Uber drivers in hilly cities like San Francisco never, ever think to avoid climbing right up and down the steepest hills - the algorithms don't tell them not to, there's no traffic and it's not a low speed limit, it just sucks for other reasons.
I had a driver last week who had never heard of Valencia St, and then misunderstood the GPS voice and accidently got on the freeway, getting us stuck in cross-bay traffic for 20 minutes just trying to get to the next exit. Of course I rated that ride 5 stars, because I'm not actually a psychopath ( http://www.forbes.com/sites/jeffbercovici/2014/08/14/what-ar... )
It's going to be a long, long time before we put anything approaching the depth of information that years of experience brings into our algorithmic routing systems. And startups are structurally disincentivized from trying to, anyway.