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When talking to Bartender about work you can get 2 missions (as far as I know, though I usually completely ignore his missions):

Bartenders tells you about a guy that wants to go somewhere and dialogue closes, and unless your fighters are blocking his way, passenger appears and new dialogue opens. He says  where he wants to go, and how fast he must be there (normally there's more than enough time to reach that location and make a trip back). Get him there, go to tavern and collect reward.

Same thing as previous, but you'll get another ship in your squadron. Don't let it sink. When you reach the destination, captain will meet you right after you moor (at least I think so, could be the tavern). Talk to him, collect a reward.