After scouring records and search engine sites for other possible leads even children so that I could execute a affidavit of heirship yet it all seems to point back to this man.

. + more CapEx as you have 3 roofs instead of 1), but in a longer term I think you will generate way more cash than keeping that investment?

If you choose the 5 unit keep in mind that it may be easier to force appreciation by making improvements that lead to increased cash flow.Good luck.

That leads me to the looming recession.

Few things I noticed right away: 50% of the units are month to month - could lead to high turnover and vacancy.

@Caleb Heimsoth So basically I want to only look at 100% equity leads?

I still very much enjoy working on cars, and plan to continue doing so because I love it, but I'm ready to start growing my wealth as well as generating passive income.I've owned a few homes, I have some experience as a self managing landlord, I've made some mistakes and had a couple big wins as well.

It wouldn't generate cash; it'd be a consumable good, effectively.

After 3 months of marketing I received a lead from one of my bandit signs. 

(decent deal in a HOT Chicago market) but the home comes with some violations from the prior owner, they are 10 and 5-year-old violations, my attorney believes should not hold up closing, my mortgage broker has a different opinion. the total to cure violations is about ~30k-40kMy lender misleads me from the beginning of the transaction, leading me to believe I can purchase the property with conventional financing and 10% down, he knew the property had violations.