You can also watch Jaren Barns on youtube and there's a few other guys that do it too.

As you know, in 2023, the new laws require hosts to have a license to do STR.

The big difference today is we dont have to carry paper.. we buy for cash and sell for cash.. its a very narrow niche of course.. and the marketing is just like any of the wholesalers big spend on out bound .. and guys/gals that can close a deal on the phone..

I don't consider these funds liquid or available for REI usually because using that money for my own deals would require withdrawing it and paying penalties.

Should I try to do a background check on possible tenants or let a company do it?

I do use the term "avoid" but it is quite difficult for anyone to avoid nuisance lawsuits today.

Look forward to connecting locally in Chicago for some coffee...Always looking to learn from other experts like yourself!

Yes indeed, I'm doing well with Insightful Tax and Advisory Services and I'd recommend a chat with them.

Furthermore, when I close on a multi-family, it will be my primary residence.

Maybe you took it off the market for a year and moved in yourself while your divorce was pending.