All Team Sizes
10–50
Employees
Team Size

10–50 Employees

Discover insights from 39 interviews with founders and CEOs leading teams of 10–50 people.

39 Companies with 10–50 Employees

Learn from founders and CEOs who have built successful businesses with teams of 10–50 people

Jon Noronha
AI

Jon Noronha

Co-Founder & Chief Product Officer

$8.3M/mo
4.9/5
B2B
B2C
Freemium
Subscription-based
21–50 employees
San Francisco, California, USA
Started 2020

In this interview, Jon Noronha, Co-Founder and Chief Product Officer of Gamma, breaks down the architectural mechanics of agent harnesses and how his team scaled a creative presentation platform to 100 million USD in annual recurring revenue. He examines why vertical software wrappers are transforming into multi-model orchestration harnesses, the balance between subjective artistic taste and rigorous benchmarks, and the necessity of introducing productive user friction. Noronha shares foundational product principles for founders building defensible generative applications.

November 06, 2026Read Interview
Erik Bernhardsson
AI

Erik Bernhardsson

Founder & CEO

$1.5M/mo
5/5
B2B
Freemium
Subscription-based
21–50 employees
New York, New York, USA
Started 2021

In this interview, Erik Bernhardsson, Founder and CEO of Modal, explores the rapidly evolving economics of frontier artificial intelligence inference and cloud computing infrastructure. He examines why open-source model deployment is fundamentally decoupling from centralized proprietary providers, the structural constraints governing GPU cluster efficiency, and building serverless developer platforms. Bernhardsson shares essential leadership lessons on managing extreme engineering velocity, pricing computational capacity transparently, and navigating impending market adjustments in technology valuations.

November 04, 2026Read Interview
Rob Snyder
SaaS

Rob Snyder

Founder & CEO

$50K–$100K/mo
4.8/5
B2B
6–20 employees
Cambridge, Massachusetts, USA
Started 2021

In this interview, Rob Snyder, Founder and CEO of Reframe and author of The Power of Pull, reveals his counterintuitive zero-to-one methodology for uncovering genuine customer demand without forceful push sales. He outlines the practical PULL framework, explains why founders should reject polite design partnerships, and breaks down the unit economics of early customer conversion. Snyder shares actionable operational advice on navigating pivots, optimizing pricing, and systematically turning single successful customer outcomes into repeatable enterprise case study playbooks.

October 28, 2026Read Interview
Jason Lemkin
SaaS

Jason Lemkin

Founder & CEO

$2.5M/mo
4.7/5
B2B
Subscription-based
21–50 employees
Palo Alto, California, USA
Started 2012

In this interview, Jason Lemkin, Founder and CEO of SaaStr, assesses the structural shifts impacting late-stage venture capital, public cloud valuations, and artificial intelligence infrastructure financing. He examines secondary market liquidity dislocations, the resilience of established enterprise software incumbents, and the operational limitations of autonomous sales agents. Lemkin delivers candid executive guidance on managing cash burn, navigating compressed revenue multiples, and preserving durable net retention in changing economic cycles.

October 27, 2026Read Interview
Mo Gharbat
AI

Mo Gharbat

Founder & CEO

$50K–$100K/mo
3.5/5
B2B
Subscription-based
6–20 employees
Middletown, Delaware, USA
Started 2024

In this interview, Mo Gharbat, Founder and CEO of Open, discusses building an enterprise artificial intelligence customer communication platform that replaces legacy support systems. He breaks down their land-and-expand deployment strategy, the operational mechanics behind automating seventy-seven percent of financial communications, overcoming enterprise skepticism toward automated agents, cultivating relentless team intensity through customer obsession, and how self-building software models will reshape the future of enterprise software.

October 16, 2026Read Interview
Tom Sosnoff
Finance

Tom Sosnoff

Co-founder & CEO

Pre-revenue
4/5
B2C
Freemium
21–50 employees
Chicago, Illinois, USA
Started 2025

In this interview, Tom Sosnoff, co-founder of thinkorswim, tastytrade, and Lossdog, sits down with Will Stern in his Chicago studio to discuss forty-five years of contrarian market participation. He breaks down why active trading outperforms passive investing, the mechanics behind two major financial technology exits totaling over 1.6 billion USD, why excessive CEO compensation damages American capitalism, and how his latest venture uses mathematical probability to close the wealth gap.

