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Harley Finkelstein

👤 Person
446 total appearances

Appearances Over Time

Podcast Appearances

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

So as you said, as a kid, I was always entrepreneurial. I always had, I guess what would now be called side hustles. When I was 13 years old, I started a little DJ company. I was always tinkering and toying with little businesses when I was a kid. But it was only when I was 17, I moved from South Florida, where I was living, to Canada to go to McGill University.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

So as you said, as a kid, I was always entrepreneurial. I always had, I guess what would now be called side hustles. When I was 13 years old, I started a little DJ company. I was always tinkering and toying with little businesses when I was a kid. But it was only when I was 17, I moved from South Florida, where I was living, to Canada to go to McGill University.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And within about a month into school or so, my parents got into some real financial hardship. My dad was no longer around. He got into some trouble, and I didn't really know what to do. I felt this wave of angst, this wave of uncertainty come over me. I have too much younger sisters that were living down back in Florida with my mom. And things were about as dark as they could have gotten.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And within about a month into school or so, my parents got into some real financial hardship. My dad was no longer around. He got into some trouble, and I didn't really know what to do. I felt this wave of angst, this wave of uncertainty come over me. I have too much younger sisters that were living down back in Florida with my mom. And things were about as dark as they could have gotten.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And I decided at that point that in a similar vein to when I was younger and I wanted to be a DJ and nobody would hire me, I started my own DJ company and hired myself. I once again used entrepreneurship when I was 17 to solve this problem, which was not... passion or interest or novelty like being a DJ, it was desperation. I had to pay my tuition. I had to pay for my rent.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And I decided at that point that in a similar vein to when I was younger and I wanted to be a DJ and nobody would hire me, I started my own DJ company and hired myself. I once again used entrepreneurship when I was 17 to solve this problem, which was not... passion or interest or novelty like being a DJ, it was desperation. I had to pay my tuition. I had to pay for my rent.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

I had to support my mom and younger sisters. And I started a little t-shirt business to make t-shirts for universities in 2001. And changed my life. It changed my life from a financial perspective. It changed my life from a place of responsibility, helping my mom and sisters.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

I had to support my mom and younger sisters. And I started a little t-shirt business to make t-shirts for universities in 2001. And changed my life. It changed my life from a financial perspective. It changed my life from a place of responsibility, helping my mom and sisters.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

But entrepreneurship was then and is today still the tool that I take out most often, most readily when I'm trying to solve a problem. It's not to say everyone does it that way, but in my darkest times, and also, frankly, even my happiest times, maybe we'll talk about, I just wrote a kid's book for my daughters about entrepreneurship.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

But entrepreneurship was then and is today still the tool that I take out most often, most readily when I'm trying to solve a problem. It's not to say everyone does it that way, but in my darkest times, and also, frankly, even my happiest times, maybe we'll talk about, I just wrote a kid's book for my daughters about entrepreneurship.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

I use this tool called entrepreneurship to solve problems, and it has been the most effective tool, the most effective way for me to resolve something that is deeply concerning or deeply of interest throughout my entire life.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

I use this tool called entrepreneurship to solve problems, and it has been the most effective tool, the most effective way for me to resolve something that is deeply concerning or deeply of interest throughout my entire life.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

Actually, I'm going to show you something I've never showed anyone.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

Actually, I'm going to show you something I've never showed anyone.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

This was actually my very first business card. And if you can see it, it says Fresh Vibe Entertainments. The reason I have this is because my mother recently found it and gave it to me. But this business card is dramatic to me. It is incredibly meaningful. Why? Because when I came home, I was 13. I'm Jewish. I went to a lot of bar mitzvahs and bat mitzvahs.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

This was actually my very first business card. And if you can see it, it says Fresh Vibe Entertainments. The reason I have this is because my mother recently found it and gave it to me. But this business card is dramatic to me. It is incredibly meaningful. Why? Because when I came home, I was 13. I'm Jewish. I went to a lot of bar mitzvahs and bat mitzvahs.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And I thought the DJs were just so cool. They were so interesting. They would take a party that was sitting down kind of lame and quiet, eating their dinner. A minute later, they were doing the conga line. I thought that was just so interesting. And so I applied to a bunch of DJ companies and nobody would hire me. One, because I didn't know how to DJ.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And I thought the DJs were just so cool. They were so interesting. They would take a party that was sitting down kind of lame and quiet, eating their dinner. A minute later, they were doing the conga line. I thought that was just so interesting. And so I applied to a bunch of DJ companies and nobody would hire me. One, because I didn't know how to DJ.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And two, I looked like I was eight years old or something like that. I've always been sort of shorter than my peers, smaller than my peers. So I had this deep desire. And so my mom and dad, who didn't have a lot of money, encouraged me throughout my entire life by making this, these silly business cards that were probably made on a simple home computer printer.

Leap Academy with Ilana Golan
Shopify President: The Golden Age of Entrepreneurship Has Arrived | Harley Finkelstein | E53

And two, I looked like I was eight years old or something like that. I've always been sort of shorter than my peers, smaller than my peers. So I had this deep desire. And so my mom and dad, who didn't have a lot of money, encouraged me throughout my entire life by making this, these silly business cards that were probably made on a simple home computer printer.