Best Shailesh Podcasts (2026)

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Shailesh Baidwan, Group President & Co-Founder, Maya Bank 26:11

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26d ago26:11

26:11

In this episode of The Bank Tellers, we sit down with Shailesh Baidwan, Group President and Co-Founder of Maya Bank, to explore how this Philippines-based digital bank is transforming financial services in Southeast Asia. With over 7,000 islands and a population of 110 million, the Philippines presents unique challenges and opportunities for financ…

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#178: Approaching $20 Million ARR with 99% Annual Retention - Dan MacDonald 1:08:21

39m ago1:08:21

1:08:21

Dan MacDonald is the founder and CEO of BIS Safety Software, based in Edmonton, Canada. He didn't start in safety or software—he came from retail and leadership training before an unexpected pivot led him into online safety systems. That shift eventually became a long-term bet on a "un-sexy" problem that companies can't ignore. Today, BIS Safety se…

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Lee McNabb, Head of Group Payment Strategy, NatWest 28:09

3h ago28:09

28:09

In this episode of The Bank Tellers, we are joined by Lee McNabb, Head of Group Payment Strategy at NatWest, who shares his incredible journey through the financial sector. From humble beginnings in a working-class family to leading innovative projects at one of the UK’s largest banks, Lee offers a unique perspective on the dynamic world of banking…

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#177: Building Multi-product Vertical SaaS With a Tiny Team - Robin Eissler 1:10:50

4d ago1:10:50

1:10:50

Robin Eissler is the founder and CEO of BoosterHub, a vertical SaaS platform built for high school booster clubs. After selling her prior business as a private jet broker, Robin volunteered to run a local booster club and discovered a messy problem run with spreadsheets, emails, and manual accounting. She decided to build a single system that could…

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#176: The Five Questions That Will Decide Your SaaS Progress Next Year - Greg Head 54:01

17d ago54:01

54:01

As the year winds down, I want to share an end-of-year message for practical SaaS founders who want to make better progress in 2026. Based on my recent conversations with more than 40 CEOs in my Practical Founders peer groups, it's clear that growth rates alone don't define whether it was a "good" year. Founders experienced very different outcomes—…

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#175: The Hidden Founder Psychology Patterns Behind Stuck SaaS Companies - Dave Hersh 1:06:44

20d ago1:06:44

1:06:44

Dave Hersh, co-founder and former CEO of Jive Software, shares the real story behind bootstrapping Jive to $12M in revenue before raising venture capital and scaling aggressively. He explains how fear, comparison, and the pressure to "go big" drove him to abandon his profitable core business and pursue a new upmarket strategy that ultimately cost t…

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#174: Plateaus, Pivots, and Staying Profitable: Solving Practical SaaS Puzzles - Josh Ho 1:06:51

25d ago1:06:51

1:06:51

Josh Ho is the Founder and CEO of Referral Rock, a bootstrapped referral marketing platform serving SMBs that rely on multi-step, relationship-driven sales. Starting in 2015 as a solo developer consulting on the side, Josh built the first version himself, validated demand quickly, and landed early customers by doing demos and hands-on support. Refe…

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#173: From COVID Boom to Bootstrap Mode: Hubilo's Refounder Story - Shailesh Hegde 1:08:37

1M ago1:08:37

1:08:37

Shailesh Hegde is the CEO of Hubilo, a Bangalore-based webinar software company that initially started during COVID as virtual events tech and raised $150M in VC funding before the market shifted. Originally joining as head of product, he stepped into the CEO role during a chaotic downturn and led the company through a full strategic reset after re…

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Billie Setiawan, Head of Data Management & Analytics Division, Bank Negara Indonesia 29:51

1M ago29:51

29:51

In this episode of The Bank Tellers, we sit down with Billie Setiawan, Head of Data Management and Analytics at Bank Negara Indonesia (BNI), to explore how one of Indonesia's largest state-owned banks is driving innovation in financial services. From leveraging data analytics to enhance customer experience to the transformative role of agent bankin…

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#172: Why Long-Term Bootstrapping Still Works in Event Mgt. SaaS - Raju Patel 59:31

1M ago59:31

59:31

Raju Patel founded eShow over 25 years ago after building a speaker portal for a magazine company and realizing he had a repeatable software product. What began as a one-man shop in suburban Chicago evolved into a robust event-management platform serving associations that needed complex, multi-module functionality. His business grew steadily as he …

