Risky Business

Risky Business

Hearing from those who have taken BIG RISKS and finding out what they learned. Here to Encourage / Challenge / Push YOU to take that next RISK Hosted by: Sam Stone

Episodes

October 5, 2026 • 53 mins

Sponsor Highlight: River City Mortgage LLC, NMLS 142954, https://rchomeloans.com/. Call or Text: Nick Hunter 513-490-4235. Come behind the scenes of Crestwood Mercantile with co-founders Karen Delaney and Lindsay Stivers. After more than 15 years in their careers, they made the bold decision to walk away and chase a dream. What began as a side hustle has now grown into a 15,000 sq. ft. store packed with over 75 vendors, offering ev...

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Sponsor Highlight: River City Mortgage LLC, NMLS 142954, https://rchomeloans.com/. Call or Text: Nick Hunter 513-490-4235. In this episode, Sam Stone sits down with Roger Short to discuss the risk of moving to America to start a phone book company. After building a successful brand and company, Roger saw the change iPhone and Google were going to be on the Phone Book industry and took a risk again, jumping into insurance sales. Rog...

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Sponsor 1: Today’s episode is sponsored by LG&E and KU, who are helping local businesses save money through tailored business energy efficiency programs. From cash-back rebates for upgrading equipment to no-cost small business energy audits and customized demand response plans, LG&E and KU provides the smart solutions your business needs to save. Visit ⁠lge-ku.com/eebusiness (https://lge-ku.com/energy-efficiency-progr...

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What does it actually take to turn social media into real business?In this solo episode of the Risky Business Podcast, Sam Stone breaks down how he used social media to build his real estate brand, grow a large local audience, and turn attention into real clients.Sam shares why attention is the new currency, why people cannot buy from you if they do not know you exist, and why the goal is not just followers, but trust. He also expl...

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Sponsor Highlight: River City Mortgage LLCNMLS 142954https://rchomeloans.com/Call or Text: Nick Hunter 513-490-4235

What happens when you decide to challenge yourself publicly and build a business at the same time?In this episode of the Risky Business Podcast, Sam Stone sits down with Brice Herron to talk about the Run the Date Challenge, building Vail Nutrition, and what it looks like to start something while you are still in the m...

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Sponsor Highlight: River City Mortgage LLC NMLS 142954 https://rchomeloans.com/ Call or Text: Nick Hunter 513-490-4235

What does it actually look like to bet on yourself and build something real?

In this episode, Sam Stone sits down with Ryan Richardson to break down his journey from working at American Express to building multiple businesses, including scaling a mobile IV company across multiple states.

Ryan shares how he took his f...

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Sponsor Highlight: River City Mortgage LLC NMLS 142954 https://rchomeloans.com/ Call or Text: Nick Hunter 513-490-4235What does it actually take to walk away from a stable corporate job and build a luxury business from scratch?In this episode of Risky Business, we sit down with Jason Black — Louisville’s premier luxury home builder and co-owner of Artisan Signature Homes.Jason shares how he went from working in corporat...

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Sponsor Highlight: River City Mortgage LLC NMLS 142954 https://rchomeloans.com/ Call or Text: Nick Hunter 513-490-4235 SUBSCRIBE FOR MORE In this episode of the Risky Business Podcast, we sit down with Kyle Hume — singer, songwriter, and producer — to break down the real story from COVID era to now: how he used TikTok as a feedback loop, wrote songs from comments, went viral, and built a career without taking a traditio...

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Sponsor Highlight: River City Mortgage LLC NMLS 142954 https://rchomeloans.com/ Call or Text: Nick Hunter 513-490-4235

Welcome back to the Risky Business Podcast.

Today I’m sitting down with my friend Austin Sauer — Louisville real estate media pro and a guy I genuinely believe is building one of the best service businesses in this city. Austin’s story hits hard because it’s not some overnight, highlight-ree...

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Most people think success is about hitting milestones.Revenue numbers. Titles. Rankings. Wins. But what happens when you hit those milestones… and they feel empty? In this episode of Risky Business Podcast, I sit down with Pat Riggsby — former college baseball coach, multi-time founder, six-time bestselling author, and someone who’s owned or co-owned nearly 40 businesses, including scaling fitness and sports perf...

