Sezzle's three largest insider shareholders as of September 17, 2026 are Charles Youakim (Executive Chairman And Ceo, 12.35Mn shares), Paul Paradis (Director President, 504.07K shares), Paul Paradis (Director President, 390.11K shares).
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Charles Youakim | Executive Chairman And Ceo | 13,021,845 | 0 | 13,021,845 | 89.5% | 12 Aug, 2026 |
| 2 | Paul Paradis | Director President | 485,647 | 0 | 485,647 | 3.3% | 12 Aug, 2026 |
| 3 | Lee Dickson Brading | Chief Financial Officer | 285,092 | 0 | 285,092 | 2.0% | 12 Aug, 2026 |
| 4 | Amin Sabzivand | Chief Operating Officer | 258,748 | 0 | 258,748 | 1.8% | 12 Aug, 2026 |
| 5 | Paul Martin Purcell | Other | 0 | 128,577 | 128,577 | 0.9% | 27 Nov, 2024 |
| 6 | Killian Brackey | Chief Technology Officer | 113,554 | 0 | 113,554 | 0.8% | 16 May, 2022 |
| 7 | Justin Krause | Svp Finance And Controller | 92,564 | 0 | 92,564 | 0.6% | 12 Aug, 2026 |
| 8 | Karen Hartje | Chief Financial Officer | 71,439 | 0 | 71,439 | 0.5% | 14 Nov, 2025 |
| 9 | Kyle M. Brehm | Director | 23,853 | 0 | 23,853 | 0.2% | 28 Aug, 2026 |
| 10 | Candice Ciresi | Gen Counsel Chief Legal Ofcr | 12,697 | 0 | 12,697 | 0.1% | 16 May, 2022 |
| 11 | Kerissa Hollis | General Counsel And Secretary | 12,386 | 0 | 12,386 | 0.1% | 03 Apr, 2026 |
| 12 | Jack R Cohen | General Counsel | 10,528 | 0 | 10,528 | 0.1% | 12 May, 2023 |
| 13 | Karen L. Webster | Director | 7,504 | 0 | 7,504 | 0.1% | 23 May, 2025 |
| 14 | Stephen F. East | Director | 4,329 | 0 | 4,329 | 0.0% | 19 May, 2026 |
| 15 | Bryan Cecil Hunt | Director | 3,735 | 0 | 3,735 | 0.0% | 26 May, 2026 |
| 16 | Rajeev Khurana | General Counsel | 3,629 | 0 | 3,629 | 0.0% | 24 Aug, 2026 |
| 17 | Joshua Bohde | Chief Technology Officer | 3,034 | 0 | 3,034 | 0.0% | 31 May, 2023 |
| 18 | Paul Lahiff | Director | 2,745 | 0 | 2,745 | 0.0% | 03 Apr, 2024 |
| 19 | Michael Cutter | Director | 416 | 0 | 416 | 0.0% | 16 Jun, 2023 |
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 |
|---|---|---|---|---|---|---|---|---|
| 27 Aug, 2026 | Kyle M. Brehm | Director | Disposed S | 1,000 | $125.92 | $125.92K | 23,853 | Direct |
| 20 Aug, 2026 | Rajeev Khurana | General Counsel | Acquired P | 129 | $115.88 | $15.00K | 3,629 | Direct |
| 10 Aug, 2026 | Amin Sabzivand | Chief Operating Officer | Disposed F | 6,973 | $118.00 | $822.81K | 252,807 | Direct |
| 10 Aug, 2026 | Charles Youakim | Executive Chairman And Ceo | Disposed F | 6,978 | $118.00 | $823.40K | 12,346,326 | Direct |
| 10 Aug, 2026 | Justin Krause | Svp Finance And Controller | Disposed F | 1,571 | $118.00 | $185.38K | 70,841 | Direct |
| 10 Aug, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed F | 1,405 | $118.00 | $165.79K | 285,092 | Direct |
| 10 Aug, 2026 | Paul Paradis | Director President | Disposed F | 7,110 | $118.00 | $838.98K | 390,108 | Direct |
| 15 Jul, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed S | 2,326 | $185.38 | $431.20K | 294,505 | Direct |
| 15 Jul, 2026 | Paul Paradis | Director President | Disposed S | 5,283 | $190.39 | $1.01Mn | 410,912 | Direct |
| 15 Jul, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed S | 1,104 | $186.45 | $205.84K | 293,401 | Direct |
| 15 Jul, 2026 | Paul Paradis | Director President | Disposed S | 2,362 | $191.86 | $453.16K | 408,550 | Direct |
| 15 Jul, 2026 | Paul Paradis | Director President | Disposed S | 600 | $192.89 | $115.73K | 407,950 | Direct |
| 15 Jul, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed S | 1,200 | $187.45 | $224.94K | 292,201 | Direct |
| 15 Jul, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed S | 270 | $188.08 | $50.78K | 291,931 | Direct |
| 16 Jul, 2026 | Paul Paradis | Director President | Disposed S | 7,232 | $190.25 | $1.38Mn | 400,718 | Direct |
| 16 Jul, 2026 | Paul Paradis | Director President | Disposed S | 900 | $191.21 | $172.09K | 399,818 | Direct |
| 15 Jul, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed S | 5,000 | $190.30 | $951.51K | 286,931 | Direct |
| 16 Jul, 2026 | Paul Paradis | Director President | Disposed S | 500 | $192.19 | $96.09K | 399,318 | Direct |
| 16 Jul, 2026 | Lee Dickson Brading | Chief Financial Officer | Disposed S | 434 | $195.03 | $84.64K | 286,497 | Direct |
| 16 Jul, 2026 | Paul Paradis | Director President | Disposed S | 1,700 | $193.52 | $328.98K | 397,618 | Direct |