A steady job for 2 years and a down payment of 3.5% or 20%, and the personal ability to not be a recidivism statistic.He will have to comply with Parole, because not being tossed in the can again is crucial to this.I've been told a decent paying job for ex-convicts if they are strong and dependable workers is working on a concrete finishing crew.If he can come up with the down payments and meet the lender requirements for work history and financial numbers I don't see any other thing holding him back.But without those two, all of the knowledge in the world isn't going to help much.The zero down stuff, seems few and far between.Good Luck!

For ex: house listed at $269,000/In order for me to hit the 10% ROI, I would need to offer like $190,000-$200,000.

There are also additional restrictions on the total amount of late fee ( for ex. no more than 5%) you can charge for mobile homes, etc...So I have a flat late fee but Im happy when I do not collect it because it means that rent has been paid on time.

Quote from @undefined: undefinedIn my opinion, the calculation value must be based on the purchasing power of the currency at that time, compared with the current purchasing power, and it is not so appropriate to take out a loan to buy a house at this time, and now the currency is shrinking and raising interest rates. 

Being helpful to people and serving them is the currency of social capital.That mindset shift was the 10x for me and has directly led to dramatically better opportunities. 

There is a new currency exchange being built from the ground up on Roosevelt, 2416 W roosevelt or so, 1/2 block west of Western and a Uhaul Center on the same block? 

When i was saying he should have cash it doesn't mean literal paper currency.

Crypto currencies.  

I hope you get a good exchange rate with the currency exchange. 

Long term I can see Milwaukee home prices creek up to the national average, which probably means they will double over the next 10 years, partially fueled also by inflation (devaluation of currency).You could try and BRRR on the fringes of that gentrification, which should work in theory, but you already need a fair amount of comps over 200k for it to work and a "good neighborhood feel" - I have not seen it done yet and the risk is of course that you don't see the same rate of value gain as you see in desirable communities..