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#171: Lessons from a 9-Year Bootstrap Journey to a Private Equity Exit - Dharshan Rangegowda 1:03:56

2M ago1:03:56

1:03:56

Dharshan Rangegowda, founder of ScaleGrid, left a decade-long engineering career at Microsoft to solve a painful database operations problem he had lived firsthand. After early missteps selling to enterprises, he shifted to helping developers manage MongoDB, Redis, and Postgres on the cloud, bootstrapping the business from scratch. ScaleGrid grew s…

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#170: Why Most SaaS Acquirers Still Want Profitable Growth in 2025 - Gaurav Bhasin 1:05:00

2M ago1:05:00

1:05:00

Gaurav Bhasin is the founder and managing director of Allied Advisers, an M&A advisory firm whose principals have completed over 100 sell-side transactions for software and tech founders. After two decades in investment banking and tech M&A, Gaurav is a sell-side advisor to B2B software founders who have built successful businesses and want to expl…

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#169: Practical Pivot and Relaunch Created Profitable 200% Growth - Natalie Barbu 1:04:42

2M ago1:04:42

1:04:42

Natalie Barbu is the founder and CEO of Rella, a SaaS platform built to streamline collaboration and workflows for social media teams and agencies. She began as a YouTube creator, grew a following of over 300,000, and then identified the fragmentation of the creator tools market — which led her to build Rella 1.0. With some small seed funding, the …

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#168: These Three Superpowers Set Practical SaaS Founders Apart - Greg Head 52:30

2M ago52:30

52:30

In this episode, the founder of Practical Founders, Greg Head, shares the most powerful insights from over 165 podcast interviews and working with 40+ bootstrapped SaaS founders in his peer groups. Greg breaks down the common but less obvious traits he sees in practical founders who are quietly building valuable software companies without big VC fu…

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#167: Practical Founders Brought in CEO to Scale Their Company - Darryl Pahl 1:10:55

3M ago1:10:55

1:10:55

Darryl Pahl is the co-founder of DFnet, a Seattle-based company providing clinical trial data management software and services. Along with his wife and co-founder, Lisa Ondrejcek, Darryl started the company more than 20 years ago after careers at Fred Hutchinson Cancer Research Center. They built DFnet around long-term client relationships in globa…

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The Intersection: Where DeFi + TradFi Meet: With Jonathan Levin, Co-Founder & CEO at Chainalysis 27:21

3M ago27:21

27:21

In this special edition of The Bank Tellers, we explore the rapidly evolving intersection of traditional finance and decentralized finance with Jonathan Levin, Co-Founder and CEO of Chainalysis. As regulatory frameworks like the Genius Act reshape the landscape, we dive deep into how these two worlds are converging like never before. Tune in to hea…

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The Intersection: Where DeFi + TradFi Meet: With Ran Goldi, SVP Payments & Network at Fireblocks 30:27

3M ago30:27

30:27

Join Money20/20's Head of Audience Development, Micky Tesfaye, for a special edition of The Bank Tellers right on the heels of Money20/20 USA 2025! Ran Goldi, SVP of Payments & Network at Fireblocks, shares insider insights from processing $6 trillion in transactions this year - with over half being stablecoins. Learn about: USDC's 40% growth surge…

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The Intersection: Where DeFi + TradFi Meet: With Chris Harmse, Co-Founder and Chief Business Officer at BVNK 22:04

3M ago22:04

22:04

Join Scarlett Sieber, Chief Strategy and Growth Officer at Money20/20, for a special edition of The Bank Tellers podcast as she sits down with Chris Harmse, Co-Founder and Chief Business Officer at BVNK, to explore the rapidly evolving convergence of decentralized and traditional finance. Chris shares the inside story of how BVNK became the largest…

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#166: How Practical SaaS Founders Can Compete in the AI Economy - Vincent Serpico 58:39

3M ago58:39

58:39

Vincent Serpico, veteran CTO and founder of Founders Workshop, is on the front lines of the AI revolution in 2025, reshaping software development and business operations. With more than 30 years of experience building software apps, Vincent is now dedicating himself full-time to AI coaching and workshops for teams and companies to create high-lever…

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#165: How to Enjoy Being the CEO as Your SaaS Business Grows Bigger - Brett Gilliland 1:01:34

3M ago1:01:34

1:01:34

Brett Gilliland, founder of Elite Entrepreneurs, joins Greg to discuss how they help ambitious founders navigate the tough leadership journey from $1M to $10M in revenue. Brett shares how co-creating a clear, practical Purpose, Values, and Mission form the foundation of scalable organizations. He explains why moving from founder-led chaos to aligne…

