Things I Wished I Asked Gary Vaynerchuk

 
the-thinker

Note: The first installment mentioned below is now live. Gary Vaynerchuk and the Escalator Question.

Part 2 is now live: Gary Vaynerchuk Knows Himself Well

Part 3 is now live: Is Gary Vaynerchuk a Risk Taker?

Starting tomorrow (Monday April 1, 2013) I’m going to break down my interview with Gary Vaynerchuk into bite sized portions, talking about what I agree with, disagree with, and how my thinking has changed. But today I’m going to look back and lament the fact that I didn’t have an hour with Gary, that I wasn’t fast enough on my feet to ask him these questions.

What does it take to change your mind?

Gary is, as he stated in my interview, self-aware. He is also a very confident person, so what does it take for him to change his mind? I change my mind a lot but I’m guided by core values that bring me back to my true self.

How do you deal with doubt?

I asked about failure and it was the only time in the interview that I felt he was annoyed by me, by my questions. Failure is not something that Gary Vaynerchuk ruminates about and yet we all experience it and we all experience doubt. How does someone I revere, someone who has been so successful, handle doubt?

I asked Gary what he hoped people who listen to my interview, and the other interviews he does, will get out of them and he said that wasn’t something he thought about. But why does he write the books, why does he make the motivational videos, why does he talk about success, winning, and entrepreneurship, if not to get people to be more proactive and successful?

What is your response to these questions and what do you think Gary’s would be? Ask him on Twitter or Facebook and let’s see if he answers. I think he will.


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