Big Shot
Big Shot
If the walls of Kosher delis could speak, they would (schm)ooze invaluable wisdom and endless laughs. Harley Finkelstein (Shopify) and David Segal (DAVIDsTEA) are Jewish entrepreneurs influenced by the greats who came before them. But, they realized no one was archiving the best behind-the-scenes stories ever told. Before time was up, they set out on a passion project to preserve the memories, mishaps, and wins of the people who have seen it all. Big Shot tells the stories of the people that shaped an entire generation.
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Episodes
How a 17-Year-Old From Tehran Turned $750 Into a Toy Empire | Isaac Larian 25.06.2026 1:21:35
Isaac Larian is the founder and CEO of MGA Entertainment, the company behind Bratz, L.O.L. Surprise!, Little Tikes, and dozens of other iconic toy brands. But long before he built one of the largest private toy companies in the world, Isaac was a Jewish kid growing up in Tehran, where he faced antisemitism, bullying, and poverty. After arriving in America alone at 17 with just $753 in his pocket,...
The Coney Island Kid Who Made Rocky, Goodfellas, and Raging Bull | Irwin Winkler 11.06.2026 1:17:33
Irwin Winkler has spent more than six decades in Hollywood, producing films that have earned 52 Academy Award nominations and helped define generations of moviegoers. His credits include Rocky, Raging Bull, Goodfellas, The Right Stuff , and The Irishman , but the path that led to those films was anything but predictable. In this episode of Big Shot , hosts Harley Finkelstein and David Segal sit do...
From Paramount to Fox to Expedia: How Barry Diller Built One Massive Business After Another 21.05.2026 49:12
Barry Diller started in the mailroom at the William Morris Agency, but he had no interest in becoming an agent. He didn’t hustle the way others did. Instead, he spent his time in the file room, reading everything he could and learning how the business actually worked. By his own account, he likely would have been fired if not for one thing: his connection to Danny Thomas. In this episode of Big Sh...
The Quiet Dealmaker Who Bought the Warriors and A’s | Lew Wolff 30.04.2026 1:21:07
Lew Wolff didn’t set out to become a successful developer or a professional sports team owner. He didn’t grow up around business, and by his own account, he stumbled into real estate almost by accident. But over the course of a decades-long career, he would go on to reshape downtown San Jose, partner with 20th Century Fox, and take ownership stakes in teams like the Oakland Athletics and Golden St...
The 104-Year-Old Godfather of the Shmatta Industry Who Turned $1,800 Into Billions | Joseph Schaffer 09.04.2026 37:11
Joseph Schaefer arrived in Canada from Poland in the 1930s and built his career in Montreal’s garment district at a time when the industry ran on instinct, relationships, and trust. He had an eye for fashion, a gift for reading people, and a way of doing business that set him apart early. In this episode of Big Shot , Joseph joins hosts Harley and David to reflect on how he found his way into the...
Disney Fired Him. He Built DreamWorks, Shrek, and a $3.8B Empire | Jeffrey Katzenberg 19.03.2026 1:14:05
Jeffrey Katzenberg was one of the youngest studio heads in Hollywood when he was named president of Paramount Pictures at just 31. Over the decades that followed, he would help shape modern animation and co-found DreamWorks alongside Steven Spielberg and David Geffen. In this episode of Big Shot, Harley and David sit down with Jeffrey to explore the experiences that shaped his career and leadershi...
Goldman Sachs Rejected Him. Years Later, He Ran the Place | Lloyd Blankfein 25.12.2025 1:48:58
Lloyd Blankfein never chased a master plan. He focused on whatever was right in front of him, and those small decisions carried him from a Brooklyn housing project to leading Goldman Sachs through the worst financial crisis since the Great Depression. In this episode of Big Shot , Harley and David sit down with Lloyd to explore how that path unfolded. He talks about growing up in public housing an...
She Escaped Communism, Reinvented Nail Polish, and Sold for a Billion Dollars 11.12.2025 1:22:34
Before OPI, nail color was just another product on the shelf. Suzi Weiss-Fischmann gave it personality and built a global brand in the process. Suzi believed nail color could be personal, playful, and expressive. She pushed the entire industry forward with smarter formulas, bold branding, and shade names that became pop culture, from “ I’m Not Really a Waitress” to “ Lincoln Park After Dark .” In...
How a Blue-Collar Kid Built the Most Powerful Agency in Hollywood | Michael Ovitz 11.11.2025 1:22:42
Every dealmaker in Hollywood has a story. Michael Ovitz has all of them. From Ghostbusters to Goodfellas, he packaged the films, brokered the talent, and rewrote the rules of power. What started as a rebellion inside William Morris became a $2 billion empire called CAA, and a playbook Silicon Valley still follows. In this episode of Big Shot, Harley and David sit down with Michael Ovitz, the legen...
Borrowed Ten Grand, Turned Down Ten Billion | Stephen Ross 17.07.2025 1:42:13
In this episode of Big Shot, Harley and David sit down with Stephen Ross—real estate titan, Miami Dolphins owner, and the visionary behind Hudson Yards, CityPlace, and more—for a rare look inside his extraordinary life. From growing up in a two-family house in Detroit to transforming New York’s Hudson Yards and Miami’s CityPlace, Stephen’s story is deeply shaped by the Jewish entrepreneurial legac...