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The Intersection: Where DeFi + TradFi Meet: With JP Richardson, CEO of Exodus 36:19

3M ago36:19

36:19

TradFi and DeFi converge on another exciting episode of The Bank Tellers podcast! This time, we chat with JP Richardson, CEO of Exodus. Fresh from witnessing the historic signing of the Genius Act at the White House, JP shares his perspective on how regulatory clarity is reshaping the financial landscape. Tune in to hear about: JP's firsthand exper…

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The Intersection: Where DeFi + TradFi Meet: With Nabil Manji, SVP, Head of FinTech Growth & Financial Partnerships, WorldPay 34:50

3M ago34:50

34:50

Join us for a compelling conversation with Nabil Manji, Senior Vice President of Fintech Growth and Financial Partnerships at WorldPay, as we explore the evolving landscape where traditional finance meets digital assets. In this special episode ahead of Money20/20 USA, Nabil shares insights from WorldPay's decade-long journey in the digital asset s…

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#164: SaaS Founders Save Millions With Fractional Senior Engineers - Praveen Ghanta 57:28

3M ago57:28

57:28

Praveen Ghanta, founder of Fraction and former CEO of HiddenLevers, shares how he turned his experience scaling a bootstrapped SaaS company into a fast-growing fractional talent marketplace. After HiddenLevers reached $8M in ARR and sold for over $100M, he realized that senior fractional engineers were the secret to delivering efficiently without e…

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#163: Anthony Pierri & Rob Kaminski of Fletch: Why All SaaS Founders Struggle with Positioning 1:12:36

4M ago1:12:36

1:12:36

Anthony Pierri and Rob Kaminski are the co-founders of Fletch, a positioning strategy firm for B2B SaaS companies. They started Fletch after observing that most founders often confuse positioning with copywriting and marketing, and built their business by helping SaaS leaders make the tough, strategic choices about who they serve and how they win. …

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The Intersection: Where DeFi + TradFi Meet: With Paul Brody, Global Blockchain Leader, EY 35:53

4M ago35:53

35:53

Join us for a special edition of The Bank Tellers, where we explore the intersection of TradFi and DeFi! Money20/20’s Head of Audience Development, Micky Tesfaye, we dive deep into the rapidly evolving relationship between traditional finance and decentralized finance with Paul Brody, EY's Global Blockchain Leader. As the financial world stands at …

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#162: Practical Investor - What's Working Now in AI-Driven SaaS Growth - Dave Yuan 1:00:34

4M ago1:00:34

1:00:34

Dave Yuan is the founder of Tidemark, an active growth equity investor focusing on vertical SaaS companies with outsized advantages that can become "control points" in their markets and grow very big. Dave and Tidemark have invested in successful vertical software companies like Toast, ServiceTitan, Jane, and CCC. Tidemark hosts its annual VSaaS Co…

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#161: When Co-Founders Need Relationship Therapy - Dr. Matthew Jones 53:41

4M ago53:41

53:41

Dr. Matthew Jones is a licensed clinical psychologist who specializes in working with co-founders to help manage critical conflicts that threaten their success. He is the author of the book, "The Cofounder Effect: How to Diagnose, Fix, and Scale Healthy Communication for Startup Success." Matt has worked with hundreds of bootstrapped and VC-funded …

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E093 - Six Digital Marketing Myths Killing Your ROI 25:51

4M ago25:51

25:51

In this episode, we tackle six persistent myths that continue to trip up business owners and marketers. First, we explore why SEO is not a one-time project but an ongoing process that requires consistent updates and fresh content. Next, we break down the misconception that simply spending more on Google Ads guarantees more leads—precision targeting…

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The Intersection: Where DeFi + TradFi Meet: With Katherine Dowling, General Counsel & CCO, Bitwise Asset Management 42:22

4M ago42:22

42:22

Join us for a special edition of The Bank Tellers, where we explore the intersection of TradFi and DeFi! Money20/20's VP, Fintech Strategy, Zach Anderson Pettet, sits down with Katherine Dowling, General Counsel and CCO of Bitwise Asset Management, and they hold nothing back! With her unique background as a former federal prosecutor and investment …

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#160: CPG Founder Turned Failure Into a Profitable SaaS Business - Yuval Selik 1:08:27

