Risky Business

Sam Stone
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  • ENTREPRENEURSHIP
  • UPDATED SEMIWEEKLY

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

  1. JAN 4

    SAM REAGAN - KEEPING YOUR FAITH IN COLLEGE

    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 freedom, the pressure, the influence, the drift, and the weight of doing life without the right people around him.Then everything changed.He made a simple commitment — one hour a day locked in with God — and what started as a chore turned into a ripple effect: people knocking on his door for prayer, moments of real vulnerability, and a confidence that faith isn’t just something you inherit… it’s something you choose.Follow the Risky Biz Podcast on IG: https://www.instagram.com/riskybizpodcast/?hl=enFollow The Risky Biz Pod on TikTok:Want To Sponsor The Show? Click Here: https://riskybusinesspodcast.com/We also talk about:Why your friend group determines your futureHow to be a Christian on a secular campus without being weird or fakeThe difference between “legalism” and a real relationship with ChristWhy this generation can spot fake instantlyWhat it looks like to live your faith in the workforce (and in real estate)And what Sam’s doing now in Phoenix — including ministry connected to ASUIf you know a young person navigating college, identity, temptation, or purpose — send them this episode.And if you want to be on the show (or know someone who should), go to riskybusinesspodcast.com and submit them.This episode was shot, edited, and marketed by Louisville Podcast Studio in Louisville, Kentucky.0:00 – Choosing faith in college is a real risk0:28 – Meet Sam Reagan (UK → GCU junior year)1:40 – Growing up in church + the “fishbowl” effect2:13 – “When I got to Kentucky… I wasn’t that guy”2:21 – The freak athlete story (state record long jump)2:35 – Quick support message + share the show3:15 – How far is 24’5”? (crazy athletic comparison)4:30 – Track took him to UK… and the freedom to fall away5:17 – “These guys are cool… NIL money… and I drifted”6:12 – The turning point: “I’ve been made for more than this”6:33 – The 1-hour-a-day challenge with God7:28 – People start knocking: prayer requests + ripple effect8:36 – The soccer party moment: praying in the middle of chaos10:10 – Sponsor callout + why this message matters11:06 – Faith becomes yours when you leave home14:07 – Why he left UK: Camp Love + calling to ministry16:32 – Ministry at ASU: 2,000 students + “someone saved every week”18:02 – The friend filter: “Show me your friends, I’ll show you your future”20:18 – Biggest challenge for Christians going to secular school22:26 – “Christians should be the most fun people”23:33 – Real estate + integrity: being a Christian in the workforce28:12 – Legalism vs relationship: freedom + conviction30:12 – Our generation can spot fake fast (dopamine + consumption)31:02 – “Silent revival” + using TikTok/IG for theology33:42 – Final challenge: bold prayer life + bold faith + real love35:07 – Final sendoff + Sam Reagan’s IG

    35 min

  2. 12/23/2025

    SAM STONE: The Risk of Going All In: Real Estate

    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 had his real estate license The “boring” daily habits that paid off years later The mindset shift that helped him stop caring what people think How social media + evergreen content became his biggest unfair advantage Reinvesting, integrity, and why reputation is worth more than quick cash If you’re building a business, trying to grow on social media, or you’ve been stuck hesitating on your next move—this episode will challenge you to take a calculated risk and actually commit. 👇 COMMENT: What’s the next risk you need to take in your life or business? Follow Sam StoneInstagram: @LouisvilleKYRealEstate Follow Cameron Becht / Louisville Podcast Studiohttps://www.louisvillepodcast.studio/

    1 hr

  3. 12/03/2025

    JORDAN POHN | He Walked Away From a $200K Career… Then Risked EVERYTHING

    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 empire, to surviving the 2008 financial crash, to selling to LendingTree, and eventually building a thriving private lending company, SharePoint Equity.Jordan shares invaluable lessons on:• How to take massive risks in your 20s and 30s• Why lifestyle creep destroys opportunity• The REAL grind behind entrepreneurship• Building wealth through real estate & private lending• How company culture can create 10x ROI• Surviving the 2008 mortgage crisis• Writing a seven-figure check to save his business• Selling a national lending company• Creating SharePoint Equity and lending on flips• Expanding into new states & scaling smart• Why reputation is the most valuable asset you have• Compounding, investing, and long-term wealth building• The “whatever it takes” mindset successful entrepreneurs share0:45 — Why Jordan Walked Away From a $200K Law Career2:20 — Hitting Rock Bottom: Rehab, Homelessness & Recovery5:02 — The Peer-Driven Model That Saved His Life8:00 — The Single Biggest Mistake Young People Make10:32 — Why Waiting Too Long to Take Risks Locks You In13:45 — Building 13 Branches From Scratch Across Multiple States18:40 — The LendingTree Breakthrough No One Saw Coming20:00 — How Company Culture Produced Massive ROI28:50 — The 2008 Warning Call That Changed Everything30:45 — Signing a Seven-Figure Check to Save the Company33:50 — Cutting His Own Income to Protect His Employees38:40 — The Deal That Almost Collapsed at the Finish Line48:40 — Signing a $50M Credit Line: The Ultimate Risk50:10 — Why the Top 1% Win: The Extra 10% Effort58:00 — Reputation: The One Asset You Can Never RecoverThis is one of the most value-packed, raw, and motivational episodes to date.If you’re between 20–40 and trying to figure out your next move, THIS is your roadmap. #entrepreneurship #RealEstateInvesting #MortgageLending #RiskyBusinessPodcast#BusinessMotivation #SuccessMindset #FinancialFreedom #PrivateLending#RealEstatePodcast #WealthBuilding #2008FinancialCrisis #RealEstateFinance#InvestingMindset #BusinessRisk #entrepreneurlife

