There’s a grim, apologetic vibe to these messages — I’m sorry I’m taking time for myself but I’ll try to check in on occasion! They’re a vivid reflection of a work culture that valorizes constant productivity and the near-total overlap of work and life. But they’re also do a terrible job of what they’re intended to do, e.g., set realistic expectations for both sender and recipient. A vague OOO message traps both parties in an uncomfortable liminal space where both productivity and rest go to die. The original sender is left unsure if they’ll be getting a timely response or a whether the email will go ignored for a time or forever. The original recipient has taken what is a rock solid excuse (time off) and cheapened it, offering a backdoor for email guilt to creep in.
I’m with you, honestly! When the end was “she’s So great” and not “she’s so [sime negative adjective]” I was actually surprised. I thought it was annoying and condescending and all around extra. But I guess I see why some people (including the ooo boss) would think it’s funny.

The season of good cheer is upon us and you can feel the anticipation in the air. Most of us will be taking at least some vacation, and we all want to get the most out of our time away. So before you re-post your standard out-of-office reply, stop and ask yourself: will the way you’ve written the message really help you do just that?
Those of us who are back in the office haven’t bothered plugging most of the phones back in. We aren’t in roles where we get phone calls, those people are still mostly WFH. There is one persistant caller who does not seem to comprehend ‘X is working from home – please email them’, but that’s the only call we ever get.