I haven't done any home inspections for real estate transactions, but it kind of builds character as a landlord when your tenants know you're a certified home inspector (things get taken care of). 

He was telling me he is looking to sell because he wants to move his mother-in-law out of state(Which he already has) with a relative that will take care of her, and he is looking to sell the home because he does not want to take care of the property anymore.

Grandma saw the apartment first and got in application about an hour ahead of my first place girl.Would you care more about the reported eviction that wasn't or the lack of rental history?

I'm out of state and weighing the pros/cons of taking care of the filings myself. 

Also, I would just be careful not to over leverage.

Maybe I'm simply just caring too much haha.

If it is more extensive then let the buyer take care of it.  

You would also need to be very careful to only hire licensed and insured subcontractors and gather a COI from each one of them you hire.

The rates will be a little higher but they won’t care much about your income.

I suspect that as part of what is considered in doing a full blown appraisal, your overall risk profile and DSR (Debt Service Ratio) will be looked at.You have to be careful about your assumptions and ensure that the stuff you're adding to your portfolio is capable of producing the income where that looks favorable, especially if you don't have other earnings (or much of them).