Taxing Unrealized Gains, Short Term Rental Shakeups & The Social Media Marketing Debate | Jay Pitts Show Ep. 130 episode artwork

EPISODE · Apr 27, 2026 · 45 MIN

Taxing Unrealized Gains, Short Term Rental Shakeups & The Social Media Marketing Debate | Jay Pitts Show Ep. 130

from Jay Pitts Show - (RE)source · host Jay Pitts

This week on the podcast, Ryan kicks things off with a wild property tax story that sparks a bigger conversation—after reading a post about a homeowner being taxed on unrealized gains, the guys break down what’s real, what’s misunderstood, and what it could mean for property owners if policies like this ever became widespread.Next, they dive into a major piece of legislation coming out of Kentucky, where the House has passed a bill that could wipe out all local regulations on short-term rentals. What would this mean for investors, neighborhoods, and the balance between opportunity and oversight? Expect some strong opinions and real-world implications.To wrap it up, they tackle a question every agent and creator is thinking about: when it comes to marketing properties on social media, what actually matters more—high-end, professionally produced videos that barely get seen, or raw, agent-shot content that racks up thousands of views? The discussion gets into authenticity, reach, and what truly drives results in today’s attention economy.Submit your questions for Jay and Ryan to answer on the podcast here!

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This week on the podcast, Ryan kicks things off with a wild property tax story that sparks a bigger conversation—after reading a post about a homeowner being taxed on unrealized gains, the guys break down what’s real, what’s misunderstood, and what it could mean for property owners if policies like this ever became widespread. Next, they dive into a major piece of legislation coming out of Kentucky, where the House has passed a bill that could wipe out all local regulations on short-term rent...

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Taxing Unrealized Gains, Short Term Rental Shakeups & The Social Media Marketing Debate | Jay Pitts Show Ep. 130

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