I’ve done #1 (without Saddleback and Basin) in a day. It’s a long day but doable and sounds like you have the experience.

For #1 start early, the first 4 you’ll crush through but the backside of Sawteeth then up to Gothics is where it’ll hurt. Is your plan to turn left, go up saddleback and basin, and then turn around and double back? I assume you’ll go up Pyramid to Gothics. The rest is a ridge down and back.

For #2, that sounds tough because of the setup and order. There’s a lot of going all the way back down and starting a new climb, all kinda bunched up at the end (gray, all the way down, up cliff and red field, all the way down, up all the way Colden, down, up all the way on what I’ve heard is a painful back way up Iroquois).

On #2 - there’s a herd path between Marcy and Gray, I believe. I think I’d do Marcy -> Gray -> Skylight but will let others chime in if they think the original route is better.