Biggest problem: personal cars are built for safe freeway travel at 60-80mph. So they're heavy as hell (often 4000+ lbs), and physically large.
But incredibly wasteful in the city, on 0-35mph urban roads clogged with bikes and peds.
Low speed/neighborhood electric vehicles might point the way.
Where are you seeing all this "free" on-street parking? Out in the Sunset, maybe, but nowhere remotely commercial. Meters are creeping all the way to Dogpatch.
Congestion pricing still on the table, the problem is that San Mateo county wants a cut since they are not as landlocked as SF and would lose out on 101/280 drivers hitting local roads.