Episodes
The Merchant Prince: The Man Behind The Gap, Old Navy, and J. Crew | Mickey Drexler
In today’s episode of Big Shot , we’re joined by retail legend Mickey Drexler, whose transformative leadership reshaped some of the biggest names in fashion. Over his 18-year tenure at The Gap, Mickey took the company from $4...
From Single Mom to Billion Dollar Book Business | Heather Reisman (Founder & CEO, Indigo)
In this special live episode of Big Shot , recorded at StartupFest, we are excited to welcome Heather Reisman, the trailblazing entrepreneur behind Indigo Books & Music. Heather's remarkable journey began as a single mother l...
Bobbi Brown's Billion Dollar Beauty Legacy
Harley Finkelstein and David Segal are back with Season 3 of Big Shot ! Today, we chat with beauty industry icon Bobbi Brown. Known for her work as a makeup artist, Bobbi’s expertise has been showcased on the covers of leadin...
Billion-Dollar Threads: How Morris Goldfarb Stitched Together a Fashion Empire
In this episode of Big Shot, we sit down with the Chairman of the Board and Chief Executive Officer of G-III Apparel Group, Morris Goldfarb. Morris took over running his father’s company at the age of 24. His journey is deepl...
The Godfather Of Fast Casual | Ron Shaich (Panera, CAVA)
When you think about a "convenience store manager," you probably don't imagine a future billionaire. But that's exactly the path Ron Shaich took from humble beginners selling Tollhouse cookies to a $7.5 billion restaurant emp...
He Inspired Warren Buffett, Became A Wall Street Legend, And Made Billions | Leon Cooperman
In this episode of Big Shot , we sit down with Wall Street titan Leon Cooperman. The son of working-class Polish immigrants and a first-generation college graduate, Leon founded Omega Advisors after a successful 25-year caree...
The Man Who Built New York City With No Money | Larry Silverstein
In this episode of Big Shot, we sit down with another legendary real estate developer, Larry Silverstein. Best known for the 99-year lease he signed for the World Trade Center, just six weeks before 9/11, Larry’s story is one...
It's Better To Be Rich Than Right: Peter May
In this episode of Big Shot, we're honored to host business mogul Peter May. But his path to managing more than $7 billion is not what you might expect. What started as a career as an accountant at the prestigious KPMG quickl...
From The Son Of A Postman To The $400 Billion Man: David Rubenstein
In this episode of Big Shot , we're thrilled to welcome the incredible David Rubenstein! As a co-founder of The Carlyle Group, one of the globe's top private equity firms, David's journey from a Baltimore kid with big dreams ...
From No-Name Producer To The Queen of Broadway: Fran Weissler
We’re back with Season 2 of Big Shot ! In this episode of Big Shot , we're joined by Fran Weissler, a seven-time Tony award-winning producer and one-half of the dynamic duo behind Chicago , the longest-running American musica...
Jewish Titans and Untold Triumphs: Predicting the 2008 Crash, The Architect of Canadian Pride, and More Hidden Stories You've Never Heard!
When you sit down with iconic entrepreneurs for two to three hours, it's hard to include every story in an episode. But that doesn't mean every story isn't worth telling. On this episode of Big Shot shorts, you'll hear some w...
Why Billionaires Believe Work-Life Balance Is A Myth
One of the hardest parts of being an entrepreneur is the stress and anxiety of never having enough time. When ambition flows through your veins, it’s difficult to balance your desire to build something great with your love fo...
Why Jews Are Entrepreneurs By Necessity
Did you know that less than .2 percent of the world is Jewish? And yet, more than 20 percent of all Noble Prize winners are Jewish. What explains the high likelihood of success? On this episode of Big Shot shorts, Harley Fink...
Integrity Is More Than A Principle -- It's The Secret To Entrepreneurial Success
Some of the best stories in business are the ones you never hear about. They are the deals that fell through, the partnerships that never happened, and the employees who didn’t make it. Behind those moments are decisions that...
How Business Legends Build The Best Teams
It's cliché to say that you can see further when standing on the shoulders of giants. But it's also a mentality that has served some of the most successful entrepreneurs. No matter how brilliant the individual, great leaders ...
Legacy Lessons: The Enduring Wisdom of Our Grandparents for Success Today
In today’s episode, we explore stories from our guests on how their parents and the previous generation profoundly impacted their lives. You’ll hear from Ed Sonshine, Jonathan Wener, Issy Sharp, Charles Bronfman, and Aldo Ben...
How To Live A Rich Life Through Giving Back
In today’s episode, we dive into the concept of philanthropy and its importance for each of our season 1 guests. Tikkun Olam is a concept in Judaism that refers to various forms of action intended to repair and improve the wo...
Winning Big with Chutzpah: Lessons from the Titans of Entrepreneurship
Looking for a masterclass on taking chances and winning big? This episode of Big Shot looks at the one trait shared by all the successful entrepreneurs and billionaires on the podcast -- chutzpah. It's one thing to say you ca...
An Unfiltered Conversation With The Founder of The Four Seasons: Issy Sharp (Part 2)
We’re back today for part two with The Four Seasons Hotels and Resorts founder, Issy Sharp. If you didn’t check out part 1, be sure to watch or listen. In this episode, we explore how Mcdonald's surprisingly had the biggest i...
How Issy Sharp Built The Four Seasons and Transformed The Hospitality Industry Forever (Part 1)
Today we’re joined by none other than Isadore (Issy) Sharp, the founder of The Four Seasons. We’re talking about one, if not the most iconic luxury hotel brands in the world. His story is incredible. From growing up and worki...
Ed Sonshine: From Displaced Persons Camp To a Multi-Billion Dollar Real Estate Empire
Ed Sonshine is one of those people you could speak with for hours and barely scratch the surface of his life. Born in Bergen-Belsen Displaced Persons Camp after World War II to two Holocaust survivors, he immigrated to Canada...
The Power Of Kindness: How Jonathan Wener Turned A $10k Loan Into A $15 Billion Empire
Jonathan Wener is proof that nice guys don't finish last. The founder of Canderel, which has developed over 80 million square feet throughout Canada, has a reputation for being one of the nicest people you'll ever meet. In th...
Building A Billion-Dollar Shoe Brand From Scratch: Aldo Bensadoun
If you have ever wondered if you have what it takes to become an entrepreneur, then listening to Aldo Bensadoun's story could be a life-changing experience. Entrepreneurship is a natural calling for some. For others, it's a d...
The Man Who Brought Baseball to Canada and Founded Birthright: Charles Bronfman
Some entrepreneurs don't just build businesses, they take bold risks that can shape a country or revitalize a religion. That's Charles Bronfman. On the first episode of Big Shot, hosted by Harley Finkelstein and David Segal, ...