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Risky Business
Sam Stone
26 episodes
1 week ago
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
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Entrepreneurship
Business
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All content for Risky Business is the property of Sam Stone 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.
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
Show more...
Entrepreneurship
Business
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JAY PITTS: HOW TO CRUSH YOUR SALES VOLUME??
Risky Business
1 hour 7 minutes 44 seconds
1 month ago
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


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