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Perhaps a dumb question:

If the bend curve is not right, head is too loose/tight, can't you just compensate with the appropriate inhaul and outhaul? I'm not seeking GPS speed racing performance, just some fun.
Sometimes, but sometimes I think it can make a big difference.
I trialled a Pryde Hellcat 5.7 recently, and I rigged it on my old 400 Tidal WAve std diameter, as the spec called for a 400 mast and that's what I have.
It didn't feel that great, stiff and a bit unforgiving.
I ended up trading it back, as I'd picked up an Alpha 5.8 at the same time.
After taking to Mike at SFX, I think I would have been better to rig it on the 430 skinny, and that it would have felt much better on it. I think it was definitely the way I rigged it that was the cause of how it felt.
I only sail for fun too, but I definitely find that I have more fun when I rig my gear really well.
The most frustrating thing I found when coming back after a few years break was learning how to rig properly again. The difference between well-rigged and just put-together is huge.
I feel I'm getting there again, but it's taken a whole season of rigging and frigging work out each sail and rig them right.
A big trap is to rig soggy in marginal conditions,looking for a bit of extra grunt. I'm guilty of that, but it just makes everything feel like crap.
Good call on the fins too. I like a biggish fin for a FSW type board and run a 31cm upright-ish but swept fin in the Freestyle too, for early planing and better upwind drive. The stock fin is fine when powered up, but then, isn't everything ??
Love the "Translation server error" restuarant joke. That is funny on so many levels.