Uber hates rules. Laws, regulations, checks, balances—they're all barriers. The company is so accountability-averse that it's suing the city of Columbus, Ohio to keep its driver insurance plan in the dark.

The health insurance sector is what happens when companies no longer try to avoid seeming evil (think Facebook in 10 years). That's why Oscar, a venture-backed health insurance startup, has seemed to appealing—but one Valleywag reader's story is almost enough to make you miss Aetna.