4M ago1:08:27

1:08:27

Yuval Selik is co-founder and CEO of Promomash, a software platform and managed service for Consumer Packaged Goods (CPG) brands to manage their trade promotions and field marketing activities. Yuval is a former CPG founder who encountered the expensive, complex, and crucial process of managing trade promotions with stores and distributors. Promoma…

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#159: Co-Parenting App Reaches $10M ARR Through Pure Bootstrap Growth - Vince Mayfield 1:04:25

5M ago1:04:25

1:04:25

Vince Mayfield is cofounder and CEO of TalkingParents, a co-parenting app for communication and coordination used by divorced parents raising children. Cofounder Stephen Nixon was a lawyer with family cases who recognized the need for a secure, unalterable communication record to improve co-parenting and family harmony. He pitched a development com…

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Axiom Trade Invite Code : (kickback) Save 15% Discount On Trading Fees | Axiom Trade Referral Code 2:36

5M ago2:36

2:36

Axiom Trade Invite Code : (kickback) Save 15% Discount On Trading Fees | Axiom Trade Referral CodeBy shaileshs

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#158: $33M Growth Equity After Friends/Family Funding to $10M ARR - Alan Miegel 1:11:51

5M ago1:11:51

1:11:51

Alan Miegel is co-founder and CEO of BetterComp, a modern compensation management platform for larger companies to manage compensation datasets to set market-priced salary benchmarks. Alan and his cofounders started the company in 2019 with founder funding, then raised angel funding as convertible debt from his friends in the tech industry. They sh…

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#157: Seven Years In Survival Mode: A VC-funded Founder's Warning - Zvi Band 1:07:12

5M ago1:07:12

1:07:12

Zvi Band is co-founder and former CEO of Contactually, which was CRM software for real estate and other relationship-oriented professionals. Contactually was founded in 2011 with initial funding and support from 500 Startups in Silicon Valley. In the next five years, they raised a total of $15.5 million from institutional VC investors. Contactually…

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E092 - Building Authority: Books as Marketing Gold 31:29

5M ago31:29

31:29

In this episode I sit down with Jen Foster, a Wall Street Journal and USA Today bestselling author, to explore the transformative power of publishing a book as a marketing strategy. Foster, founder of Elite Online Publishing, reveals how professionals can leverage existing content like blog posts and presentations to create impactful books that est…

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Noor Farilla Abdullah, Group Chief Digital Officer at Bank Islam 24:56

5M ago24:56

24:56

Join host, Sheryl Chen, as she sits down with Noor Farilla Abdullah, Group Chief Digital Officer of Bank Islam Malaysia, at Money20/20 Asia in Bangkok. Noor Farilla shares her remarkable journey of building a digital bank entirely during the COVID-19 pandemic while working remotely. As the first Malaysian bank to deploy critical workloads to the cl…

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#156: Bootstrapper Built Vertical CRM to $10M ARR with Co-founder Dad - Shoanak (Sean) Mallapurkar 1:11:26

5M ago1:11:26

1:11:26

Shoanak (Sean) Mallapurkar is the founder and CEO of Recruit CRM, a complete CRM and business management system for global staffing companies and recruiting agencies. He started the company in 2017 with his father, a technical expert who had experience as a senior executive in large staffing companies. Sean handled customer-facing jobs in sales, su…

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The Intersection: Where DeFi + TradFi Meet: With Leif Abraham, Co-Founder & Co-CEO of Public 48:51

5M ago48:51

48:51

In this inaugural episode of our special series "The Intersection: Where DeFi + TradFi Meet," we dive deep into the rapidly converging worlds of traditional finance and decentralized finance with Leif Abraham, co-founder and co-CEO of Public. Leif shares invaluable insights on how Public is bridging the gap between conventional investment platforms…

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#155: SaaS Founder's Crazy Ride: Boom, Bust, Strategic Sale - Jesse Burrell 1:08:33

5M ago1:08:33

1:08:33

Jesse Burrell is the CEO and co-founder of BatchService, now known as BatchData, a real-time data and API platform designed for prop-tech startups and enterprises requiring massive and current housing data. Jesse was a real estate investor who needed better data to target his marketing efforts. BatchService was launched in 2018 with data brokering …

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Andy Ellis, CEO, NatWest Boxed 27:02

5M ago27:02

27:02

On the latest episode of The Bank Tellers filmed at Money20/20 Europe, host Sheryl Chen sits down with Andy Ellis, CEO of NatWest Boxed, to explore the cutting-edge world of embedded finance and banking as a service. Andy shares invaluable insights from his journey of building an innovative financial venture within a traditional banking structure, …

