I check the pressurization system periodically during both climb & descent. I also check during cruise, but less often. Just the way I was taught I guess, but I trust nothing, particularly stuff that can kill me.
Passing FL300 on descent one day in a B737-800, I checked the system & saw that the cabin was climbing at around 900fpm. There was no indication of the fault, even with recall. No auto changeover, nothing. If I hadn't checked it, the first thing we would have known about it was when the cabin altitude warning went off.
There is far too much reliance on the system to tell us when things misbehave. I prefer to know about a developing problem rather than wait until it becomes a major issue.