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I’ve played an Atari Jaguar before. Those controllers were fucking awful.
The 64 controller is a close contender, although it’s hard to give it shit when it was from when 3D first started being a thing and nobody really figured shit out. But I mean, it should have been a no brainer to not design it so you’d need 3 hands to comfortably use all the inputs.
If you mean specific brands and what not; I can’t even remember all the garbage 3rd party things I’ve used throughout my life. Not good enough or terrible enough to even remember.
People always give shit to MadCatz but they had the sturdiest 64 controllers. All the first party ones would last maybe 2 or 3 games of Mario Party or WWF Smackdown. The MadCatz we had was the GOAT for games that required spinning the stick a lot. But I hated how extra THICC they were. Made them a bitch to hold.