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Entrepreneurship · Big Shot

Big Shot

by 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.

Latest episodes

Showing 20 · updated from the feed

Shake Shack, NYC’s Iconic Tables & the Man Who Changed American Dining Forever | Danny Meyer

#41 trending · Entrepreneurship

Danny Meyer grew up in a Jewish family in St. Louis with two competing lessons about business: his father’s entrepreneurial spirit taught him to dream big, while his bank

Nov 12
1 h 14 min

How a 17-Year-Old From Tehran Turned $750 Into a Toy Empire | Isaac Larian

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

Jun 25
1 h 21 min

The Coney Island Kid Who Made Rocky, Goodfellas, and Raging Bull | Irwin Winkler

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

Jun 11
1 h 17 min

From Paramount to Fox to Expedia: How Barry Diller Built One Massive Business After Another

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

May 21
49 min

The Quiet Dealmaker Who Bought the Warriors and A’s | Lew Wolff

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

Apr 30
1 h 21 min

The 104-Year-Old Godfather of the Shmatta Industry Who Turned $1,800 Into Billions | Joseph Schaffer

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,

Apr 9
37 min

Disney Fired Him. He Built DreamWorks, Shrek, and a $3.8B Empire | Jeffrey Katzenberg

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 woul

Mar 19
1 h 14 min

Goldman Sachs Rejected Him. Years Later, He Ran the Place | Lloyd Blankfein

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 lea

Dec 25 2025
1 h 48 min

She Escaped Communism, Reinvented Nail Polish, and Sold for a Billion Dollars

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

Dec 11 2025
1 h 22 min

How a Blue-Collar Kid Built the Most Powerful Agency in Hollywood | Michael Ovitz

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 rul

Nov 11 2025
1 h 22 min

Borrowed Ten Grand, Turned Down Ten Billion | Stephen Ross

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 mo

Jul 17 2025
1 h 42 min

He turned a Florida swamp into one of America’s richest cities | Don Soffer

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

Jun 12 2025
49 min

The King of Gaming: How Bobby Kotick Built and Sold Activision Blizzard for $69B

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 en

Apr 10 2025
1 h 23 min

The Prosperity Formula: The Man Who Predicted—and Changed—the Future of Finance, Medicine, Education and Philanthropy | Mike Milken

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

Mar 6 2025
1 h 31 min

The Queen of Branding: Lynda Resnick’s $6 Billion Empire of FIJI Water, POM, & Wonderful Pistachios

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

Jan 30 2025
1 h 11 min

How The Founder of Waze Went From Getting Fired To Building a Billion-Dollar Business | Uri Levine

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 visionar

Dec 12 2024
19 min

From College Dropout to Running Polo, Nike, Weight Watchers, and HSN | Mindy Grossman

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 man

Nov 21 2024
1 h 23 min

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

Oct 24 2024
1 h 25 min

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. H

Sep 19 2024
59 min

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’

Sep 5 2024
1 h 25 min

Chart positions

Where Big Shot ranks today in each Apple Podcasts chart (US, Nov 13, 2026).

#116 NEW Entrepreneurship US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

I didn't realize how badly I needed this in my life. A beautifully crafted podcast, telling miraculous stories with a profound message. Thank you Harley and David for putting this out into the world. Living in this uncertain and scary time, this podcast makes me unabashedly proud to be a Jewish man. I've been binging all episodes, and will continue to listen as they come out.

Residence of NYC · Jun 2024

I consume quite a few business podcasts, but what I have found here compels me to leave a written review. The time capsule idea of collecting some of the best business wisdom from our Jewish brothers and sisters is genius for those coming in the future to learn that no matter what happens, you can move forward and be successful. The Holocaust, anti-semitism, poor economies, insane interest rates…where most would give up, these folks kept on. The true lesson to learn is how integrity and keeping honest is the true art to building business empires. Thank you Harley and David for this immense gift.

0351Ronin · Apr 2024

This podcast is an amazing resource, especially to those starting their entrepreneurial journey. There are so many Jewish entrepreneurs that I have always admired, and I can’t wait to hear from them.

HelpMeIMessedUp · Mar 2023

We strive to present a balanced view by showing a diverse range of reviews from Apple Podcasts.

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About Big Shot on Reason.fm

Here you find the Apple Podcasts chart positions of Big Shot, its latest episodes to listen to directly, and reviews from listeners. Rankings are updated daily for the United States.

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