CSTMR

Mighty Finsights

Business EN ↓ 48 episodes

Welcome to "Mighty Finsights," the podcast where finance meets formidable insights and spirited storytelling. Hosted by fintech and financial services agency CSTMR, this show delves into the stories that shape the world of finance and fintech, brought to you straight from the minds of those who know it best—the innovators, the disruptors, and the trailblazers. Each episode of "Mighty Finsights" is a journey into the heart of financial innovation and personal achievement. We sit down with finance professionals, fintech founders, and visionary leaders to uncover the narratives that are often ove...

Author

CSTMR

Episodes

Interview with Dori Yona: Recycling Failed Businesses into New Opportunities 18.06.2026 49:22

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Dori Yona - simpleclosure.com - LinkedIn: SimpleClosure In This Episode Dori Yona, co-founder of SimpleClosure , joins host Rory Holland to explore how navigating one of the lowest points in his entrepreneurial life led to building a groundbreaking infrastructure business. Dori opens up about his time commanding a platoon of ships in...

Interview with Charles Rosenblatt: The Javelin Thrower's Guide to Building a Fintech Career 03.06.2026 55:20

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Charles Rosenblatt - butterpayments.com - LinkedIn: Butter Payments In This Episode Charles Rosenblatt, CEO of Butter Payments , joins Rory Holland to pull back the curtain on the operational realities of global payments and subscription models. With over two decades of experience spanning traditional powerhouse banks like JPMorgan Ch...

Interview with Colton Pond: The War Fintech Didn’t Win 13.05.2026 48:19

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Colton Pond - socure.com / fintechnerdcon.com - LinkedIn: Socure In This Episode Colton Pond , Global CMO of Socure and co-founder of Fintech Nerdcon , joins Rory Holland to discuss the technological landscape of identity and trust. Colton shares why the predicted "war" between banks and fintechs shifted toward collaboration and how t...

Interview with Bill Bloom: Lighting Money on Fire and the Quest to Pay off $1B in Consumer Debt 23.04.2026 59:07

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Bill Bloom - dianemoney.com - LinkedIn: Diane Money In This Episode In this episode, Rory Holland sits down with Bill Bloom, wealth architect and founder and CEO of Diane Money , to explore what it really takes to break free from the debt cycle — and why so few people ever do. Bill reflects on his path from Prudential financial adviso...

Interview With David Benskin: A New Brand, a New Category, the 13-Year Evolution to Connected Intelligence 31.03.2026 46:40

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - David Benskin - wealthaccess.com - LinkedIn: Wealth Access Want to be a part of the podcast? Contact Rory today! In This Episode In this episode, Rory Holland sits down with David Benskin, the founder and CEO of Wealth Access , to explore the grit required to change the way financial institutions use their data. David reflects on his...

Interview with Chris Levy: Rising from Intern to CEO in Just Over a Decade 17.03.2026 45:20

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Chris Levy - pursuitlending.com - LinkedIn: Pursuit Want to be a part of the podcast? Contact Rory today! In This Episode In this episode, Rory Holland sits down with Chris Levy, President and CEO of Pursuit , a mission-driven community development financial institution (CDFI). Chris shares his remarkable homegrown journey, rising fro...

Rory Holland and Jack Macy: A Conversation about Choosing the Right Agency and Partnering for the Long Haul 03.03.2026 36:08

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Jack Macy Download the Definitive Buyer’s Guide for Hiring a Financial Marketing Agency Want to be a part of the podcast? Contact Rory today! In This Episode In this special episode of Mighty Finsights, host Rory Holland is joined by CSTMR co-founder and COO Jack Macy to pull back the curtain on the agency selection process. Drawing f...

Interview with Levi King: From Sign Shop to $100M Founder 17.02.2026 57:25

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Levi King , Nav.com , LinkedIn: Nav Want to be a part of the podcast? Contact Rory today! In This Episode In this episode, host Rory Holland sits down with Levi King, the serial entrepreneur and visionary behind Nav . Levi’s story is a masterclass in building a mission-driven brand, starting with the deeply personal "pact" he made to...

