The Hidden Cost of Playing It Safe | Casey Gregersen
The A Game Podcast: Real Estate Investing For Entrepreneurs
Release Date: 07/06/2026
The A Game Podcast: Real Estate Investing For Entrepreneurs
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What does it really take to get approved for six and seven figures in business credit - and what happens when life throws you off a cliff, literally? In this episode of The A Game Podcast, host Nick Lamagna sits down with Merrill Chandler, founder of Get Fundable Solutions and one of the only non-FICO employees with direct insider access to how FICO's underwriting algorithms actually work. Merrill survived a horrifying motorcycle accident - driving off a 70-foot cliff - and lived to tell how the exact business credit strategies he teaches his clients are what saved his business, his finances,...
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What if you could build a real estate empire doing hundreds of deals, run your own capital fund, and still never miss a single moment with your kids - because you designed your entire business around being present, not around being rich? Join Nick Lamagna on The A Game Podcast: Real Estate Investing For Entrepreneurs for a fired up, high energy conversation with Casey Gregersen, aka "Capital Casey," founder and CEO of Bighorn Capital Fund, former college quarterback, and family-first investor who went from working oil rigs in the middle of the Gulf of Mexico to running a full scale real estate...
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What if a self-taught coder and waiter became one of the most active healthcare venture capitalists in the country - and could teach you everything about reinventing yourself, embracing the incubation period, and finding massive opportunity in the chaos everyone else is running from? Join Nick Lamagna on The A Game Podcast: Real Estate Investing For Entrepreneurs for one of the most raw, real, and inspiring conversations we've had - Marcus Whitney, co-founder and CEO of Jumpstart Health Investors, 3x IBJJF Masters World Champion, soccer team co-owner, podcast host, hip hop head, and creative...
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Join Nick Lamagna on The A Game Podcast with his guest Tommy Harr, the phenom real estate investor, social media star and host of Zombie House Flipping: Family Busines on A&E! Celebrating the launch of Tommy Harr's new hit tv show with a re-release of our fantastic conversation! We're beyond proud of Tommy and so happy for the opportunity he has to show people how one of the truly good guys in the business is crushing it with the people he loves. Tommy went from a D-1 Athlete out of Ohio and climbed his way through the ranks of being a home inspector and Property...
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In this episode of The A Game Podcast: Real Estate Investing For Entrepreneurs, host Nick Lamagna sits down with John “Beef” Keefe, drummer for the multi-platinum rock band Boys Like Girls, Brazilian Jiu Jitsu black belt under Shawn Williams, coach, entrepreneur, and performer. From touring the world on sold-out stages to overcoming serious injuries and earning a black belt in Brazilian Jiu Jitsu, John shares the mindset, discipline, and habits that create long term success in any field. John breaks down the lessons he's learned from over 20 years in the music industry, how Jiu Jitsu...
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What if the most dangerous person in the room looked nothing like what you expected - and had lessons for your business, your discipline, and your life that no MBA could teach you? Join Nick Lamagna on The A Game Podcast: Real Estate Investing For Entrepreneurs for one of the most inspiring and eye-opening conversations we've had - Karel "Silver Fox" Pravec, 5th degree black belt under Renzo Gracie, author, app creator, and one of the most respected teachers in the global Brazilian jiu-jitsu community. This isn't just a jiu-jitsu episode - it's a masterclass on longevity, leadership,...
info_outlineWhat if you could build a real estate empire doing hundreds of deals, run your own capital fund, and still never miss a single moment with your kids - because you designed your entire business around being present, not around being rich?
Join Nick Lamagna on The A Game Podcast: Real Estate Investing For Entrepreneurs for a fired up, high energy conversation with Casey Gregersen, aka "Capital Casey," founder and CEO of Bighorn Capital Fund, former college quarterback, and family-first investor who went from working oil rigs in the middle of the Gulf of Mexico to running a full scale real estate operation across Montana and Wyoming in under five years.
This isn't just another deal-flow episode - it's a real look at what it takes to walk away from a "comfortable" W-2, take the leap into entrepreneurship, and build a business engineered to buy back your time instead of stealing it. Whether you're a beginner trying to land your first rental, a W-2 professional wondering how to get into passive income, or an experienced investor ready to scale into multifamily, capital raising, and creative financing, this episode is loaded with real numbers, real systems, and real talk.
Casey breaks down the real game:
✅ Why he believes chasing the single family to multifamily "progression" still matters, and the one shortcut beginners can take instead
✅ The three exit strategy rule every new flipper needs before touching their first deal
✅ How his "Revive Method" lets him partner with motivated sellers, take over distressed high equity properties, and split the profit instead of taking on all the risk
✅ The exact script he gives new investors to source deals for free by working with wholesalers who can't move their contracts
✅ How he scaled from private money loans secured against his own equity into running a full-blown customizable capital fund with debt, equity, syndication, and oil and gas offerings under one roof
✅ Why some of his best capital partners are still W-2 earners, and how they use their balance sheets to win better bank terms on multifamily deals
✅ What it really means to build a business you can run without sacrificing the people you're building it for + more
Connect with Casey:
Connect with Bighorn Capital Fund:
Connect with Gregersen Properties:
Gregersen Properties on Instagram
Gregersen Properties on Facebook
Gregersen Properties on YouTube
Gregersen Properties on LinkedIn
Connect with Wyohouses:
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Connect with Nick Lamagna