Amp, I think the OP bailed, which is such a shame.
Cowboy shows as well every indication of being a beautiful soul, a loyal friend and a level headed partner, and such things are beyond price.
IF you were showing pics of him being used in a walk trot situation, if he belonged to an older, small frail person who wanted a level headed trail mount, we would all say, good on both of them. As a lead rein mount to let little kiddies have their first safe walks on a good old horse, then once again a perfect match.
What is frustrating is that you are lucky beyond all belief to have one of the kind souls of the horse world, and you choose to take advantage of that nature, rather than looking at HIM and saying what is best for HIM.
Believe me, whatever anger and frustration that you feel reading our responses, is magnified may times at this end, where so many people just truly don't understand why you don't get it.
I very much agree GH. I own several "oldies" and there will come a day when they will have to be retired completely but that's part of horse ownership. My old man would still happily jump, run speed events or go to a penning, but with 30 knocking on the door that would be wrong of me to ask of him. It's about knowing their limitations and doing right by them.
I'd see no problem at all with him being used lightly for flat work. The exercise would more than likely be beneficial but not so much to be detrimental, which is surely what jumping will do. He may not act in pain now, but years down the road is when the impact will be seen.
If he were mine, he'd be doing walk/trot and taking care of little one's with his saint disposition. I'd certainly not push him or take advantage of his willingness in an effort to keep him happy & sound for as long as possible.
OP, if you do read this, don't get offended by the posts and statements. Everyone is legitimately putting Cowboy's best interests at heart.