I had a few friends that did this commute pre-covid, certainly doable. Its rather infamous that the early morning flights from Seattle/Portland to the Bay Area were nicknamed the Silicon Valley Express as more than half the flight is usually full of commuters.

The biggest difference between Monday vs Tuesday/Wednesday is the ticket cost, and potential for a flight that is not as full.

In regards to transportation to/from the airport, you may want to consider the monthly passport parking option if you can't arrange rides to/from the airport. While $425/month is steep, the ability to walk to the terminal and not need to ride a shuttle is huge time saver. Of course, at your current commute schedule you may not even need the monthly parking option as the weekly costs (assuming you're only parking 2 full days) is $68/week. But given that you are on flyertalk, its assumed you may travel more and can certainly get value out of the monthly rate .