2026 | Maarten Wensveen | Evp Chief Technology Officer | Acquired M | 1,303 | $0.00 | $0 | 30,112 | Direct |
| 15 Aug, 2026 | Florian Baumgartner | Evp And Ceo, Vista | Acquired M | 1,303 | $0.00 | $0 | 79,238 | Direct |
| 15 Aug, 2026 | Sean Edward Quinn | Evp, Chief Financial Officer | Acquired M | 1,651 | $0.00 | $0 | 37,457 | Direct |
| 15 Aug, 2026 | Robert S Keane | Ceo, Chairman | Acquired M | 347 | $0.00 | $0 | 89,636 | Direct |
| 15 Aug, 2026 | Maarten Wensveen | Evp Chief Technology Officer | Acquired M | 11,683 | $0.00 | $0 | 41,795 | Direct |
| 15 Aug, 2026 | Sean Edward Quinn | Evp, Chief Financial Officer | Acquired M | 14,799 | $0.00 | $0 | 52,256 | Direct |
| 15 Aug, 2026 | Florian Baumgartner | Evp And Ceo, Vista | Acquired M | 11,810 | $0.00 | $0 | 91,048 | Direct |
| 15 Aug, 2026 | Sean Edward Quinn | Evp, Chief Financial Officer | Disposed F | 11,277 | $94.46 | $1.07Mn | 40,979 | Direct |
| 15 Aug, 2026 | Florian Baumgartner | Evp And Ceo, Vista | Disposed F | 8,716 | $94.46 | $823.31K | 82,332 | Direct |
| 15 Aug, 2026 | Robert S Keane | Ceo, Chairman | Acquired M | 30,376 | $0.00 | $0 | 120,012 | Direct |
| 15 Aug, 2026 | Maarten Wensveen | Evp Chief Technology Officer | Disposed F | 8,968 | $94.46 | $847.12K | 32,827 | Direct |