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All Episodes

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
Episode 29
Interview with Alex Bates of Dark Rock Cybersecurity: Using SOC 2 to Enhance Your Business, Not Just Manage Risk
Rory Holland, Jack Macy and Alex Bates reflect on CSTMR’s journey to achieving SOC 2 compliance and how it’s helped strengthen the organization.
  • 39 min
Episode 28
Interview with Jorge Garcia of Linker Finance: Solving Commercial Banking Tech the Hard Way and Winning
Rory Holland and Jorge Garcia discuss commercial banking technology and how community financial institutions can stay competitive.
  • 49 min
Episode 27
Interview with Alex McLeod of Parlay Finance: Small Business Owners Deserve Better than Generic AI Solutions
Rory Holland and Alex McLeod discuss the ways that banks can use AI to simplify the lending process for small business owners.
  • 46 mins
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Finsights Blog

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.