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Actual bio 4218

Finding Market Fit Through COVID-19

On Demand

Bobby Matson
Founder and CEO at Payitoff

Bobby is a 2x startup operator obsessed with building better infrastructure for all borrowers. He led engineering teams at Carbon Five, where he built technology for Groupon, Fandango, and Stitchfix and shipped software to millions of users. After managing six-figure student debt in his own life, he's working on Payitoff to create better outcomes for every borrower.

Course Description:

Navigating market fit at a seed-stage company is difficult in any environment - throw in a pandemic with unpredictable legislation and a whole new set of challenges appear. In moments like these, leaders have to choose whether to parachute out or double down on the opportunity. And if they double down, they need to show up for their customers more than ever before. The key to doing this is paying intense attention to market signals and increasing the company's response rate to change.

In this talk, Bobby describes how he has delivered for his partners through uncertain times and how his team has shown up when things got hard. He'll share how ruthless focus on better borrower outcomes led to many new deals signed, millions of dollars saved for borrowers, and huge wins for existing customers.

Attendees will leave this session with a better understanding of how to:


  • Navigate a fintech startup during a pandemic.

  • Boost your company's "rebound rate" to market changes.

  • Understand the do's and don'ts of building a remote-first company culture.