October 06, 2026Read Interview
Irena Pereira
Technology

Irena Pereira

Founder & CEO

Pre-revenue
4.2/5
B2C
B2B
6–20 employees
Pawtucket, Rhode Island, USA
Started 2022

In this interview, Irena Pereira, CEO of Infinite Realms and founder of Unleashed Games, explores how gaming can solve the global loneliness epidemic. Drawing on her experience as the first female engineer at Blizzard Entertainment and her work accelerating mission software for the United States Air Force, she details why pro-social cooperation must replace violence in game design, how generative AI can safely adapt literary intellectual property, and the ethical imperatives facing modern game developers.

October 6, 2026Read Interview
Drew Desbordes
Creators

Drew Desbordes

Founder & CEO

$500K–$1M/mo
4/5
B2C
15+ employees
Atlanta, Georgia, USA
Started 2019

In this interview, comedian and content creator Druski opens up about growing up in a volatile household in Gwinnett County, Georgia, how he used humor as a survival tool for his family, dropping out of college to pursue comedy with no safety net, and the years of invisible grind before a Drake co-sign changed everything. He breaks down the truth about overnight success, the courage required to bet on yourself when every major platform says no, and his relentless pursuit of generational comedic legacy.

September 30, 2026Read Interview
Noah Shinn
AI

Noah Shinn

Founder & CEO

Pre-revenue
4/5
B2C
Freemium
14+ employees
San Francisco, California, USA
Started 2025

In this interview, Noah Shinn, founder and CEO of Instinct, breaks down what a personal AI agent actually means in practice, how the product is growing at 10 percent per day with zero marketing spend, and why the entire architecture of the internet is about to be rewritten. He covers trust dynamics, the compute crisis of proactive agents, his philosophy of understandability over capability, agent-to-agent networks, and why every business model that relies on user attention is facing an existential reckoning.

September 29, 2026Read Interview
Franklin Wang
Cryptocurrency

Franklin Wang

Founder & CEO

Securing funds and regulation in decentralized perpetuals

$50K–$100K/mo
4.5/5
B2B
B2C
Marketplace
6–20 employees
New York City, New York, USA
Started 2025

In this interview, Liquid founder and CEO Franklin Wang discusses the integration of conversational AI with cryptocurrency perpetual futures trading. Wang details how the Co-Invest platform enables automated execution inside Claude and ChatGPT, explains safety architectures that isolate trading from withdrawal permissions, and shares insights on prediction markets and regulatory shifts. He also analyzes institutional competition between decentralized platforms and traditional exchanges.

September 04, 2026Read Interview
Edward Zitron
Agencies

Edward Zitron

Founder & CEO

$50K–$100K/mo
4.6/5
B2B
Agency
6–20 employees
Las Vegas, Nevada, USA
Started 2013

In this interview, EZPR founder and CEO Ed Zitron critiques the generative artificial intelligence industry, characterizing the current boom as an unsustainable financial bubble. Zitron details the circular funding dynamics between hyperscalers and AI labs, questions enterprise productivity claims, and examines massive capital expenditure commitments on data center infrastructure. He also outlines why he predicts a major tech contraction around 2027.

September 01, 2026Read Interview
Franklin Wang
Cryptocurrency

Franklin Wang

Founder & CEO

Trading perpetual futures through conversational AI

$50K–$100K/mo
4.5/5
B2B
B2C
Marketplace
6–20 employees
New York City, New York, USA
Started 2025

In this interview, Liquid founder and CEO Franklin Wang discusses the integration of conversational AI with cryptocurrency perpetual futures trading. Wang details how the Co-Invest platform enables automated execution inside Claude and ChatGPT, explains safety architectures that isolate trading from withdrawal permissions, and shares insights on prediction markets and regulatory shifts. He also analyzes institutional competition between decentralized platforms and traditional exchanges.

September 01, 2026Read Interview