So many of the characters in all of Trek would be very interesting if thrown in a room together. That being said, I've chucked all deaths and lifespans and timelines out the window.
Kira and Tasha Yar come to mind. Both faced traumatic childhoods and brought themselves up from the ashes. They'd be an interesting force.
Bones and the EMH would be hilarious, especially if the latter started dropping his "I'm a doctor, not a [insert occupation here]" lines. Both captains would be so done.
Data and Seven. It'd be a very structured, planned meeting with them comparing notes on what it means to be human. Both have struggled with finding/discovering their humanity.
Kira and Tasha Yar come to mind. Both faced traumatic childhoods and brought themselves up from the ashes. They'd be an interesting force.
Bones and the EMH would be hilarious, especially if the latter started dropping his "I'm a doctor, not a [insert occupation here]" lines. Both captains would be so done.
Data and Seven. It'd be a very structured, planned meeting with them comparing notes on what it means to be human. Both have struggled with finding/discovering their humanity.