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All Episodes

Episode 42
Interview with Dori Yona: Recycling Failed Businesses into New Opportunities
How a founder turned a dark board meeting into a mission to build clean endings for startups.
  • 49 min
Episode 41
Interview with Charles Rosenblatt: The Javelin Thrower’s Guide to Building a Fintech Career
Why staying close to the operational details is the ultimate secret weapon for scaling fintechs.
  • 55 min
Episode 40
Interview with Colton Pond: The War Fintech Didn’t Win
Why your work ethic is the only thing you can truly control in a world of AI and identity risk.
  • 48 min
Episode 39
Interview with Bill Bloom: Lighting Money on Fire and the Quest to Pay off $1B in Consumer Debt
Bill Bloom on purpose-driven retirement and his mission to erase $1 billion in consumer debt.
  • 59 min
Episode 38
Interview With David Benskin: A New Brand, a New Category, the 13-Year Evolution to Connected Intelligence
How David Benskin turned his frustration as an advisor into a connected intelligence platform for banks.
  • 47 min
Episode 37
Interview with Chris Levy: Rising from Intern to CEO in Just Over a Decade
How a summer intern became CEO and scaled mission-driven lending to $780M in PPP loans.
  • 45 min
Episode 36
Rory Holland and Jack Macy: A Conversation about Choosing the Right Agency and Partnering for the Long Haul
A masterclass for financial leaders on selecting the right marketing agency and building for growth.
  • 36 min
Episode 35
Interview with Levi King: The “Brutal” Feedback That Saved Me
Levi King on building Nav, raising $100M, and the power of authentic, vulnerable leadership.
  • 57 min
Episode 34
Interview with Joey Bouchard: The Insurance Industry Needed a ‘Human+’ Model
Joey Bouchard talks with Rory Holland about dating in NYC, running triathlons, and humanizing the insurance industry.
  • 60 min
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Marketing insights, news, and strategy from the CSTMR Team.

Mighty Finsights Podcast

In depth Interviews of the innovators, the disruptors, and the trailblazers from the world of finance and fintech.