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Paul Ollinger

๐Ÿ‘ค Person
423 total appearances

Appearances Over Time

Podcast Appearances

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And at that point in my life, I was like, you know, I had nothing to lose. I was completely naive about how little I knew. And all I know is I wanted to succeed. And so I just started going like, all right, I got real focused about, here's the scoreboard. Here's all the leads I have. Here's all the people I know. Here's who the people can connect me with. And I really started working that network.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And at that point in my life, I was like, you know, I had nothing to lose. I was completely naive about how little I knew. And all I know is I wanted to succeed. And so I just started going like, all right, I got real focused about, here's the scoreboard. Here's all the leads I have. Here's all the people I know. Here's who the people can connect me with. And I really started working that network.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And at that point in my life, I was like, you know, I had nothing to lose. I was completely naive about how little I knew. And all I know is I wanted to succeed. And so I just started going like, all right, I got real focused about, here's the scoreboard. Here's all the leads I have. Here's all the people I know. Here's who the people can connect me with. And I really started working that network.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And I had friends that... I went to business school with who were now in marketing. I would call them. I would call friends of theirs. I would call people who graduated four years before me and say, you don't know me, but I'm doing this thing. I'd love to talk to you. And if you can't tell me, if you can't help me right now, can you point me in the right direction? That kind of thing.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And I had friends that... I went to business school with who were now in marketing. I would call them. I would call friends of theirs. I would call people who graduated four years before me and say, you don't know me, but I'm doing this thing. I'd love to talk to you. And if you can't tell me, if you can't help me right now, can you point me in the right direction? That kind of thing.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And I had friends that... I went to business school with who were now in marketing. I would call them. I would call friends of theirs. I would call people who graduated four years before me and say, you don't know me, but I'm doing this thing. I'd love to talk to you. And if you can't tell me, if you can't help me right now, can you point me in the right direction? That kind of thing.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

I just really started prospecting much harder than I had. And the thing is, man, like It's it's, it was easier to do then than it is now when I'm selling like my own thing. right? I really believed in my product. I really liked what we were doing.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

I just really started prospecting much harder than I had. And the thing is, man, like It's it's, it was easier to do then than it is now when I'm selling like my own thing. right? I really believed in my product. I really liked what we were doing.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

I just really started prospecting much harder than I had. And the thing is, man, like It's it's, it was easier to do then than it is now when I'm selling like my own thing. right? I really believed in my product. I really liked what we were doing.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

We were on the cusp of the, of, of technology and music in like 1998 99 when things, you know, we were, we were, we were becoming Pandora or Spotify before there was even broadband to the home. And so we had a great idea. We had a great vision. It was just way too early. Now being early is also being wrong. I get it. Um, but

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

We were on the cusp of the, of, of technology and music in like 1998 99 when things, you know, we were, we were, we were becoming Pandora or Spotify before there was even broadband to the home. And so we had a great idea. We had a great vision. It was just way too early. Now being early is also being wrong. I get it. Um, but

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

We were on the cusp of the, of, of technology and music in like 1998 99 when things, you know, we were, we were, we were becoming Pandora or Spotify before there was even broadband to the home. And so we had a great idea. We had a great vision. It was just way too early. Now being early is also being wrong. I get it. Um, but

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

I was really passionate about it and I just started proselytizing the gospel of it and people could sense my commitment and my passion. The guy who is the senior vice president of marketing at Tommy Hilfiger called me after I pitched him and he said, I want you to come work for me. And, and I was like, I don't know anything about fashion. He's just, I just, I like your energy. I want you to come.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

I was really passionate about it and I just started proselytizing the gospel of it and people could sense my commitment and my passion. The guy who is the senior vice president of marketing at Tommy Hilfiger called me after I pitched him and he said, I want you to come work for me. And, and I was like, I don't know anything about fashion. He's just, I just, I like your energy. I want you to come.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

I was really passionate about it and I just started proselytizing the gospel of it and people could sense my commitment and my passion. The guy who is the senior vice president of marketing at Tommy Hilfiger called me after I pitched him and he said, I want you to come work for me. And, and I was like, I don't know anything about fashion. He's just, I just, I like your energy. I want you to come.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And I went and I interviewed with Tommy and I just was like, you know what? I, I, you know, and I talked to Tommy Hilfiger in his office about like Keith Richards and, you know, like fashion and Rolling Stones. And it was really, really cool, but I wanted to be a part of that gang. I wanted to be a part of this, this, this gang that I had joined.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And I went and I interviewed with Tommy and I just was like, you know what? I, I, you know, and I talked to Tommy Hilfiger in his office about like Keith Richards and, you know, like fashion and Rolling Stones. And it was really, really cool, but I wanted to be a part of that gang. I wanted to be a part of this, this, this gang that I had joined.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

And I went and I interviewed with Tommy and I just was like, you know what? I, I, you know, and I talked to Tommy Hilfiger in his office about like Keith Richards and, you know, like fashion and Rolling Stones. And it was really, really cool, but I wanted to be a part of that gang. I wanted to be a part of this, this, this gang that I had joined.

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

Um, there's that word again, gang, the, the team I had joined. at launch and I stuck around and I benefited from that. But I don't know, I just started working in a way that most people would find to be irrational. But when you're 28 and you don't have kids and you're single and like, what else are you gonna do?

Escaping the Drift with John Gafford
Paul Ollinger: From Sibling Rivalry to Comedy and Career Success

Um, there's that word again, gang, the, the team I had joined. at launch and I stuck around and I benefited from that. But I don't know, I just started working in a way that most people would find to be irrational. But when you're 28 and you don't have kids and you're single and like, what else are you gonna do?