And what about that high school biology? 

I did it myself for a number of years - good rents for sure but never easy.We have found if you buy in the right areas you can have really high-quality people renting by the room though (our average credit score was >700 for a long time).Do think short-term rentals are equally (or more) challenging in my experience.Regardless of the model, I think it's a great call to offload the thinking and stress by partnering with an operator who does the heavy lifting. 

I know a lot of Chicago investors are here too; but if you were in my spot would you recommend Chicago as prices are too high and I have never been to the city moving next year.

Some folks will give you the simple reply that if you can't fill it, your rent is either too high or something else is wrong with your ad.

I invest almost exclusively internationally but I would generally never invest in long-term rentals, unless the rentability is very high, which it almost never is.6.

: A 1031 Exchange can defer a significant amount of capital gains tax, so it’s often worth it for high-value transactions.

That being said, booking.com had a high occurrence of fraud so we no longer use them.

there is tremendous demand for inventory right now, and as you have already found high prices and high rates have hurt cash flow. 

That's a high price tag for someone who claims that he will also help you find your first few deals.

There's a lot more competition than previous years, and prices are high.