“I’ll lose money on hidden or unexpected expenses.”Regular financial reporting, full disclosure of fees, and proactive maintenance planning make expenses predictable and transparent.Out-of-state investing doesn’t have to be risky — it has to be planned.The right systems, communication channels, and local expertise can turn what feels like a gamble into a scalable, stress-free investment.If you’ve been considering expanding to new markets but aren’t sure how to overcome these challenges, I’d love to discuss your concerns and share what’s worked for other investors.

These books are practical, give you actionable steps, and aren't just rooted in theory. 

Spot on—cost seg and bonus depreciation aren’t ‘free money.’

It's likely you have problems because you aren't doing preventative maintenance.Pay a service to go over either weekly or at every turnover and balance the chemicals, make sure it's clean and operating properly and ready for the next guest. 

Quote from @Stuart Udis: @Evan Alexakos Don't rush into something you aren't financially prepared for.

People have such low rates that they aren't "trading up" in favor of staying put.

That will help ensure you aren't overpaying on taxes.

If you aren't then find one who does those projects.

They aren't going to have good credit or a lot of income, so what would be good screening requirements? 

STRs typically seem highly profitable and fun, but I would make sure you aren't just buying into the hype.