Do you mind sharing the name of that type of loan/lender that allows you to have the seller carry on a second position?

Ask them if they'd mind sharing their experience with you.. if they'd recommend the area or not, and lastly if they could maybe send you a P/L sheet to see their income, expenses etc.You might run into some hosts that aren't responsive or any help, but it just takes a few people to share insight to get a good idea of the market you're dealing with.

Keep in mind all you'd have from this is a video of yourself getting robbed.

I appreciate it.john Your plan seems well-thought-out, but I’d keep a few things in mind.

What problems with the other tenants (who they likely know well) could they cause?

You already know the answer to that.

The members of this forum can give you a lot of food for thought, to think of what you don't know:)How many years until you retire?

I have my mind set at getting a short term rental to offset my W2 income.

Gothca I know IB really well but dont know AHP at all.. 

Looking to learn more about seller financing, the art of the deal as well as connecting with like minded investors in Chicago and beyond!