Woodrow Levin

Founder & CEO Extend, Inc.

Last Reviewed: September 18, 2026

Executive Summary

Woodrow Levin is the founder and Chief Executive Officer of Extend, a post-purchase commerce platform he started in November 2018 that lets merchants offer product protection plans, shipping protection, and returns coverage through an API rather than through the traditional extended-warranty apparatus. The insight was structural: extended warranties have long been enormously profitable for big-box retailers, sold at the counter with high margins and opaque terms, while online merchants had no practical way to offer them. Extend made the product an integration rather than a negotiation, and its customers include Beyond, Mattress Firm, and Tonal. Levin is a four-time founder with two prior exits, sits on the DraftKings board, and played Division I hockey at Wisconsin.

Career Highlights

• Founded Extend in November 2018 and leads it as CEO, with a Series C led by SoftBank Vision Fund.
• Member of the DraftKings board of directors since April 2020.
• Founded Estate Assist in 2014 and sold it to DocuSign in 2015, then served as DocuSign’s VP of Growth.
• Founded BringIt in 2009 and led it to acquisition in 2012.
• Founder and CEO of 3.0 Capital GP, a multi-strategy crypto asset hedge fund.
• Former Managing Partner of Riverbank Capital Management, an equity options trading firm he founded with New York and Chicago offices, and President of InStadium.

Professional Journey

Levin took a BA in Business at the University of Wisconsin-Madison, where he played NCAA Division I ice hockey, and subsequently attended Chicago-Kent College of Law. His early career was in trading and media rather than software: he founded Riverbank Capital Management, an equity options trading firm with offices in New York and Chicago, and spent five years as President of InStadium, building out in-venue advertising and promotional inventory.

He moved into technology founding with BringIt in 2009, running it until its acquisition in 2012, then founded Estate Assist in February 2014 — a service for securing and passing on digital assets and account credentials. DocuSign acquired Estate Assist in October 2015, and Levin joined the acquirer as Vice President of Growth, an experience that placed him inside a company whose entire business rested on embedding a previously paper-bound transaction into software.

He founded Extend in November 2018. Product protection plans are a large and durable profit pool, but the mechanics of offering them had remained tied to physical retail: an underwriter relationship, a claims operation, regulatory compliance across states, and a point-of-sale conversation. An online merchant wanting to offer protection faced months of work with insurers and administrators before selling a single plan. Extend built that entire stack — underwriting relationships, pricing, claims handling, and compliance — behind an API, so a merchant could add protection to a checkout flow as an integration.

The company extended the same logic across the post-purchase experience, adding shipping protection and returns, and positioning itself as infrastructure for everything that happens after the buy button. It raised a Series C led by SoftBank Vision Fund and counts Beyond, Mattress Firm, and Tonal among its retail customers. Alongside Extend, Levin founded and leads 3.0 Capital GP, a multi-strategy crypto asset hedge fund, and has served on the board of DraftKings since April 2020.

Education

University of Wisconsin-Madison

BA, Business

Chicago-Kent College of Law

Attended