Due to having a chancellor of the ex-checquer for my wife, I've been really limited to how many boards I can have. So, I've never over-thought hardware. I have my Diverse 10'1" and a Wayne Deane 9'4" plus the beautiful Grace 10'6". Grace doesn't go out much, she's too pretty for a crowd. The Deane stays at home now for visitors, because I've learned to love the Diverse. It's good in anything I've ever surfed. No change of fin or position of same. Just wax it up and surf what you brought.
What I do overthink are the conditions. Many a day I'll sit and watch, maybe it's better somewhere else, maybe it's not. About 75% of the time I overthink the conditions and hope for a better wave somewhere else, I lose out and don't even get the board out of the car. If one of my mates is around, it's even worse. We end up talking each other out of going in. Except for OB of course, he'll surf in anything and I've often followed him into the water at what looks to be a crap break and managed to get a good session

. I've also followed him into the water and wanted to punch him because it was so crap.....

Remember that day at North Curly OB?