I know Freddie/Fannie do not permit lending to an entity, so it would have to be pretty creative either way.If I somehow figured out how to merge my contribution with a partner's contribution to the down payment, how would I get around the DTI restrictions? 

As @Knifie Burks said, Oak Park is pretty rough on prices, especially if you factor in the sky high property taxes.

View report*This link comes directly from our calculators, based on information input by the member who posted.Hello,Pretty new at the calculator (and real estate).

Pretty rough location and I guess they were busy.

That was actually pretty fast from your first post to now having something under contract.   

There are relatively few restrictions when a non-consumer is on the receiving end of the transaction.If you are dealing with a LO to a consumer, anything less than 6-months is pretty much fair game.

I’m pretty sure Jake & Gino started that way but would love to hear more stories about how people successfully invested in the beginning without syndicating.

Seems that you had a bad tenant, but it sounds like there was a pretty decent lack of oversight.

Pretty sure BP offers a service?

Pretty easy because I didn't have the entire process shoved in my face all at the same time.