Interview with Joey Bouchard: The Insurance Industry Needed a ‘Human+’ Model 04.02.2026 1:00:28

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Joey Bouchard , QuoteWell Want to be a part of the podcast? Contact Rory today! In This Episode In this episode of Mighty Finsights, host Rory Holland sits down with Joey Bouchard, Founder and CEO of QuoteWell , to discuss the modernization of the wholesale insurance industry. Joey shares his journey from the high-stakes environment o...

Interview with Jack Macy, Brendan Bresnahan and Romina Gomez: Gaining Maximal Visibility in the AI Age 20.01.2026 35:44

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Jack Macy , Brendan Bresnahan , Romina Gomez Want to be a part of the podcast? Contact Rory today! In This Episode Join Rory Holland and a panel of CSTMR specialists—Jack Macy, Brendan Bresnahan, and Romina Gomez—for a deep dive into the world of digital discovery. As AI tools like ChatGPT and Google’s AI Overviews challenge conventio...

Interview with Frank Young: Why Adaptive Leadership Can Save Fintech Firms Millions 09.12.2025 1:02:30

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Frank T. Young , Frank’s Substack    Want to be a part of the podcast? Contact Rory today! In this Episode Episode 32 of Mighty Finsights features Frank T. Young , strategic advisor, angel investor, and former executive at Google and Global Payments. He joins Rory Holland to discuss what it’s liking building products at some...

Interview with Mike Nellis of Austin Community Foundation: How Community Foundations Can Restore Trust in Philanthropy 25.11.2025 59:39

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Mike Nellis , Austin Community Foundation - LinkedIn: Austin Community Foundation Want to be a part of the podcast? Contact Rory today! In This Episode In episode 31 of Mighty Finsights, Rory Holland interviews Mike Nellis , CEO of the Austin Community Foundation (ACF) , about the pivotal role of community foundations in today's econo...

Interview with Jason Henrichs of Alloy Labs: Why Brand Differentiation Is the Vital Strategy for Community Banks and Credit Unions 06.11.2025 1:04:57

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Jason Henrichs , Alloy Labs - LinkedIn: Alloy Labs Book Recommendation: Team of Rivals by Doris Kearns Goodwin Want to be a part of the podcast? Contact Rory today! In This Episode Join us for Episode 30 where host Rory Holland sits down with Jason Henrichs, CEO at Alloy Labs and co-host of the #1 global fintech podcast, Breaking Bank...

Interview with Alex Bates of Dark Rock Cybersecurity: Using SOC 2 to Enhance Your Business, Not Just Manage Risk 09.09.2025 39:25

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Jack Macy , CSTMR and Alex Bates , Dark Rock Cybersecurity - LinkedIn: CSTMR and Dark Rock Cybersecurity Want to be a part of the podcast? Contact Rory today! In This Episode Join us for Episode 29 of Mighty Finsights, where Rory Holland interviews Jack Macy, founder and COO of CSTMR, and Alex Bates with Dark Rock Cybersecurity about...

Interview with Jorge Garcia of Linker Finance: Solving Commercial Banking Tech the Hard Way and Winning 08.07.2025 43:00

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Jorge Garcia , Linker Finance - LinkedIn: Linker Finance Want to be a part of the podcast? Contact Rory today! In This Episode Join us for Episode 28 of Mighty Finsights, where Rory Holland interviews Jorge Garcia, Co-founder and CEO of Linker Finance, about the digital banking needs that community banks have for their commercial clie...

Interview with Alex McLeod of Parlay Finance: Small Business Owners Deserve Better than Generic AI Solutions 24.06.2025 46:09

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Alex McLeod , Parlay Finance - LinkedIn: Parlay Finance Want to be a part of the podcast? Contact Rory today! In This Episode Join us for Episode 27 of Mighty Finsights where Rory Holland interviews Alex McLeod, founder of Parlay, about small business lending and how banks and entrepreneurs are poorly served by the existing system. Al...

