All Team Sizes
50+
Team Members
Team Size
Scale-Up

50+

Discover insights from 16 interviews with founders and CEOs leading teams of 50+ people.

16 Companies with 50+ Team Members

Learn from founders and CEOs who have built successful businesses with teams of 50+ people

Mark Shapiro
Sports, Marketing, Technology

Mark Shapiro

President and CEO

$32 million/month
4.8/5
B2C
B2B
Subscription-based
Marketplace
500 employees
Canada
Started 1977

How I'm building a sustainable winning culture in Major League Baseball through people-first leadership and data-driven decision making.

May 20, 2024Read Interview
Harry Halpin
Technology, Cryptocurrency, SaaS, Marketplace

Harry Halpin

CEO and Co-founder

$830K/month
4.8/5
B2B
Subscription-based
B2C
Freemium
81 employees
Switzerland
Started 2019

How I'm building privacy technology that protects users from surveillance while making it accessible to everyone, not just tech experts.

May 25, 2024Read Interview
Morgan DeBaun
Technology, Marketing, Creators, Production

Morgan DeBaun

Founder

$633 million/month
4.9/5
B2B
B2C
Agency
Subscription-based
225 employees
USA
Started 2014

How I built a digital media powerhouse focused on Black culture and created a platform that amplifies diverse voices.

May 15, 2024Read Interview
Travis Kalanick
Technology, AI, Finance, Marketplace

Travis Kalanick

Co-founder & Former CEO

$3.7 billion/month
4.8/5
B2C
Freemium
Subscription-based
B2B
31,100 employees
USA
Started 2009

How I revolutionized transportation by digitizing the physical world and turning a simple idea into a global tech giant.

May 10, 2024Read Interview
Debra Crew
Production, Marketing, Retail, eCommerce

Debra Crew

CEO of Diageo

$1.4 billion/month
4.9/5
Manufacturing
B2B
B2C
30,000+
UK
Started 1997

How I'm transforming Diageo's culture and driving innovation in the spirits industry through data-driven decision making and balanced leadership.

May 5, 2024Read Interview
Jim Keyes
Retail, eCommerce, Production, Marketing

Jim Keyes

Former CEO of 7-Eleven and Blockbuster

$100K–$500K/month
4.8/5
Manufacturing
B2B
B2C
Marketplace
50+
USA
Started 1927

How I transformed 7-Eleven through innovation and adaptability, turning challenges into opportunities for global growth.

May 1, 2024Read Interview
Tom Bilyeu
Health & Wellness, eCommerce, Retail, Production, Marketing

Tom Bilyeu

Co-founder & Former CMO

$1M+/month
4.9/5
B2C
Manufacturing
B2B
50+
USA
Started 2010

How I turned $10,000 and a home-made protein bar recipe into a $1 billion business by focusing on community and value over profits.

April 29, 2024Read Interview
Mike Cahill
Cryptocurrency, Finance, Technology

Mike Cahill

Founder

Not Disclosed/month
4.8/5
B2B
Marketplace
Subscription-based
B2C
50+
Switzerland
Started 2021

Building a real-time price data network for DeFi applications.

June 1, 2024Read Interview
Indra Nooyi
Retail, Marketing, Production, Health & Wellness, eCommerce

Indra Nooyi

Former CEO

$1M+/month
4.4/5
B2C
B2B
Marketplace
Manufacturing
50+
USA
Started 2009

Indra Nooyi led PepsiCo through a period of unprecedented growth, pioneering a focus on health conscious products and sustainable development.

July 11, 2025Read Interview
Michael Truell
AI, SaaS, Technology

Michael Truell

Co-Founder & CEO

$1M+/month
4.7/5
B2B
B2C
Freemium
Subscription-based
50+
USA
Started 2022

Michael Truell is the co-founder and CEO of Anysphere, the company behind Cursor an AI native code editor built for professional developers. Under his leadership, Cursor became one of the fastest growing AI tools in devtech.

July 14, 2025Read Interview
Verun Mohan
AI, SaaS, Technology

Verun Mohan

Co-Founder & CEO

$1M+/month
4.5/5
B2B
B2C
Freemium
Subscription-based
50+
USA
Started 2021

Verun is the co-founder and CEO of Windsurf, an AI‑powered IDE that brings agentic capabilities to developers. Under Verun’s leadership, Windsurf has rapidly become a go‑to platform for building and iterating on code with AI.

July 19, 2025Read Interview
Steven Rinella
Production, Creators, Technology, Retail, eCommerce

Steven Rinella

Founder & CEO

$1M+/month
4.8/5
B2C
Subscription-based
Marketplace
50+
USA
Started 2012

Steven is the founder and CEO of MeatEater, a media company and outdoor lifestyle brand. Known for his honest storytelling and conservationist ethos, Steven has grown MeatEater into a multi-channel powerhouse with books, shows, and gear for outdoor enthusiasts.

July 24, 2025Read Interview
Priyanka Vemuluri
Retail, Production, Marketing

Priyanka Vemuluri

Founder & CEO

$500K–$1M/month
4.6/5
B2C
Retail
Manufacturing
50+
India
Started 2022

The founder of Goyaz built a thriving jewelry brand rooted in affordability and aspiration. Starting from a single store with family support, she scaled Goya into a 19-store empire across 5 Indian states in just over two years.

July 28, 2025Read Interview
Ben Mann
AI, Technology

Ben Mann

Tech Lead, Product Engineering

$1M+/month
4.9/5
B2B
Subscription-based
50+
USA
Started 2021

Ben, Tech Lead for Product Engineering at Anthropic, has played a pivotal role in scaling AI products with a deep focus on safety and alignment. From leaving OpenAI to co-founding Anthropic’s culture of mission driven growth, his journey is one of strategic leadership and foresight in a rapidly evolving industry.

August 15, 2025Read Interview
Alex Hormozi
SaaS, Marketing

Alex Hormozi

Founder & CEO

$1M+/month
4.9/5
B2B
Agency
50+
USA
Started 2020

Alex Hormozi, founder of Acquisition.com, scaled businesses past $100M+ in revenue by focusing on volume, consistency, and value creation. Known for his no-nonsense frameworks, Alex helps entrepreneurs avoid common traps while building long-term wealth.

August 26, 2025Read Interview
Hayes Barnard
Finance, Technology

Hayes Barnard

Founder & CEO

$1M+/month
4.9/5
B2B
B2C
Marketplace
50+
USA
Started 2010

Hayes Barnard, founder of GoodLeap, scaled his company into a multibillion-dollar platform by focusing on resilience, ethical choices, and building value in hard markets. Known for his story of overcoming adversity, Hayes inspires entrepreneurs with lessons on leadership, purpose, and perseverance.

August 30, 2025Read Interview