I'll offer my experiences FWIW.
I have worked at the same building for the last 37 years. The oldest part of the building started construction in the late 1940's and opened in 1951 due to delays from a hurricane.
We have lots of different brands. A fair amount of Westinghouse, Bulldog, Trumbull, FPE. A lot of GE and Square D. A small amount ITE and Siemens. Most of the real new stuff is Eaton.
We used to do a lot of testing on larger breakers including current injection testing. So I won't be talking about 20 amp single pole breakers.
Breakers that fail current injection testing tended to do so because they didn't trip when they should have....as opposed to too early or low of current. They seem to mostly be ones with outboard solid state trip units. They were cheap and easy to repair/rebuild/retrofit.
The older Square D micrologic breakers are bad for working and testing fine, and then totally failing with little advance notice. Unless it is the rating plug (and it never is) there is no repairing them. Since mine are all LSIG types they are very costly, and it some cases Square D has nothing that will fit the bus bars in your gear.
A lot of folks will cringe when they see the FPE name. Keep in mind I'm talking 3 phase 600 volt class stuff.....but for me it was very solid and well engineered switch gear. The only problem area is they tended to fail megger tests from phase to phase. Never caused any problems in actual use though. Occasionally I'd have to replace a shunt trip coil when a breaker didn't trip on ground fault. The only breakers of theirs I had problems with with motor operated ones on my generator PSG.
The old GE switch gear was built like a tank but unfriendly to work on live. Spacers between bus bars and breakers, lot of back wired stuff you couldn't get to, special purpose relays that were hard to source, things like that (it was also a generator board). A have never had a GE TRI-Break breaker go bad. The mains were rack out Westinghouse and occasionally I'd have replace outboard solid state trip unit.
The old Bulldogs still work but the Trumbulls scare me. The new Eaton stuff hasn't caused any problems yet, but the boards look really cheaply made. Thin gauge metal, stripped screws, badly rusting. You just know it isn't going to last.
As far as weak breakers....yes I think it happens given enough time. A common situation for me will be something like a condenser water pump has been running (more or less) 24/7/365 for 15 years. All of a sudden the breaker at the pump trips half a dozen times in a week. Breaker in the MCC never trips, Overload relay never trips. Motor megs fine and all connections are good. Put a new Square D 3 pole/480 VAC 60 amp breaker in and I'm good to go. And yes, it does seem to be mostly Square D but then I have a lot more of them.