I have a question I have started asking at the beginning of any interview. "Does this organization use MS Office, and specifically Teams and Outlook for collaboration, or something else?"
If the answer isn't something else, I tell them I am no longer interested in the job and decline to continue the interview further.
This has absolutely flummoxed and irritated more than a few people, but this is my line for my own sanity. I'd rather push a broom than use Outlook and Teams again. I realize that this is limiting my career choices quite a bit. But in a world where we are always telling each other to look out for our own mental health, this is something I need in order to stay sane. I can't spend any amount of time arguing with bad software when I'd rather be getting shit done and not fall completely off my rocker.
So, I'm adding a second question now. "What is the organization's position on AI and its use for work?"
I think you can guess what kind of answers will make me walk away.