I definitely believe that you should be able to queue as multiple eligible jobs for different things. It would make things simpler, at least for me.

The only issue I see is how the DF knows which gear you want to use when you're not in the job that you're queued in as, which can be a problem.

The only solution I can see is if a gear set can be marked as a "Designated Gear Set" for a certain Class/Job when queuing up for duties. That way, if I want to run, say... Halatali HM with my WAR, I have a designated gear set for my WAR. If I want to run Wolves Den as a MRD, I have a Designated Gear Set for my MRD. If I want to level my Bard, I can have a designated gear set for my Bard.