Big Shot

Harley Finkelstein, David Segal

info@bigshot.show

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Booking Overview

This is an interview series focused on Jewish entrepreneurship, business history, and the personal stories of highly accomplished figures across entertainment, media, sports, and consumer industries. Credible pitches would include prominent founders, CEOs, producers, investors, and owners with transformative careers and compelling stories about legacy, risk, partnerships, or immigrant success; booking is likely very difficult because recent guests are globally recognized industry leaders.

Metrics

Episodes: 41

Frequency: Biweekly

Rating: 4.9/5.0

Estimated listeners: 1k-10k

Gender skew: Unknown

Location: USA

YouTube: 22.2k subscribers

Instagram: 59.0k followers

Contact Information

info@bigshot.show

For verified host and producer emails, sign up to view.

Host

Harley Finkelstein - Entrepreneur and President of Shopify.

David Segal - Entrepreneur and co-founder of DAVIDsTEA.

Booking Intelligence

Booking Requirements

very_high
Typical Credentials:  
Founders, CEOs, major media and entertainment executives, producers, investors, developers, and sports owners with decades of industry experience and a significant personal or cultural connection to Jewish entrepreneurship.
Required Achievements:  
Built or led major companies, brands, studios, networks, or sports organizations, Created globally recognized products, films, or entertainment franchises, Achieved major industry influence over a multidecade career, Built a notable business legacy through partnerships, acquisitions, or entrepreneurship

Recent Guest Discussions

Isaac Larian - Immigration, Perseverance, Entrepreneurship, Licensing, Toy-brand Creation, Business Relationships, And Overcoming Failure.

Irwin Winkler - Film Production, Career Building, Creative Partnerships, Risk-taking, Hollywood Relationships, And Jewish Success In Entertainment.

Barry Diller - Media Leadership, Serendipity, Network Building, Mergers And Acquisitions, Ambition, Timing, And Jewish Culture.

Lew Wolff - Real Estate, Partnerships, Sports Ownership, Relationships, Public Scrutiny, Dealmaking, And Jewish Entrepreneurship.

Recent Topics

Jewish Entrepreneurship, Entrepreneurship, Business, Leadership

Episodes

Here's the recent few episodes on
Big Shot
:

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

June 25, 2026

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, Isaac worked the graveyard shift washing dishes while putting himself through college. He later b...

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

June 11, 2026

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 down with Irwin to look back on the twists, turns, relationships, and moments of good fortune that shap...

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

May 21, 2026

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 Shot, Barry sits down with Harley and David to reflect on the path that took him from that mailroom ...

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