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Inside Oscar, the politically connected startup trying to make Obamacare work

This segment originally aired Dec. 19, 2016, on VICE News Tonight on HBO.

American healthcare is great for chief executives of established healthcare companies and hopelessly expensive and frustrating for nearly everyone else. Obamacare was supposed to begin to change that, with more competition and a focus on innovation. But it hasn’t yet.

Ravi Somaiya met with the CEO of Oscar — a politically connected healthcare startup — to see how hard it is to shake up America’s most complex marketplace.