Interview with Allan Rayson of Finov8r: Creating Change from Outside and Inside the Bank 10.06.2025 35:16

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Allan Rayson , Finov8r - LinkedIn: Finov8r Want to be a part of the podcast? Contact Rory today! In This Episode Join us for Episode 26 of Mighty Finsights where Rory Holland interviews Allan Rayson, founder and CEO of Finov8r, a company that bridges finance and technology to deliver revenue and enterprise value for banks, fintechs, a...

Interview with John Erik Metcalf of Upgraded: How Fintech Is Allowing a Retail Brand to Refurbish the Circular Economy 27.05.2025 33:14

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed -  John Erik Metcalf , Upgraded - LinkedIn: Upgraded Want to be a part of the podcast? Contact Rory today! In this Episode Rory Holland interviews John Erik Metcalf, the co-founder and CEO of Upgraded, a tech subscription service that allows users to upgrade their devices effortlessly. They discuss Metcalf's journey from co-foundin...

Interview with Sloan Shanahan of FusionIQ: Why Behavioral Finance Is the Unsung Hero of Wealth Management 13.05.2025 39:11

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Sloan Shanahan , FusionIQ - LinkedIn: FusionIQ Want to be a part of the podcast? Contact Rory today! In this Episode In this conversation, Rory Holland interviews Sloan Shanahan, the CRO of FusionIQ, discussing the company's mission to enhance wealth management through technology and the principles of behavioral finance. Sloan talks a...

Interview with Michael Luxenberg of Bankuity and Concord Advice: Revealing the Data that Lenders Don’t Know They’re Missing. 29.04.2025 35:15

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Michael Luxenberg , Bankuity.com - LinkedIn: Bankuity Want to be a part of the podcast? Contact Rory today! In This Episode Rory Holland and Michael Luxenberg discuss how Bankuity is using alternative data and artificial intelligence to build a more accurate picture of what financial wellness really looks like. This approach allows le...

Interview with James Furbush of AccessOne: Landscape & Evolution of Healthcare Payments 18.04.2025 50:20

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - James Furbush ,  AccessOnepay.com - LinkedIn: AccessOne Want to be a part of the podcast? Contact Rory today ! In this episode Rory Holland and James Furbush discuss the evolving landscape of healthcare payments and the role of AccessOne in facilitating financial well-being for patients and healthcare systems. They explore the ch...

Interview with Kevin Allen of ValidMind: The Future of Model Risk Management 04.04.2025 38:16

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Kevin Allen ,  validmind.com - LinkedIn: ValidMind Want to be a part of the podcast? Contact Rory today ! In this episode In this episode, Rory Holland interviews Kevin Allen from ValidMind, discussing the critical role of model risk management in banking, especially in the context of increasing AI adoption. Kevin explains how Va...

Interview With Joshua Silver of Rainforest: Embedded Payments Are a Game Changer 18.03.2025 36:05

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Joshua Silver , Rainforestpay.com , Linkedin: Rainforest Pay Want to be a part of the podcast? Contact Rory today ! In this episode In this episode, Rory Holland speaks with Joshua Silver from Rainforest about the evolution of fintech—in Atlanta particularly—and the innovative approach Rainforest takes in providing embedded payment so...

Interview with Bill and Bo Stone of SMI: The Importance of Financial Literacy 05.03.2025 35:07

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Bo Stone , Bill Stone , smionecard.com , kudzumoney.com Want to be a part of the podcast? Contact Rory today ! In this episode In this episode, Rory Holland interviews Bill Stone and Bo Stone from SMI (Systems and Methods, Inc). They discuss the company's rich history, starting from its founding in 1971, to its evolution in providing...

Interview with Maria Goy of Spot Insurance: Revolutionizing Embedded Insurance for Adventure Seekers 11.02.2025 29:00

Host - Rory Holland - cstmr.com - Linkedin: CSTMR Interviewed - Maria Goy - getspot.com - LinkedIn: Spot Insurance Want to be a part of the podcast? Contact Rory today ! In this episode In this episode, Rory Holland interviews Maria Goy, the co-founder and CEO of Spot Insurance, discussing the innovative approach of embedded insurance in the adventure sports sector. They explore the challenges of...