    1h 13m

  4. 11/18/2025

    JAY PITTS: HOW TO CRUSH YOUR SALES VOLUME??

    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 business. Jay shares his incredible journey from a self-proclaimed "Type A, first-born" mortgage originator to leading a mega-team. Key Takeaways: ​The Biggest Risk: Why quitting a 6-figure mortgage job at 24 to become self-employed was the logical choice.​The 2008 Crash Pivot: How Jay used bank foreclosure listings (REOs) to build his initial momentum.​The Tipping Point: The moment his team had to suddenly scale from 12 to 30+ agents after securing a major Zillow partnership.​The Snowball Analogy: How consistent, hard work eventually creates an unstoppable avalanche of business (and why he prioritizes agents who "give without expectation").​Training AI: Jay breaks down his AI-powered market update podcast strategy.​New Agent Advice: The number one piece of advice for new agents, and why you should never make a career decision based on money.Connect with Jay Pitts: ​Podcast: The Jay Pitts Show​Instagram: @thejaypittsteam

    1h 8m

  5. 11/06/2025

    Female Entrepenuers....This is the Podcast For You | The Top Photographer of 30A

    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 the mindset shifts it takes to bet on yourself.We also jam on productivity with Brick (the little magnet that locks you out of distracting apps) and why boundaries = more art, more revenue, more life.Listen for: how to start before you’re ready, what to buy (and NOT buy) as a beginner, social growth that actually books clients, and the courage it takes for women to choose the “risky” path.👇 Links & Resources• Hannah on IG: https://www.instagram.com/hannahelisephoto?igsh=c29mbWdyMThlamFj• Book Hannah for weddings/family sessions: • Brick productivity tool (affiliate): https://getbrick.app – code SAM47683 for ~20% off• Risky Business Podcast site: https://riskybusinesspodcast.com/If this gave you a nudge, subscribe, like, and share with a friend who needs to take that next step. Comment your #1 takeaway and I’ll reply.Female entrepreneur, wedding photographer Destin, 30A family photos, Florida Panhandle photographer, viral wedding video, photography gear list, how to price photography, client experience, Instagram growth for photographers, TikTok photography tips, Brick phone blocker, productivity for creators, national parks RV road trip, Bob Jones University, Liberty University, social media marketing, small business risk, start before you’re ready#FemaleEntrepreneur #WeddingPhotographer #30A #Destin #PhotographyBusiness #CreatorEconomy #SmallBusiness #ViralMarketing #Productivity #Brick #RVLife #NationalParks #RiskyBusinessPodcast

    55 min

  6. 10/22/2025

    THADDEUS VOSS - From Wall Street to $25M by 29: How he Built Bluegrass Lending

    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 mistakes.🔔 If this episode pushed you to take a (calculated) risk, rate, follow, and share—it’s the #1 way to grow this show.👥 GuestBluegrass Lending / Lionheart (brokerage + private funding)— Alternative & SBA loans, credit repair/bookkeeping support, high client return rate— Offices: Louisville KY • Wall Street NYC • Tempe AZ💬 Topics• Winning listings with TikTok reach• Alternative financing vs. SBA/asset-backed loans• Building returning clients by educating, not hard-selling• Systems, lead gen, and scaling a sales org• Focus, attention, and the “Brick” phone blocker• How to take risk without being reckless

    1h 5m

  7. 10/13/2025

    BRAD DEVRIES - Walking Away from a Dream Job at 33 - Building a Life that Matters

    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 risk again in his 60s to start not one but two new businesses.From leaving comfort behind to listening for God’s direction, this is a masterclass on calling, courage, and purpose. Whether you’re 25 or 65, this story proves it’s never too late to take a risk that matters.

    50 min

  8. 10/02/2025

    SCOTT PANELLA - GIVE A GOAT

    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 of adopting internationally, balancing business while living abroad, and learning an entirely new world of goat farming and community development. They dive into fundraising highs and lows, building a 100% Ugandan-led team, and why small gifts can create generational impact.If you’ve ever wondered how to align faith, risk, and entrepreneurship to create lasting change, this episode is both inspiring and practical. https://www.giveagoat.org

    46 min
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Ratings & Reviews

5
out of 5
10 Ratings

About

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

Information

  • Creator
    Sam Stone
  • Years Active
    2024 - 2026
  • Episodes
    26
  • Rating
    Clean
  • Copyright
    © Sam Stone
  • Show Website
    Risky Business

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