The issue we are running into is that lenders are not recognizing the excess amount he earns as income, therefore it looks like he will not be able to afford any loans that he would be approved for.

Hi Jasmine-Congratulations on being ready to turn your primary residence into a rental.Your question is should you use a property manager or self-manage your property.If there is enough positive cashflow or you can afford to pay a property manager, I always recommend doing so for the following reasons:1.

That he can weather for 10-15 years, but not 3 at 25% down with $25k in reserves($300k in sale price would afford). 

Even in towns where they desperately need affordable house if, they can’t get over the stigma of MHPs.The other issue you’ll run into is highest and best use.

These areas tend to provide the best balance of affordability and rental demand.That said, Detroit’s market is unique.

New furniture, coat of paint, and some minor rehab to the decking.

The education is practical and affordable.  

I've been able to afford my payments so far without much issue.

Smaller markets like Ocala, Spring Hill, and Palmetto can be great for affordable buy-and-hold strategies, while Gainesville offers unique student rental potential.

I've used an online designer before, you send her photos, measurements of the room and existing furniture, and your budget and she presents you with design options and the links to buy!