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Gary Vee

๐Ÿ‘ค Speaker
See mentions of this person in podcasts
787 total appearances

Appearances Over Time

Podcast Appearances

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I believe you, and I'm saying that to everybody who's listening. I was as happy as I am right now in the basement of my dad's liquor store packing boxes. You truly were. I'm gonna really fuck with you right now. You ready for this? Ready. Happier. I love the process and I love when nobody knows who I am and when I'm underestimated. I love it. I love it. I have a chip on my shoulder.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I believe you, and I'm saying that to everybody who's listening. I was as happy as I am right now in the basement of my dad's liquor store packing boxes. You truly were. I'm gonna really fuck with you right now. You ready for this? Ready. Happier. I love the process and I love when nobody knows who I am and when I'm underestimated. I love it. I love it. I have a chip on my shoulder.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm an underdog. I like being underestimated. The thing that is most difficult in my life right now is that I'm overestimated now. That's interesting. Uh-huh. Now I've crossed the chasm where I could say anything to a certain group of people and they're going to think I could pull it off. Empathy wines may fail. We have a lot of headaches. That's going to be shocking to everybody.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm an underdog. I like being underestimated. The thing that is most difficult in my life right now is that I'm overestimated now. That's interesting. Uh-huh. Now I've crossed the chasm where I could say anything to a certain group of people and they're going to think I could pull it off. Empathy wines may fail. We have a lot of headaches. That's going to be shocking to everybody.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm an underdog. I like being underestimated. The thing that is most difficult in my life right now is that I'm overestimated now. That's interesting. Uh-huh. Now I've crossed the chasm where I could say anything to a certain group of people and they're going to think I could pull it off. Empathy wines may fail. We have a lot of headaches. That's going to be shocking to everybody.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I weirdly want it to happen. Trouty does not. Trouty doesn't because and he shouldn't because this is his first big at bat. He's disproportionately tied into it. I'm not. I don't want the loss. I don't want the scarlet letter. But boy, one of the great ways for people to understand the true me is for me to have a loss in a wine business of all things. I don't know. I don't know what to tell you.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I weirdly want it to happen. Trouty does not. Trouty doesn't because and he shouldn't because this is his first big at bat. He's disproportionately tied into it. I'm not. I don't want the loss. I don't want the scarlet letter. But boy, one of the great ways for people to understand the true me is for me to have a loss in a wine business of all things. I don't know. I don't know what to tell you.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I weirdly want it to happen. Trouty does not. Trouty doesn't because and he shouldn't because this is his first big at bat. He's disproportionately tied into it. I'm not. I don't want the loss. I don't want the scarlet letter. But boy, one of the great ways for people to understand the true me is for me to have a loss in a wine business of all things. I don't know. I don't know what to tell you.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm not scared of that loss.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm not scared of that loss.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm not scared of that loss.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

Purebred entrepreneurship. This is some, you really hit me in my heart, because you articulated it so well from the other perspective. This is why I hate so many people going into entrepreneur, my friends, I couldn't agree more with you need to go chase your passion, all those things that we just talked about. This is what led me to self-awareness.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

Purebred entrepreneurship. This is some, you really hit me in my heart, because you articulated it so well from the other perspective. This is why I hate so many people going into entrepreneur, my friends, I couldn't agree more with you need to go chase your passion, all those things that we just talked about. This is what led me to self-awareness.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

Purebred entrepreneurship. This is some, you really hit me in my heart, because you articulated it so well from the other perspective. This is why I hate so many people going into entrepreneur, my friends, I couldn't agree more with you need to go chase your passion, all those things that we just talked about. This is what led me to self-awareness.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

Please make sure you're hearing both of us very clearly. You chasing your passion doesn't mean you can't be a number four. Your passion, your happiest place might be the number four for a leader that you blindly believe in for the next 63 years.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

Please make sure you're hearing both of us very clearly. You chasing your passion doesn't mean you can't be a number four. Your passion, your happiest place might be the number four for a leader that you blindly believe in for the next 63 years.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

Please make sure you're hearing both of us very clearly. You chasing your passion doesn't mean you can't be a number four. Your passion, your happiest place might be the number four for a leader that you blindly believe in for the next 63 years.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm not sure D-Rock's ever gonna leave now, whereas two years ago, and two of his teammates who are in the trenches with him were like, hmm, that might be true. They both just shook their head, because I think that might play out, and it may not, and tomorrow he could walk in, that's fine, but where I'm going with that is self-awareness. You're right, I love the dark. I started when I was nine.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm not sure D-Rock's ever gonna leave now, whereas two years ago, and two of his teammates who are in the trenches with him were like, hmm, that might be true. They both just shook their head, because I think that might play out, and it may not, and tomorrow he could walk in, that's fine, but where I'm going with that is self-awareness. You're right, I love the dark. I started when I was nine.

Creating Confidence with Heather Monahan
The Secret to Feeling Confident Walking Into Any Room with Gary Vee

I'm not sure D-Rock's ever gonna leave now, whereas two years ago, and two of his teammates who are in the trenches with him were like, hmm, that might be true. They both just shook their head, because I think that might play out, and it may not, and tomorrow he could walk in, that's fine, but where I'm going with that is self-awareness. You're right, I love the dark. I started when I was nine.