[@TJByrum] Just had an idea, sorry if I'm overstepping on your ideas etc, but regarding the skills/missions.

Why if instead of looking up at our character's skills and then making sure we've got oportunities to use them, every mission you take all the skills of our characters, split them up in groups (say 2/3), assign a number to them and use a number generator/dice roll. That way, there will be missions where 1 character is more useless than another but then the next mission comes and suddenly that character is super useful. That way, some missions will be easy due to the RNG Gods being nice while others will be harder for our crew.