A bit complicated for Janica, but if it works this could be a solution for regulars *). One has to take into account what a Y ticket costs at time of waitlist clearance. At T-58 of course lowest fare buckets are long gone, but still upgrades are the better value compared to award.

*) I think Aster is looking to burn as many of his points as possible and might not need the influx of new points from a Y ticket