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The Hustler

July 20, 2012 by Ben Yoskovitz

You spend enough time with enough startups and you genuinely come to appreciate the importance of The Hustler.

The Hustler plays a few levels above where he* should, but gets away with it because of sheer willpower, ego and perceptivity. Tweet

The Hustler learns the rules quickly — breaks those he needs to — and dances around those he shouldn’t. Tweet

The Hustler is focused on big vision, but marries that with strategy, telling a compelling and actionable story at all times. Tweet

The Hustler also gets into the nitty-gritty. He’s not just there to wave his arms around and mesmerize people with a vision — he gets things done. Tweet

The Hustler does not network for the sake of networking. The Hustler does not attend conferences to hang out, or pitch his startup every which way. The Hustler isn’t in stealth, he’s just smart about the use of his time. Tweet

The Hustler goes into every meeting knowing exactly what he wants out of it. Tweet

The Hustler is insanely focused. I’m talking crazy, crazy, crazy focused. If you meet someone that seems like a real Hustler but is unfocused, be careful … you’re most likely talking to a Schmoozer — someone who walks and talks like a Hustler but never gets anything substantial accomplished. Beware of bullshit artists. Tweet

The Hustler isn’t a loudmouth. Tweet

The Hustler surrounds himself with talented, complementary people. He knows what he’s not good at and makes sure to bring on the best. Tweet

The Hustler leads by example. Tweet

The Hustler is decisive. He surrounds himself with great advisors, gathers input, but makes the final decisions. And the Hustler does so quickly. Tweet

The Hustler is bold almost beyond reason, not because he’s insane or delusional, but because he knows that’s what it takes. (OK … he’s a touch delusional too!) The Hustler is confident but not an egomaniac; it’s a fine line that The Hustler walks. Tweet

Startups need to be run by a Hustler. The Hustler can’t survive on his own, but I’m not sure a startup without a Hustler is worth pursuing at all.

* I’ve written “he” throughout this post, but it can just as easily be “she”

Filed Under: Startups

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Ben Yoskovitz

Founding Partner at Highline Beta, a hybrid venture studio and VC firm that works with large, ambitious companies to identify new areas of opportunity through internal and external innovation.

Previously I was VP Product at VarageSale and GoInstant (acq. $CRM), and Founding Partner at Year One Labs.

Angel investments include: Breather, Spoiler Alert, SendWithUs and others.

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