I financed the acquisition of the land with personal and private money.

Cash and Hard money How did you add value to the deal?

I wouldn't take that money to buy him out I'd liquidate and move into better asset class like extended stay development or 3 story walk up apartments 

Also, after a year, the mortgage hasn't been paid down by much, especially if it's a 30 year mortgage.The only challenge you may run into is if you purchased it using a low or no money down mortgage option like FHA or VA lending.

Which ok, I get it, ACH cost money, BUT, RentRedi does not give the landlord the option to pay that. 

I know it is expected that you will need to spend some money after someone moves out but I just didn't expect I was going to need to spend appx. $10k to get it rental-ready. 

It really becomes a time value of money calculation based on when you want to sell your Class A rental.

Hard money loan that covered 100% of rehab and 90% of purchase.

By donating the owner will have the money they want.

In fact many homes with too high of an occupancy are leaving money on the table.