If we're going to relitigate old transactions, yes Will Anderson was probably an over-pay, but Demeco loved him and wanted him, and Houston had just beat out several other franchises for Demeco. It made sense to let him have his guy. Will Anderson has since demonstrated that he's very likely a future great (albeit probably not quite elite) edge, and Houston is good enough to where it's looking like that 2024 pick would have been somewhere in the mid teens anyway
I didn't love trading that pick away because I wanted Caleb/Maye/Harrison Jr, but Houston also had a ridiculously easy schedule where they were likely going to accidentally win too many games, and probably would have missed out on the top three
The bigger issues are Kenyon Green, who many didn't like at the time of the pick, is looking like a bust, and Stingley can't stay healthy while Sauce Gardner is looking like he could be the best corner in the league for a long period of time, but Stroud looking like a top ten QB in the league as a rookie and like a future top five guy makes everything that hasn't worked up to this point pale in comparison
Houston is going to have a three year "good QB on the rookie wage scale" window in Stroud's years 2-4 (his fifth year option will be more expensive) where if Houston plays its cards right, it could contend. It'll be interesting to see where they go with it. Chase Young makes sense.