The only disadvantage of 580->880->101 is that you can end up with much more traffic. Also depending upon the time of year you want to make sure the Raiders aren't playing; if the game ends before you get to Oakland, you can easily spend an extra 90 minutes in traffic.
Like anything in the Bay Area, timing is everything.
The Green Machine -- 2000 Mountain High Coachworks Summit (Spartan chassis / Cummins ISC)
...and F-Troop: Fearghus, Fiona, and Frankie (Cairn Terriers)