Management involves some rough conversations, but after having had dozens of them I can tell you that your relationship with these folks won't be worse, and it might actually improve. 

Understanding the market - bought it under valued - came in with additional capital to improve units that desperately needed updating.

We have purchased moderate fixers and lived in them while improving, so we earned tax-free gains by holding those. 

At the same time we did exterior improvements to the driveways, siding and pool that's improved curb appeal.

At the same time we also did exterior improvements to the driveways, siding and pool that's improved curb appeal.We hired an experienced local management company with a great team that's been successful at improving the tenant profile and increasing the income.

I've made steady improvements over time.

If the property contains a residential structure they will also have to pay the increased value resulting from your preservation improvements, plus insurance, plus interest. 

There are a lot of things to consider: how much each partner puts in, how much each one takes out of cash flow and upon sale, who will be responsible for managing the rental, who pays for repairs or improvements that can't be covered by cash flow, what to do if a partner fails to uphold their end, what if one partner wants to get out of the deal, etc.

I have to imagine that whatever is going on with him is seriously impeding his ability to live a happy life, and chances are strong that there is treatment that can really improve his quality of life.

@Chris Geer our applicants are considerably improved.