The most recent awkward crew was when I was with my brother. We were doing DMP runs and ended up taking someone along with us.
They didn't talk, didn't say anything, even when my brother and I started talking.
When I asked if we wanted to do another run, it took three or more questions before they responded. And when they did, it was an "I don't care".
...okay, so it was more weird than awkward but still DX
And then there was this other time.
This one chick complained about her "100 orbs were gathering dust".
And that she had a friend on the Dev Team who would let her in a secret area.
And that said friend was in middle school. rolleyes
So far, the awkward crew moments I tend to recall are the times when my crew inspection finds that more than half the members have 4+ atk rings and less than half the crew have any buffs... Since I can only carry 2 buffs to keep my rings in balance, I get anxious when only divinity, coyote spirit, and any 1 defense buff was placed, for I can easily tell a potential crew bloodbath with buffs like these...