You can get satellite images from Caltopo. What I do is open a map with the topo, then open another tab with the satellite view. Then I click back and forth:
https://caltopo.com/map.html#ll=33.77,-116.68&z=13
https://caltopo.com/map.html#ll=33.77,-116.68&z=13&b=sentinel_tc-0
If you don't have a membership, it will limit how many times/views you can do per day from a given IP address.
You get the most reliable impression re snow by looking at open areas like meadows; it's common to have forested areas that look green from the sky, but are actually snow-covered on the ground.
The Skyline trail was closed recently. I don't know if that's still the case.
It looks to me like you're just going to have hassles at the end of your day with postholing and slipping in slushy snow. Microspikes don't help much in those conditions.
Fall C2C is a lot easier to plan than spring.