I'm priced out of MFR and SFR here in Chicago, but my rental was a 2- bedroom for $122,000.

My local market is extremely hot and 2-3 bedroom SF houses around 1000 sq ft sell for a minimum of 175k.

anyone know a solid title company that covers contract assignments for wholesale deals and also does double closes in Rochester NY?

If you have a house that rents for say $900/mo, where HUD pays 6, the tenant 3, keep track of the portion the tenant pays so you don't double report the income. 

I first lived in it while renting out the other bedroom for 20 months (not enough for homeowner exemption, unfortunately), then I rented it for about 3 years before selling when the tenants left.

I am wondering if rent hacking a 3 bedroom $900 apartment (in third ward area, east of medical centers) would be doable and safe.

There's a 1 bedroom apt downstairs, and bedroom/bath suites upstairs in an old Victorian.

The upstairs is a small 2 bedroom apartment.. 

The cash I have invested all came from tenants paying rent that would have paid off the properties.In reality I could have paid off every property but chose to double my investment returns rather than park my cash in a property.

Thank you so much for your patience and taking the time to read my mini novel-like intro.