I did this from May 2019 to March 2020 and it was surprisingly pleasant for the most part. I probably did 70% on Alaska and 20% on Delta and 10% on JetSuiteX.

I actually think the SEA-SJC flight part of the equation will be easiest. The transportation and hotel part can/will become a headache. I'm already seeing the Silicon Valley hotels creep back towards laughably absurd pre pandemic rates for average/crappy hotels near any of the main tech campuses.

Depending on if you're going to Cupertino, Sunnyvale, Mt View, etc the trip from SJC could be surprisingly painful. Presumably easiest to Uber from SJC to Corp shuttle stop to office. From landing at SJC to getting to office could easily take 45-90minutes depending on where you're headed. God forbid it so much as drizzles or there's an accident on the highways.

Not trying to be Doomsday Debbie, just realistic. I was able to make it work because I had a place in Sunnyvale as well. And I had the flexibility to fly in/out on off peak days/hours. I intentionally avoided doing it on Mondays and Fridays for reasons referenced above in another post.