Your best bet is a property on water and sewer in a non HOA community and either convert the garage to an ADU or Build a separate ADU .

Once you have the desired amount of business credit for the downpayment and have activated the cards, upload the card(s) that you'll be using to Plastiq, ( preferably Visa for real estate from what I'm told ).

Structuring the deal properly (like through a land trust) can reduce this risk.Your best bet is to connect with an Illinois investor who has successfully done sub-to deals or find a local real estate attorney who specializes in creative finance.

And yes, that’s half the type.They miss the other half, which is not only active investing, but in many ways mirrors equity investing more than traditional debt investing.

Your best bet would be to have a FurnishedFinder account and used their "stats" page. 

If you want to activate it, you can simply log in with your BP Account - Activate RentRedi Perk

(And then any state implications)Given this isn't pennies we're talking about- working with a qualified professional to help mitigate the tax would be your best bet. 

Probably your best bet will be to do a joint venture with an equity partner.

Your making a bet on them, that they can operate there business well and thus, will be good tenants. 

My research has resulting in understanding that REP status can be used to take losses in STR property against other active/non-passive income (such as w2), however there is a qualification of material participation.