pretty self explanatory. it's not that they're necessarily an awkward person (that's sort of just a given for a lot of BG posters) but more about the job itself clashing with someone's character.
For example:
I work with rl lolis all day, so if Seno was my coworker, that'd be fucking awkward. fhqwads would be awkward as well but for different reasons.
Kohan writes for a living and isn't terrible at it, so if Elphaba was her coworker, that'd be awkward.
etc
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