Superhero Secrets: Gary Vaynerchuk, Pioneer Investor and Social Media Guru

Never heard of Gary Vaynerchuk? You’ve definitely heard of the companies he’s invested in – think Twitter and Birchbox. Gary uses this investment expertise as a general partner at Vayner/RSE, where he invests in early-stage startups.

But that’s not all this real-life superhero does. Gary is the CEO of Vayner Media, a digital and social agency that helps Fortune 500 companies build their brand. But he made a name for himself in alcohol, running the $60 million business Wine Library. There, he sold wine online and rated his favorites on WineLibraryTV.

How has Gary been so successful? By taking risks.

“I’ve made plenty of mistakes,” Gary admits in the above video, pointing out his failure to invest in Uber’s angel round. “But when you’re an entrepreneur, you’re taking a risk every day. They’re either moving you forward or moving you backwards, and for me net net, I’ve had a successful business career already.”

But not all qualities guarantee success in all areas of your life.

“I’m very bad at looking at my losses,” Gary says. “I’m really good at screaming about my wins. As an entrepreneur, it’s very attractive. As a normal human being, it’s a little bit too much, and a little too much bravado and ego. And maybe lacks the humility that I think makes it palpable. But I think as an entrepreneur, it’s the only way.”

The bottom line? What makes you a great businessman doesn’t necessarily make you a real-life superhero. You must find that balance.

Want more life advice from Gary? Watch the above video to learn more about his business successes and failures, then check back Monday for Part 2!

Want more? Find Gary on Facebook, Twitter and his website. Then, let us know what you thought in the comments, on Facebook or by tweeting us @SuperheroYou!

Interviewed by Jessica Lipman

Written by Sasha Graffagna

Never heard of Gary Vaynerchuk? You’ve definitely heard of the companies he’s invested in – think Twitter and Birchbox. Gary uses this investment expertise as a general partner at Vayner/RSE, where he invests in early-stage startups.

But that’s not all this real-life superhero does. Gary is the CEO of Vayner Media, a digital and social agency that helps Fortune 500 companies build their brand. But he made a name for himself in alcohol, running the $60 million business Wine Library. There, he sold wine online and rated his favorites on WineLibraryTV.

How has Gary been so successful? By taking risks.

“I’ve made plenty of mistakes,” Gary admits in the above video, pointing out his failure to invest in Uber’s angel round. “But when you’re an entrepreneur, you’re taking a risk every day. They’re either moving you forward or moving you backwards, and for me net net, I’ve had a successful business career already.”

But not all qualities guarantee success in all areas of your life.

“I’m very bad at looking at my losses,” Gary says. “I’m really good at screaming about my wins. As an entrepreneur, it’s very attractive. As a normal human being, it’s a little bit too much, and a little too much bravado and ego. And maybe lacks the humility that I think makes it palpable. But I think as an entrepreneur, it’s the only way.”

The bottom line? What makes you a great businessman doesn’t necessarily make you a real-life superhero. You must find that balance.

Want more life advice from Gary? Watch the above video to learn more about his business successes and failures, then check back Monday for Part 2!

Want more? Find Gary on Facebook, Twitter and his website. Then, let us know what you thought in the comments, on Facebook or by tweeting us @SuperheroYou!

Interviewed by Jessica Lipman

Written by Sasha Graffagna

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