Yeah, that would be a problem...my wife has very low tolerance for any automations that don't work just as she wants them to, every time, no matter what.
In our case, we've fallen back to Lutron Pico remotes for a lot of things, which allow her more control over what happens when. We have them literally in every room of the house, and in some cases multiple Picos (she has three at her desk in the office to control lighting, the ceiling fan, and the blinds!) That would drive me mad, but she loves it.
So maybe see if she would be happier w/some "manual automations" where a button on a Pico or other button device can make the magic happen in a way that is under her control and not happening out of sync w/work schedules.
You may be already doing this, but you could also use hub variables related to presence, and/or virtual and real switches/buttons to adjust your automations to match up w/your changing schedule. Risk of that of course is you forget to hit the "I'm at work" button, or your presence automations don't work consistently.
Oh! Forgot - there is a community GCal integration that you could leverage to automatically adjust your automations, if you have your work schedule in Google Calendar...that could be a useful rabbit hole for you to go down.
I feel your WAF pain... 
