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Re:Ask HN: Is Silicon Valley Becoming an Insiders Club? by DoodleBuggy on Friday December 30, 2016 @03:46PM (#13287295)
Connections can always make a difference, but are not everything. Here are a few thoughts on your scenario:

>>> The things I think are hurting me are that I'm not great at whiteboarding

I don't know about that. I have a friend who stopped an interview when asked to whiteboard and instead referred the panel to review github together, they ended up hiring him.

>>> it's hard to summarize the scope and impact of what I've done as CTO growing a team from 2 to 16 engineers

That is more likely to be the issue. Find a way to explain your value, what you did, and what you can do.

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