• Between Two Founders (Episode 005) - Travis Hedge
    Feb 5 2025

    Episode 005 of Between Two Founders — Join Jeff and Travis Hedge, Co-founder and CRO of Vouch—a tech company reimagining business insurance for startups—for an enlightening conversation packed with unique insights.


    Between Two Founders is an enlightening series of interviews hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their journeys and first-hand experience.

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    1 hr and 5 mins
  • Between Two Founders (Episode 004) - Aaron Levie
    Dec 3 2024

    Episode 004 of Between Two Founders – Jeff Seibert, CEO and founder of Digits, sits down with Aaron Levie, CEO and co-founder of Box, a cloud-based content management company that allows companies to access information from anywhere and collaborate with anyone. In this episode, Jeff and Aaron chat about Aaron’s journey starting Box — from cold-emailing Mark Cuban to his decision to drop out of USC, and the current landscape of the cloud storage space. Between Two Founders is an enlightening series of interviews hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their journeys and first-hand experience.

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    45 mins
  • Between Two Founders (Episode 003) - Immad Akhund
    Oct 22 2024

    Episode 003 of Between Two Founders – Jeff Seibert, CEO and founder of Digits, sits down with Immad Akhund, CEO and co-founder of the financial technology company, Mercury, which provides banking services to early-stage startups. In this episode, Jeff and Immad discuss the intricacies of building a high-impact fintech company, scaling a business in the face of intense competition, surviving “fintech winter,” and navigating the ever-complex regulatory landscape. Between Two Founders is an enlightening series of interviews hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their journeys and first-hand experience.

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    1 hr and 4 mins
  • Between Two Founders (Episode 002) - Christina Cacioppo
    Sep 6 2024

    Episode 002 of Between Two Founders – Jeff Seibert, CEO & Founder of Digits, sits down with Christina Cacioppo, CEO & Co-Founder of the trust management platform startup, Vanta. In this episode, Digits founder, Jeff Seibert and Christina discuss Vanta’s monster, $150 Million Series C round, never hiring when hungry, and knocking on doors in SoMa to find PMF. Between Two Founders is an enlightening series of fireside chats, hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their journeys, and first-hand experience.

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    1 hr and 14 mins
  • Between Two Founders (Episode 001) - Kayvon Beykpour
    Jul 9 2024

    Episode 001 of Between Two Founders – Jeff Seibert, CEO & Founder of Digits, chats with Kayvon Beykpour, Co-founder of Periscope & Former head of Consumer Product at Twitter.


    In this episode, Digits founder, Jeff Seibert sits down with Kayvon to discuss a serial-founder’s journey, M&A, fundraising, the importance of intuition, and the path to finding product market fit.


    Between Two Founders is an enlightening series of fireside chats, hosted by Jeff Seibert of Digits, featuring seasoned founders from VC-backed startups offering rare insights from their journeys, and first-hand experience.

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    1 hr and 19 mins