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

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

April 27, 2026 · 46 min · Episode 130

About this episode

The episode discusses property tax implications of unrealized gains and recent legislation affecting short-term rentals in Kentucky.

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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Host: Jay Pitts

Guest: Ryan

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Organizations: Kentucky

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