He turned a Florida swamp into one of America’s richest cities | Don Soffer 12.06.2025 49:30
What kind of man looks at 800 acres of mosquito-infested swampland and sees high-end apartments, a golf course, and a luxury shopping mall? In 1967, Don Soffer made the biggest bet of his life: transforming undeveloped wetlands into what would become Aventura, one of Florida’s most iconic and extravagant communities. In this episode of Big Shot, Harley and David sit down with the 92-year-old visi...
The King of Gaming: How Bobby Kotick Built and Sold Activision Blizzard for $69B 10.04.2025 1:23:15
Bobby Kotick built a $69 billion empire from scratch—and the story is even crazier than it sounds. In this episode of The Big Shot , we sit down with gaming’s ultimate entrepreneur. Bobby takes us from hustling snacks at baseball games to building one of the most iconic tech companies in the world: Activision Blizzard. Hear how he cold-called Nintendo, got investment from Steve Wynn on a private j...
The Prosperity Formula: The Man Who Predicted—and Changed—the Future of Finance, Medicine, Education and Philanthropy | Mike Milken 06.03.2025 1:31:38
In today’s episode of Big Shot, we sit down with Mike Milken—legendary financier, philanthropist, and chairman of the Milken Institute. Mike has been a driving force in medical research, public health, and education for over five decades. Fortune called him “The Man Who Changed Medicine,” and Forbes listed him among “Visionaries Reimagining Our Children’s Future.” Mike’s financial innovations hel...
The Queen of Branding: Lynda Resnick’s $6 Billion Empire of FIJI Water, POM, & Wonderful Pistachios 30.01.2025 1:11:36
In this episode of Big Shot, we’re thrilled to welcome the legendary marketing visionary Lynda Resnick. As the co-owner of The Wonderful Company, Lynda has shaped iconic brands like POM Wonderful, Wonderful Pistachios, and FIJI Water into household names. With her husband, Stewart, Lynda also turned The Franklin Mint into a cultural sensation and brought fresh ideas to the floral industry with Tel...
How The Founder of Waze Went From Getting Fired To Building a Billion-Dollar Business | Uri Levine 12.12.2024 19:05
In this special episode of Big Shot , recorded live at the iconic Kennedy Center in Washington, D.C., we’re joined by Uri Levine, the co-founder of Waze. Uri is a visionary entrepreneur whose journey includes building Waze, the world’s largest community-based traffic and navigation app, which Google acquired for over $1 billion. Beyond Waze, Uri has co-founded several impactful startups like Moovi...
From College Dropout to Running Polo, Nike, Weight Watchers, and HSN | Mindy Grossman 21.11.2024 1:23:29
In today’s episode of Big Shot , we’re joined by Mindy Grossman, former CEO of Weight Watchers, who led the company’s transformation into a global wellness brand. Like many of our past guests, Mindy’s journey involves perseverance, bold decisions, and calculated risk-taking. Mindy’s remarkable career began with a surprising choice—dropping out of college. She then worked up to executive roles at P...
The Merchant Prince: The Man Behind The Gap, Old Navy, and J. Crew | Mickey Drexler 24.10.2024 1:25:14
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 $400 million to $14 billion in revenue, revolutionizing casual wear and spotting a new retail opportunity that led to the creation of Old Navy. His influence extends far beyond...
From Single Mom to Billion Dollar Book Business | Heather Reisman (Founder & CEO, Indigo) 19.09.2024 59:17
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 learning to code to support her children. Fueled by grit, a bit of luck, and a talent for connecting with extraordinary people, Heather built Indigo into Canada’s large...
Bobbi Brown's Billion Dollar Beauty Legacy 05.09.2024 1:25:09
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 leading magazines, including Cosmopolitan , Allure , Mademoiselle , and Teen . She’s the author of nine beauty books, with five achieving bestseller status. In 1991, Bobbi founded B...
Billion-Dollar Threads: How Morris Goldfarb Stitched Together a Fashion Empire 01.08.2024 1:01:39
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 deeply rooted in the inspiring legacy of his father, Aron Goldfarb, a Holocaust survivor who immigrated to the U.S. and founded G-III in 1956. Morris has transformed the company fr...
The Godfather Of Fast Casual | Ron Shaich (Panera, CAVA) 20.06.2024 1:41:42
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 empire. In this episode of Big Shot, Harley Finkelstein and David Segal welcome Shaich, the founder of Panera Bread, who shares his incredible journey from a no...
He Inspired Warren Buffett, Became A Wall Street Legend, And Made Billions | Leon Cooperman 30.05.2024 1:24:16
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 career at Goldman Sachs, where he rose to become Chairman and CEO of Goldman Sachs Asset Management. Despite being one of the richest men on the planet, Leon lives modestly, even s...
The Man Who Built New York City With No Money | Larry Silverstein 02.05.2024 1:09:18
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 of persistence and strategic partnerships—and a whole lot of chutzpah. He shares with us today how he leveraged partnerships, refurbished properties on a shoestring budget an...
It's Better To Be Rich Than Right: Peter May 21.03.2024 1:38:45
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 quickly became something much different once Peter crossed paths with Nelson Peltz, igniting a dynamic partnership that spanned decades. Together, they founded Triarc Companies...
From The Son Of A Postman To The $400 Billion Man: David Rubenstein 08.02.2024 58:11
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 to a presidential advisor and business mogul is truly inspiring. Join us, as David reveals how he overcame rejection after President Carter lost his re-election an...
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