My own startup has been mostly outside of America, but we get enough brushes with Silicon Valley culture -- or, worse, wannabe Silicon Valley culture -- to make the show really resonate.
Even closer to home, for me personally, is the Australian comedy "Utopia" (or "Dreamland", depending on the market). It's about a municipal urban development corporation, which is basically my startup's customer group. One episode features a sendup of what my own startup does (online collaborative infrastructure planning and stakeholder engagement) -- or, more to the point, what some of our would-be customers want it to do. You can tell that the writers know what they're talking about. Damn near killed me to watch it. Highly, highly recommended!