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Welcome back to the Risky Business Podcast.Today’s episode is extra special — I sat down with my guy Sam Reagan to talk about a risk that doesn’t get enough attention: choosing faith in college when everything around you pulls the other direction.Sam was a freak athlete (state record long jump), went to the University of Kentucky for track, and he’s honest about what happened when he got there — the fr...

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Sam Stone interviews entrepreneurs about risk… but this time we flipped the script.

In this episode of the Risky Business Podcast, Cameron Becht sits down with Sam Stone (yes—the host) to uncover the real risks Sam took to become one of the top-performing solo real estate agents in Kentucky.

We get into:

  • Why 99.7% of people won’t choose you (and why that’s freeing)

  • How Sam built an audience before he even h...

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JORDAN POHN | He Walked Away From a $200K Career… Then Risked EVERYTHINGFollow the Risky Biz Podcast on IG: https://www.instagram.com/riskybizpodcast/?hl=enIn this episode of Risky Business Podcast, Sam Stone sits down with entrepreneur and former attorney Jordan Pohn to break down one of the most INSANE career journeys you will ever hear — from quitting a safe corporate law career, to building a multi-state mortgage e...

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November 18, 2025 • 67 mins

Welcome back to the Risky Business Podcast!

I'm extra excited for today’s episode because I’m sitting down with Louisville real estate legend, Jay Pitts (Jay T Pitts & Associates). Jay isn't just a top-selling agent; he leads one of the most productive brokerages in Kentucky, pushing over $500M in sales volume yearly. This conversation goes deep into the risk and strategy behind scaling a top-tier real estate busine...

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Female founders, this one’s for you. 🎥💍 Meet Hannah Elise Photo — the Panhandle’s go-to wedding & family photographer (Destin, Seaside, 30A, Panama City, Pensacola) who turned a side hustle into a globe-trotting creative business. We cover: starting without resources, landing viral wedding videos (10M+ views), pricing & gear realities, client experience, taking a 100-day national parks RV road trip, and ...

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Risky Business Podcast 🎙️Today, Sam sits down with Thaddius “Thad”—Louisville native who went commission-only in NYC, survived the 2020 shutdown, and built Bluegrass Lending + Lionheart to manage $25M+ in assets by 29. We talk TikTok lead gen for real estate, alternative vs. traditional funding, SOPs, focus vs. shiny objects, lessons from an Alex Hormozi workshop, and why your 20s/30s should be a machine for mist...

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At 33, Brad DeVries had it all lined up - a pilot job at UPS and the kind of career most people dream about. But just days before starting, he realized something: he didn’t want to fly airplanes. He wanted to build people.In this episode of Risky Business, Brad shares how that one moment of honesty changed everything - leading to a 30+ year career leading 3 of the largest real estate brokerages, and later, taking a massive ri...

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October 2, 2025 • 45 mins

What does it take to turn an adoption journey into a movement that feeds families, creates jobs, and reshapes an entire community? Sam sits down with Scott Panella, Louisville real estate leader and founder of Give a Goat, to unpack how a mission trip and adoption experience in Uganda grew into a nonprofit that has provided thousands of goats, wells, and sustainable food sources for families in need.Scott shares the raw challenges ...

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What does it take to walk away from a secure legal career, withstand media firestorms, and jump headfirst into one of the toughest Senate races in the country? Sam sits down with Daniel Cameron, former Kentucky Attorney General and U.S. Senate candidate, to unpack the calling, conviction, and courage that fuel his run for public office.Daniel shares how losing the governor’s race reshaped his faith, why his identity must rest...

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What does it take to turn a summer vacation idea into a breakout beverage brand? Sam sits down with Bryce Morrison, co-founder of Mom Water and Dad Water, to unpack the scrappy beginnings, bold branding bets, and operational grit behind their fast-growing, better-for-you alcoholic beverages. Bryce shares the origin story, early scrapes with supply chains and distribution, how they built a community first brand without the usual cli...

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