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#AskGaryVee Episode 143: Unethical Investors Vs. Soft Entrepreneurs

HOMEWORK OF THE DAY: Go check out Medium and Tumblr if you haven’t.
STATEMENT OF THE DAY: How do you like the 12th floor setting?

2:22 – Were you ever reckless with any of your businesses? Flowers, baseball cards, wine, etc…
3:50 – 1st Glenn Beck and now the Kardashians. Are subscription media sites the next celeb frontier? And will you have one?
6:42 – My girlfriend of 4+ years and I just broke up, and I’m feeling depressed as fuck. For the last 4 years, I’ve had someone to talk to about literally everything in my life, and now, that’s gone. I feel empty. I feel a void. I feel blank. Got any advice on how to pick the pieces of my life back up?
10:11 – Is Medium the new Tumblr? What happened to Tumblr anyway?
12:58 – How would you best deal with vulturous unethical investors? Would you put them on blast?


Gary Vaynerchuk builds businesses. Fresh out of college he took his family wine business and grew it from a $3M to a $60M business in just five years. Now he runs VaynerMedia, one of the world’s hottest digital agencies. Along the way he became a prolific angel investor and venture capitalist, investing in companies like Facebook, Twitter, Tumblr, Uber, and Birchbox before eventually co-founding VaynerRSE, a $25M angel fund.

The #AskGaryVee Show is Gary’s way of providing as much value value as possible by taking your questions about social media, entrepreneurship, startups, and family businesses and giving you his answers based on a lifetime of building successful, multi-million dollar companies.

Gary is also a prolific public speaker, delivering keynotes at events like Le Web, and SXSW, which you can watch right here on this channel.

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