Seth,
No, it doesn't make sense, at least with respect to the international frequent flyer and all those who have experienced premium award travel on other airlines. You are experiencing the bane of the "best frequent flyer program"--by the way, CO supposedly has the "best" website as well

.
Only CO thinks it makes sense. The OnePathetic mindset.
I wish you well. Keep trying. I wish I knew, and you knew, IF the seats will open up. It could be beneficial to jokey to a different flight right before the window for upgrades closes, even though you might have to pay for a change to avoid further frustration. As a platinum, I had to do this.
JL2