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Jacob Sills, CEO & Co-Founder of Uptrust
Episode 7625th July 2022 • Startups for Good • Miles Lasater
00:00:00 00:39:12

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After working in private equity and investment banking, Jacob Sills’s passion for criminal justice reform led him to start Uptrust, a communication and engagement platform focused on ending mass incarceration. To date, Uptrust has helped over 300,000 people across 22 states navigate the criminal justice system and avoid violations that could send them to jail or prison. Jacob received his B.A. from Cornell University and his M.B.A. from the Wharton School at the University of Pennsylvania.

Jacob joins me today to discuss how he investigated the market at the beginning to learn how to be a bails bondsman. He actually went to see a bail be set and did the research to understand the market. We talk about finding a co-founder and early customer decisions he's made to protect the mission. We also discussed the importance of market sizing.

“A lot of research has shown that, … If you punish them for five years, instead of two years, it doesn't actually negate it. It's not like a supply demand curve where if the price goes up, you know, demand goes down.” - Jacob Sills

Today on Startups for Good we cover:

  • How to change the criminal justice system
  • The efficacy of deterrence on crime
  • Reasons for people not showing up for their court date
  • Selling to the government
  • How does low churn and long sales cycle affect growth
  • Approaching investors

Connect with Jacob at @jacobrsills on Twitter or on Linkedin


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