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All Episodes

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
Episode 33
Interview with Jack Macy, Brendan Bresnahan and Romina Gomez: Gaining Maximal Visibility in the AI Age
Learn how Discovery Optimization can help you reach audiences across AI, voice, and search.
  • 35 min
Episode 32
Interview with Frank Young: Why Adaptive Leadership Can Save Fintech Firms Millions
Payments expert Frank Young on why Google Wallet failed, Apple Pay won, and how to build user trust.
  • 1 hr 2 min
Episode 31
Interview with Mike Nellis of Austin Community Foundation: How Community Foundations Can Restore Trust in Philanthropy
Rory Holland and Mike Nellis on the generational wealth transfer, trust-based giving, and the future of philanthropy.
  • 60 min
Episode cover image with a portrait of Jason Henrichs
Episode 30
Interview with Jason Henrichs of Alloy Labs: Why Brand Differentiation Is the Vital Strategy for Community Banks and Credit Unions
Rory Holland and Jason Henrichs discuss building trust, the future of BaaS, and why community banks must innovate.
  • 1 hr 5 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.