https://jazzdagama.com/wp-content/uploads/2017/10/Che-Guevara-with-a-cigar.jpg
This is the character I'm most sceptical about, seems like such a blatant cliché. I hope they do something surprising with him.
It's funny to me some superficially try and dismiss this character as another derivative Han Solo, Logan, or Mal Reynolds, cigar chomping "lone smuggler" cliche, yet in doing so they kind of reveal their own superficial and tiny frame of reference.
A greater template for this character type, can be somewhat seen in Hemingway's Cuba era Have and Have not smuggler character (played by Bogie) : Harry Morgan; fishing boat captain, once honest working-man forced into the black-market and running contraband, and based on his real life friend
Gregorio Fuentes, who with Hemingway used his own ship
La Pilar, in smuggling at times arms and liqueur, "unofficially" officially patrolling against Natzi U-Boats through the Caribbean.
Character type which predates (and somewhat influenced) all those derivatives they list.
(as well as for better or worse obvious visual parallels to Che Guevara.)
My guess Chabon in developing and Cabreras are likely more channeling this larger character type (his ship, motives, pathos), as visual source, and character analogue, for the consequently familiar Rios.
Or if you really want to go back to an original misfit crew and Odyssey , the template is easily those who encountered and tangled with La Sirena (The Sirens) of myth.
As depicted (symbolically) tied to his own mast -
https://www.trekbbs.com/threads/la-sirena.302506/
I like his line in the new "meet the characters" video:
Rios [to Picard
-OK Admiral, hire me, or find another pilot, ...do not try and get inside my head"
I think this is where the most tension in Picard's new misfit (not comfortable and familiar Starfleet) crew will be.
Rios will be the hardest to like (but whose allegiance could be most satisfying for it) , and Picard is going to need to break him down.