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#154: 2nd-Generation CEO Modernizes Mom's Legacy Software Business - Brian Forbis 1:00:48

6M ago1:00:48

1:00:48

Brian Forbis is the CEO and president of Blood Bank Computer Systems, Inc. (BBCS), a business his mother created in the 1980s to serve the non-profit blood bank industry in the US. Brian started in sales, then transitioned to run development, and assumed the role of CEO in 2019 when he bought the company. BBCS rebuilt its entire mission-critical ER…

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Biswa Banik, Chief Data Officer, Tonik Bank 21:52

6M ago21:52

21:52

In this episode of The Bank Tellers, host Zach Anderson Pettet sits down with Biswa Banik, Chief Data Officer at Tonik Bank, the Philippines' first fully digital bank. Biswa shares his fascinating journey from Microsoft software developer to management consultant to fintech innovator, revealing how his unique background bridges technology and busin…

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#153: Bootstrapper Killed His First Company to Scale Up Bigger - Chris Brisson 1:05:14

6M ago1:05:14

1:05:14

Chris Brisson is the CEO and co-founder of Salesmsg, a conversational two-way texting platform that enables businesses to engage with their customers through opt-in SMS. When his first software company stalled, he shut it down and developed the Salesmsg product for a different SMS use case that served his previous customers. Salesmsg now provides s…

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#152: Practical SaaS CEO Stays On After 100% Cash Sale - Tracy Larson 1:04:10

6M ago1:04:10

1:04:10

Tracy Larson is President and CEO of WeSuite, a vertical sales automation platform designed for larger integrators who sell complete security systems for commercial and residential real estate. Tracy and the cofounders were in the security systems business before launching a sales software company for this market in 2008. WeSuite is now a comprehen…

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Annerie Vreugdenhil, Chief Commercial Officer at ABN AMRO 26:48

6M ago26:48

26:48

Can a centuries-old bank still be a leader in innovation? At ABN AMRO, the answer is a clear yes, and Annerie Vreugdenhil is helping make it happen. In this episode of The Bank Tellers, hosted by Money20/20 Head of Content, Sheryl Chen, Annerie shares how the bank is embracing the needs of the next generation through BUUT, a new banking platform bu…

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#151: Facial Recognition SaaS for Casinos to Almost $10M in Revenue – Henry Valentino 1:02:52

6M ago1:02:52

1:02:52

Henry Valentino is the founder and CEO of EConnect, a leading provider of facial recognition software for casinos and stadiums, ensuring venue security and compliance. He founded EConnect in 2009 and pivoted several times before focusing on a security platform utilizing AI for casinos during the COVID-19 pandemic. The Econnect platform offers facia…

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Simon Loong, Founder & Group CEO, WeLab 20:03

6M ago20:03

20:03

In this episode of The Bank Tellers, Simon Loong, Founder & Group CEO of WeLab, shares the story behind building one of Asia’s most innovative digital banking groups. From carrying secondhand IKEA desks into his first office to running a licensed digital bank across Hong Kong, Indonesia, and soon Thailand, Simon unpacks WeLab’s journey of growth, r…

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#150: Grew an Unsexy Small Software Biz Into a SaaS Powerhouse - Josh Turley 1:16:36

7M ago1:16:36

1:16:36

Josh Turley is CEO of RTA Fleet Management, a fleet management software company that his grandfather started in the 1980's and ran as a small family business for decades. Then Josh's father ran the business until 2015, never growing this slow, old-school business past $2 million in revenues. Josh had worked in the business before, but in 2016, Josh…

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Mike McCrary, 1st VP LSBX at Lincoln Savings Bank 32:57

7M ago32:57

32:57

In this episode of The Bank Tellers, Mike McCrary, 1st VP at LSBX (part of Lincoln Savings Bank), joins Zach Anderson Pettet to share what it’s like to help build one of the earliest and longest-standing fintech-bank partnerships in the U.S. Mike takes us inside LSBX’s 10+ year journey of powering fintechs, lessons learned from the embedded finance…

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E091 - Behold the Power of AI Augmented Videos 37:03

7M ago37:03

37:03

Video has always been a powerful storytelling tool. It connects emotionally, captures attention, and communicates complex messages with clarity. But now, imagine amplifying that power by combining it with AI. When AI meets video, it becomes a scalable, personalized, and highly engaging media vehicle that can elevate your marketing in ways we’ve nev…