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Subject Expert
What does “less prestigious” mean? Small prestige difference but within the same tier, or dramatically different (like V5 vs V50)? If the former, I’m going with the people, if the latter, I’d deal with a little boring until I’m ready to dip out.
Mentor
I’m going to say go with the smaller team of super boring personalities—was faced with the decision you have several years ago and the nice personalities turned ugly when the work dried up (nice personalities apparently couldn’t bring in business).
IMO I don’t need to be best friends with my work colleagues, boring + respectful with a healthy practice and work flow is completely fine and will allow you to make your move in-house when the right opportunity comes along.
Depends on practice group. 99% of in house work roles is completely unrelated to biglaw practices, and those hiring managers will not care let alone know your firm (other than that it's an AmLaw 100, at best)
Whichever firm has the best exit options into an in-house role. LinkedIn is a good resource for this. As someone else said, the in-house decision-maker isn't likely to know how each group is ranked within each firm, as long as the firm itself is somewhat reputable.