I'm a huge fan of Sam's blog posts and he is President of YCombinator for a reason, but I'm struggling to understand what Sam think that his personal data point (as a wealthy owner of a Tesla Roadster no less) says about the viability of Uber replacing a family vehicle for normal people. Does he not realize that plenty of people love to drive?
Based on anecdotal evidence, I've found that almost none of my non-wealthy family and friends like driving. They all drive fairly average cars (Honda Civic, old minivan, etc) on fairly average commutes between home/work/school/etc.
For them, driving is just a means to an end. If there was something better that was cheaper and fulfilled their needs, I think they'd sell their cars in a heartbeat.
That being said, I do love driving, and you're gonna have to pry my car from my cold dead hands :).
On the other hand, quite often, if you live in the Bay Area or LA, it's also a complete disaster to drive... I also like to drive, but not in stop and go traffic on a freeway...