If you mean buy a house then get a HELOC on that house then it is a bit harder but may still be doable if you bought with cash, but there may be certain requirements for length of ownership that I'm unaware of as I have not tried this method.

@Joshua Rawe  Shopping for a 2-4 unit using FHA can be challenging (specifically on the North and NW side), but very do-able. 

I’m hoping by transferring my properties in a LLC I can run it more like a business - let me know if that is not doable.

It is all doable, you have shown the ability to succeed, you understand the numbers and the process, you just need to put your upbringing and past into the rear view mirror and commit to a successful future with a clear path and plan in writing.

What you are saying you want to do, is very doable but depends on the area. 

I’ve helped some people do what your talking about and it’s definitely doable in this area!

For me, it is harder than single-asset, but doable.2. 

Talk to mortgage broker,it should be doable, but who knows with thr lenders tightening up.

<$100k is probably doable but not as easy.

Objectives:To purchase a 4 units multi-family property as an owner occupant primary residence with FHA loan with 3.5% down, and convert my current residence as a rental property. Current property: Single family 3 beds...