Sezzle Inc.
A Minneapolis-based financial technology company that runs a "buy now, pay later" service, letting shoppers split purchases into four interest-free payments at tens of thousands of online retailers like Poshmark and Gymshark. Co-founded in 2016 by Charlie Youakim and Paul Paradis, who met in business school, it was named by blending "sell" with "sizzle" to capture the excitement of checkout. The founders initially experimented with merchant rewards before pivoting to the installment model the company is known for today.
Granted 82.6K · Bought 90.0K · Sold 7.2K
Granted 160.8K · Sold 846.4K
Granted 40.3K · Sold 328.1K
Granted 6.5K
Granted 3.8K · Bought 400.5K · Sold 399.9K
Granted 482.4K · Sold 6.3K
Granted 30.0K · Sold 15.2K
Granted 729.5K · Sold 113.6K
Granted 595.6K · Sold 39.5K
Granted 1.62M · Sold 453.4K
Granted 1.3K · Bought 1.4K · Sold 1
Granted 400.0K
Granted 3.8K · Sold 1.9K
Granted 1.3K
Granted 1.8K
Granted 53.8K
Granted 3.5K · Bought 129.4498
Granted 935
Granted 2.6K
Granted 400.0K
| Insider | Stake change | Holds now | Granted / vested | Bought | Sold |
|---|---|---|---|---|---|
| Youakim CharlesExecutive Chairman and CEO, Director, 10% owner · 19 transactions | — | 14.81M | 82.6K | 90.0K | 7.2K |
| Brackey KillianCHIEF TECHNOLOGY OFFICER · 8 transactions | -14.2% | 4.31Mas of May 2022 | 160.8K | — | 846.4K |
| Paradis PaulDirector & President, Director · 125 transactions | — | 2.20M | 40.3K | — | 328.1K |
| Katz VeronicaCHIEF REVENUE OFFICER · 1 transaction | +0.8% | 816.5Kas of Oct 2021 | 6.5K | — | — |
| Purcell Paul MartinFormer Director · 98 transactions | — | 524.1Kas of Nov 2024 | 3.8K | 400.5K | 399.9K |
| Ciresi CandiceGEN COUNSEL & CHIEF LEGAL OFCR · 2 transactions | +5169.9% | 482.4Kas of May 2022 | 482.4K | — | 6.3K |
| Brading Lee DicksonChief Financial Officer · 11 transactions | — | 311.9K | 30.0K | — | 15.2K |
| Sabzivand AminChief Operating Officer · 77 transactions | — | 259.8K | 729.5K | — | 113.6K |
| Krause JustinSVP FINANCE AND CONTROLLER · 51 transactions | +149.5% | 72.4K | 595.6K | — | 39.5K |
| Hartje KarenChief Financial Officer · 58 transactions | -16.3% | 33.7K | 1.62M | — | 453.4K |
| Brehm Kyle M.Director · 6 transactions | — | 24.9K | 1.3K | 1.4K | 1 |
| Bohde JoshuaChief Technology Officer · 3 transactions | — | 19.2Kas of May 2023 | 400.0K | — | — |
| Hollis KerissaGeneral Counsel and Secretary · 11 transactions | — | 12.4K | 3.8K | — | 1.9K |
| East Stephen F.Director · 3 transactions | — | 11.5K | 1.3K | — | — |
| Webster Karen L.Director · 2 transactions | — | 7.5Kas of May 2025 | 1.8K | — | — |
| Lahiff PaulDirector · 3 transactions | — | 5.1Kas of Apr 2024 | 53.8K | — | — |
| Khurana RajeevGeneral Counsel · 2 transactions | — | 3.6K | 3.5K | 129.4498 | — |
| Hunt Bryan CecilDirector · 1 transaction | — | 2.8K | 935 | — | — |
| Cutter MichaelDirector · 1 transaction | — | 2.6Kas of Jun 2023 | 2.6K | — | — |
| Cohen Jack RGeneral Counsel · 1 transaction | — | 0as of May 2023 | 400.0K | — | — |
Select a row to see that insider’s individual transactions. Sum of the holdings confirmed in the 12 months before this insider's last filing. A Form 4 reports a holding per line — held directly, or through a named trust, partnership or foundation, and in each share class separately — never a person’s total. Lines not restated in that time are left out and shown apart: an active filer restates what they still hold, so a line they did not restate is more often an entity since renamed, whose shares a successor line reports too. An amber marker means some were left out.
Net open-market activity over the last 5 years: -1.72M shares. Grants, option exercises and tax withholding are excluded — they are compensation mechanics, not decisions to buy or sell.