Thanks for the help everyone. I can confirm that the upgrade confirmed instantly on all three legs. I had checked expert flyer and all flights had C availability. I think it helps that the comp upgrades are only starting now, since my flight is this weekend so there is still plenty of space.
I managed to get a cheap q fare about 8 weeks ago so my flight was only $350 RT, and I paid for the base fare with a voucher I got from being bumped off a work travel flight. The $75 copay + 13.5k miles (after 10% rebate) is not bad for my total out of pocket airfare costs.
I think its worth the miles for almost 8 hrs in J rather than in Y. And a good way to start a vegas vacation, lol.
I only upgraded my outbound flights as I have a redeye home and I'll take my chances with sticker upgrades clearing.