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The Deal Flow Show
Ivan Acuna
14 episodes
1 day ago
The Deal Flow Show is where private equity gets real. No scripted answers, no corporate fluff—just raw, unfiltered conversations with the top dealmakers in the game. We pull back the curtain on the industry, sharing the stories, strategies, and hard-earned lessons that you’d normally only hear behind closed doors. Whether you’re deep in the world of M&A or just starting to navigate private markets, this is where you get the insights, mentorship, and war stories that actually matter.
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Business
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All content for The Deal Flow Show is the property of Ivan Acuna and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The Deal Flow Show is where private equity gets real. No scripted answers, no corporate fluff—just raw, unfiltered conversations with the top dealmakers in the game. We pull back the curtain on the industry, sharing the stories, strategies, and hard-earned lessons that you’d normally only hear behind closed doors. Whether you’re deep in the world of M&A or just starting to navigate private markets, this is where you get the insights, mentorship, and war stories that actually matter.
Show more...
Business
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Meet the VC Building a $100M Start Up Empire
The Deal Flow Show
1 hour 24 seconds
6 months ago
Meet the VC Building a $100M Start Up Empire

In this episode, Carey Ransom breaks down what most startup founders get wrong — and how to actually build something worth scaling. From running a venture studio to building a fund that serves 100+ community banks, Carey shares his unique lens on early-stage startups, recruiting, product validation, and long-term thinking. If you're in the 0-to-1 stage or trying to understand the difference between building and optimizing, this episode will shift your perspective.If you're thinking about buying businesses, building a portfolio, or competing with billion-dollar companies, this episode is a masterclass.Sign up to our newsletter where the heavyweights of high finance share their off-market playbook: https://offmarketmemo.beehiiv.com/Timestamps:01:35 Carey’s journey: startup builder to venture partner04:25 The #1 mistake founders make06:40 “Just because you can build it doesn’t mean you should”07:27 What makes a founder lovable09:51 Every startup is a snowflake13:03 Why he chose VC over private equity15:58 His take on frameworks vs. just starting17:07 Resist the urge to keep building18:46 The truth about “breakthrough ideas”19:40 The model behind BankTech Ventures22:50 How he de-risks product-market fit24:26 Applying PE-style thinking to early stage27:00 How Operate and BankTech work together30:11 His unique vantage point between two worlds31:02 Why he cares so much about community banks33:45 His family’s legacy in banking35:21 Banks as the foundation of real communities37:10 “Everyone can teach me something”39:51 Advice to his younger self as a founder41:59 Why he became obsessed with recruiting44:46 The mindset shift that unlocked scale46:39 How he retains talent long term48:13 The #1 trait he hires for49:40 Why startup athletes are better than resumes51:25 How to match talent to company stage54:56 “I’m not building to get somewhere. I just love doing this.”57:57 Why 50% qualified is the sweet spot59:32 Carey’s definition of adventure in business

The Deal Flow Show
The Deal Flow Show is where private equity gets real. No scripted answers, no corporate fluff—just raw, unfiltered conversations with the top dealmakers in the game. We pull back the curtain on the industry, sharing the stories, strategies, and hard-earned lessons that you’d normally only hear behind closed doors. Whether you’re deep in the world of M&A or just starting to navigate private markets, this is where you get the insights, mentorship, and war stories that actually matter.