If its now "free and clear", you might want to consider selling to him on an owner contract (may be called "contract for deed" in your neck of the woods)- You would be the "banker", so his credit doesn't matter. I'm thinking you probably want to do it this year if you're going to, as I believe the favorable tax treatment on capital gains will go away in the future.
But if he's happy renting, the land will probably continue to increase in value (unless everything crashes), so you may want to keep it as an investment or to give to your kids.
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Today's Featured Article - Old Time Threshing - by Anthony West. A lovely harvest evening late September 1947, I was a school boy, like all school boys I loved harvest time. The golden corn ripens well and early, the stoking, stacking,.... the drawing in with the tractors and trailers and a few buck rakes thrown in, and possibly a heavy horse. It would be a great day for the collies and the terrier dogs, rats and mice would be at the bottom of the stacks so the dogs, would have a busy time hunting and killing, all the corn was gathered and ricked in what we c
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