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: