1283: Investing News from Chicago & Short-Term Rental Bubble? with MyLodgeTax's Rob Stephens

Jason Hartman starts today's show discussing some good news for real estate investors in the Chicago area, as well as why investors in California should actually be thankful for their current tax situation. Then Jason talks with Rob Stephens, co-founder of Avalara MyLodgeTax, about whether the short-term rental market is oversupplied and what the impact of institutional investors is doing to the marketplace as a whole. They also discuss some of the tax implications of running short-term rentals. Key Takeaways: [1:18] Good news for investors in Chicago [7:34] Jason put an offer down for a short-term rental property, but make sure you're not violating Commandment #21 to avoid manias [10:15] Tech companies are playing by different rules, so it's nice to see them being investigated Rob Stephens Interview: [13:59] Is the short-term rental market oversupplied? [17:17] How will short-term rentals hold up in the next economic downturn? [21:26] What has the increased usage of short-term rentals done to the timeshare market? [22:43] The way institutional investors are getting involved in short-term rentals [27:22] Tax compliance [30:30] How much do room/tourism/hotel taxes differ across the country? Website: www.JasonHartman.com/Contest www.MyLodgeTax.com