Assuming significant other does not mean married, I'd definitely have him use his benefits. Companions (even designated friends) are charged, albeit at a discount compared to a normal ticket. Additionally, the parents will have better seniority than you, and dependents of workers tend to have better priority than companions. You might also have an age maximum on that one, though.

I'm not 100% sure how Skywest (United, I assume, otherwise Delta?) works, but the general rules of seniority and type of nonrev are pretty standard. You might be able to choose your seats at check-in (depending on loads) or talk to the gate agents (just don't bug 'em too much, especially if they're busy)

By the way, I might have to ask you benefits questions once you get in (I'm trying to get a job as a cross-utilized agent at EAU; stop by and say hi if you ever go through)