All my experience from working with the early assy and sym speed fins that Mal Wright made, through the Amac/Lockwood and Love fins, is "The stiffer, the better".
Now before you jump down my neck quoting all the fast world cup slalom and Formula flexy fins, note that I am speaking solely of SPEED fins here.

Speed fins work at top speed at very low angles of attack. (Especially assy fins!) If you have even one degree of flex or especially twist, you are making a major change to the AOA of part of the fin. To the extent where that part is not working as designed, just producing drag, or worse!! In our testing and experience, this led to fins letting go at the most critical times
When Tom Chalko was making the later Time Machine Assy Carbon fins, he kept getting them stiffer and stiffer, to the point that the best ones rang like a bell when you rapped them with your knuckle! The difference was easily noticeable.
This is even more evident in Raked fins.
One of the great things about weed sailing is that we use very short (low AR) raked fins, for obvious reasons.
But they seem to work much better than their AR and thickness would predict. I speculate that this is due to the 'endplate' effect created by the weed we are running through, and also to some extent by the close proximity of the lake bottom (yes, it is risky!

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But that also allows us to build quite short, thick G10 (and aluminium) fins that have virtually zero flex, and not need to use Carbon, which abrades very easily and quickly, and is much more expensive. Win/Win!