Can you expand on your thoughts of his "paralysis by analysis"?
You obviously know him a lot better than I do as I haven't played with him like you have, but I'm not sure how you'd classify Obe's stats as paralysis by analysis so I'm keen to hear your take on it.
Anyone that keeps those type of stats is over thinking the whole game and relating rounds played to some kind of advancement. He'd be so much better off spending some time with a coach and on the practise fairway, honing a skill set.
OBs age and weight won't diminish, so he needs to find a way to strike the ball more consistently and with a better technique.
That would give him more distance, which he has been after for the past few years. 20 metres longer from the tee would help him drop afew strokes off his handicap and a sharper game from 100 in could help with another couple of shots per round.
That could help the more GIR column instead of having to get up and down so much and adding more pressure on his putting. GIR and putting for the occasional birdie instead of continually putting for par or worse would change his whole golfing world and game, in my humble opinion.