If I had been woken up in the middle of the night or had a vacation interrupted on account of this, I would not be entertaining warm and grateful thoughts toward whoever thought it was a good idea.
This is something that should be caught before it gets to that point SPECIFICALLY so you aren't getting woken up in the middle of the night.
Your infrastructure probably is crap, as very few people get to build it themselves from scratch. That does not mean one should cheerfully accept additional unnecessary or pedantic complications.
It would also be prudent to investigate each and every change to any of the software you use, in order to anticipate problems, but unnecessary and pedantic changes increase the burden there, as well.
Should we do better? Absolutely! Will this burn people if vendors don’t take care? Also absolutely!
Your script ostensibly handles (at least logs) errors and warnings right? Do you exhaustively handle every single error and warning in a unique and different way or do you have a catchall "If non-0 return code then fail"? How does introducing new output to stderr affect that?