Persistent, Niggling Questions

[Nate the Great]

PNQ: If you could take any five side characters from TOS or TNG and promote them to regulars in other (imaginary) spinoffs like O'Brien, which ones?

Note One: No DS9 because all of the characters got the exposure they needed, there really weren't any who were so shortchanged that there were tons of unexplored possible storylines.
Note Two: No VOY because there really aren't any such candidates. Half of the main characters were shortchanged, so what's left? Samantha Wildman, Carey, and Hogan?
Note Three: No ENT because I don't know enough about the subtleties of the characters as written to speculate. The only one that even vaguely springs to mind is that MACO that had tension with Trip, who I had to look up-->Amanda Cole.

My list:
1. Ro Laren: Even putting aside the Kira role drama, she had the backstory and personality to carry a show week to week. Especially if you built in a long-term romantic subplot (and I mean way longer than Torres and Paris) and a position where she had to be a leader and teacher. While Security Chief seems like an obvious position, Command would be a bigger challenge. Could you mold her to be a good first officer?
2. Kevin Riley: His conduct under polywater intoxication shouldn't be held against him. Certainly he couldn't be the captain, but he could provide a new spin on a Tom Paris-like character, as Security Chief or something.
3. Peter Kirk: What would life be like as the nephew of a living legend? What if he chose to avoid Starfleet, joining a crew as a civilian advisor?
4. James Moriarty: Now that Voyager has returned and the specs for the mobile emitter are available, he and the Countess Regina can be retrieved from their holocube. What if there was a newly-encountered species that was much like Victorian Europe, where a specialist would be necessary to understand them? How would he interact with the Ferengi?
5. Sela: A series based around a joint Romulan/Federation mission in deep space. Perhaps there's a newly-discovered area in Romulan space that only a Federation starship can reach, and Sela believes that she can manipulate said starship into finding new resources and subjects for the Empire. She comes into conflict with the Starfleet crew who seek friendship with new species.