You're right on the emotional aspect! They're not in a desperate way and finding other housing would not be too difficult. He is a good friend, and a preacher/Pastor of a church- I would like to think his word is his honor, and it has been for the last eight years.
However, maximum profit now is my one chance to be debt free at 47, and start pumping money to retirement funds...
A bit off topic maybe, but I have some thoughts on "debt free".
What's more important to you?
Being technically "debt free"
or
Having a positive net worth of significant size.
If you have not done so (if you have, ignore), do a net worth statement for yourself. Add up the value of everything you own: houses, cars, property, furniture, tools, bank accounts, retirement savings, velvet Elvis paintings, etc. Everything. Then add up everything you owe: mortgage, car loan, land loan, college loan, etc. Subtract what you owe from what you own and that's your net worth.
We've been keeping track of our net worth since we got married in 1985. It's been on the plus side since we said "I do." Yes, we had a mortgage. But if we sold the house and paid off the mortgage, we'd of had money in the bank due to the equity in the house since the first payment.
See what I'm getting at?
You may owe $250K on a house that's worth $500K. Do you consider yourself $250K in debt, or do you consider yourself $250K in the black?
I'm the optimist. You have a positive number of $250K if you sell the house. You could rent an $800 a month apartment and pay $200 in utilities and have housing for 250 months (20+ years) with no worries. So you're never going to be homeless.
Technically, my wife and I are not "debt free". We have a small balance on a home equity loan. So we have debt. However, we've had a positive net worth since the wedding in 1985, and that has doubled every 7 years. I've considered ourselves 'debt free' since we paid off the house in 1995 when I was 34. If we sold everything we own and paid off our debts, we could live off of the interest on the lump and never touch the lump. That is a great feeling!
Knowing you're financially secure with a large positive net worth, in my opinion, is much more valuable than being 'technically debt free'.
Get a pencil and paper and start looking at the best way to grow your net worth over time.
Do you want the chunk out of the house right now?
Do you want predictable monthly income from the rent-to-buy?
It's not guaranteed if something happens to the renters.
You do get the house back if they forfeit, and you could then do it again, or sell it outright.
Can you do more for yourself with a chunk of cash VS a stream of cash?
Would renting it for the rest of your life provide more income over time?
Will the value of the house increase, stagnate, or drop?
A bird in the hand is worth 2 in the bush.
Lots of things to think about. Don't let sentiment get in the way of sound business practices.
Again, good luck. At least you're realistically thinking about your future, and that's a step up form a lot of folks.
