@Kelly DeWinter
Well, I gave you free reign to be pessimistic, so I can't fault you for doing precisely that. I am however hoping you can clarify exactly what you mean about outlining exactly what I am offering him, as I think that would bring value to not just me here, but anyone that reads this thread. I am probably looking at this through a narrower scope than an outsider looking in, but I thought it pretty clear that in his desire to walk away from the rental game, I was providing that outlet for him due to his health issues. Please elaborate on your statement as I might just be missing something.
I don't know if it helps to provide any more of the back story, but gifting the down payment was actually his idea. He is pretty salty after the experiences with the last 2 realtors he worked with and is now just wanting to be done. Long before he offered up this solution I had spent the last year hearing about his problems with these realtors. He knew that I had recently purchased a new home and turned our old home into our first rental and I had expressed to him as a result of our purchase did not have down payment money available. So through conversation it came out he bought this property through a foreclosure some amount of years ago, rehabbed it, and has more than made his money back on it through renting it through the years. Now it is worth 10x what he bought it for (based on my cost estimation software I use in my industry and knowing the cost per sq ft very well in my area, I am inclined to believe he is very accurate), he states he just wants X dollar amount for it and even after the gifting of the down payment, there is easily enough equity remaining to make that happen.
I don't ever want to acquire or amass wealth through shady deals or taking advantage of anyone, so I know the statement of two players playing each other is a false one. Perhaps though, he is playing me. Maybe it isn't as good of a deal as it sounds. Maybe there is some critical information I am missing, and searching out that possibility is the intent of my post here. I am a huge fan of the podcasts and I continually hear of people getting deals by solving problems for others. I thought this deal fit that mold nicely.