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Founder Interviews

Entrepreneur success stories.

Long-form founder interviews and startup case studies — read how founders actually built their companies, the trade-offs they made, and the operating principles you can borrow.

32 profiles·Updated weekly·Full directory →
The Entrepreneur Stories · November 2025 cover · Tony Loeb, co-founder of 10minutes.news
Founders·Europe

Tony Loeb

From a childhood shaped by empathy to a career built on clarity and rigor, Tony Loeb, co-founder of 10minutes.news, has engineered a media engine that distills complexity into intelligence — and quietly rewired how 220,000 hospitality professionals start their week.

Read the interview · 9 min →
Nizar, CEO and co-founder of Keiki
AI / SaaS·San Francisco

Nizar Abi Zaher

Nizar taught himself to code, skipped law school, and spent nine months building AI infrastructure nobody else had made available. That infrastructure became Keiki — a platform that lets any company launch an AI agent on iMessage, WhatsApp, or Slack in minutes.

Read the interview · 6 min →
Anurag Kulkarni, Founder and Managing Director of SA Digital Films Pvt. Ltd.
Submission·Nagpur

Anurag Kulkarni

Founder and Managing Director of SA Digital Films Pvt. Ltd. — an electrical engineer turned music producer, filmmaker, and entrepreneur building a trusted B2B communication partner from Nagpur.

Founder profile →
Logan Sullivan, founder of Junk Punks
Home services·Tampa Bay, Florida

Logan Sullivan

Logan Sullivan started a junk removal business at 17 with a 200,000-mile truck. Today Junk Punks runs franchise markets across Florida and Wisconsin — built on turning founder knowledge into repeatable systems.

Read the interview · 6 min →
Anastasiia Shumilo, founder of Shumi Technologies, in a white blazer
Submission·Canada, Toronto

Anastasiia Shumilo

Anastasiia Shumilo had no computer science background when she decided to build software. She taught herself Flutter and Xcode using AI, founded Shumi Technologies, and is now developing Draw Flow — an AI-powered construction technology platform that automates drawing analysis, quantity takeoffs, and cost estimation for construction professionals.

Read the interview · 5 min →
Kateryna Eisen, founder of Momploy — colour portrait
Founders·Toronto, Canada

Kateryna Eisen

Katerina co-runs a small business and became a mother — two experiences that revealed the same broken system from opposite ends. Small businesses can't find reliable part-time workers. Skilled parents can't find flexible work. Momploy is her answer: a Toronto GTA platform building the local trust layer both sides need.

Read the interview · 4 min →
Portrait of Dylan Field
Founders·San Francisco, California

Dylan Field

Figma's $20B deal with Adobe collapsed in December 2023 under regulatory pressure. The independent path that followed turned out to be the higher-variance outcome — and the more valuable one.

Read the interview · 9 min →
Portrait of Mira Murati
Founders·San Francisco, California

Mira Murati

She was the CTO who shipped GPT-4 and Sora. She left at the peak of OpenAI's public arc. Then she raised what may be the largest seed round in venture history — for a company with no product.

Read the interview · 10 min →
Aravind Srinivas, co-founder and CEO of Perplexity, wearing a Perplexity sweatshirt on stage
Founders·San Francisco, California

Aravind Srinivas

Perplexity's bet was that the next interface for the open web wouldn't be ten blue links — it would be a paragraph with citations. Three years and several billion dollars of valuation later, that bet is still running.

Read the interview · 9 min →
Sridhar Vembu, founder and CEO of Zoho Corporation, in a Zoho-branded shirt
Founders·Tenkasi, Tamil Nadu

Sridhar Vembu

Sridhar Vembu walked out of Princeton, walked away from Silicon Valley, and walked home. Then he built one of India's most valuable software companies — without raising a single rupee of outside funding.

Read the interview · 8 min →
AI · Infra·Seoul

Dae-jung Yoon

Co-founder of Onset Labs. The three-question hiring rule and a team of just thirty-eight.

Founder profile →
Consumer·Tokyo

Ayako Mori

A retailer building software to outlive her. A long conversation about generational product.

Founder profile →
Hardware·Brooklyn

Nikhil Patel

Built a $2B supply chain from a Brooklyn garage. Refused the Series C, and shipped anyway.

Founder profile →
Cover·San Francisco

Lina Ouedraogo

Three exits over fourteen years. A method built on saying no — and the long interview to prove it.

Founder profile →
Patrick Collison portrait
Fintech·San Francisco, California, USA

Patrick Collison

How a teenager from County Tipperary looked at the payments industry, decided the complexity was fake, and built the pipes most of the internet now runs on.

Read the interview · 9 min →
Brian Chesky portrait
Marketplace·San Francisco, California, USA

Brian Chesky

How two broke design-school graduates and an engineer turned a sold-out conference and three air mattresses into the world's largest hospitality company, and nearly lost it all in 2020.

Read the interview · 9 min →
Masayoshi Son portrait
Venture & Telecom·Tokyo, Japan

Masayoshi Son

He was the richest person on earth for three days. Six months later, 93% of his fortune was gone. Then he wrote a $20 million cheque that changed venture capital forever.

Read the interview · 9 min →
Oprah Winfrey portrait
Media & Entertainment·Chicago, Illinois, USA

Oprah Winfrey

Everyone remembers the host. The more interesting story is the founder who refused to be an employee of her own hit show.

Read the interview · 9 min →
Ritesh Agarwal portrait
Hospitality Tech·Gurugram, India

Ritesh Agarwal

Before OYO was a brand in thirty countries, it was one teenager with a backpack, a notebook, and a growing list of grievances about torn bedsheets.

Read the interview · 9 min →
Tony Tan Caktiong portrait
Food & Beverage·Pasig, Philippines

Tony Tan Caktiong

In 1981 the biggest restaurant brand on earth landed in Manila. A 28-year-old ice cream vendor refused to sell and bet everything on banana-ketchup spaghetti.

Read the interview · 9 min →
Elon Musk portrait
Deep Tech·Austin, Texas, USA

Elon Musk

How a broke immigrant kid from Pretoria put every dollar back on the table — and nearly lost it all in a single week of 2008.

Read the interview · 9 min →
Steve Jobs portrait
Consumer Tech·Cupertino, California, USA

Steve Jobs

He was fired from the company he founded at thirty. The twelve years that followed are the most instructive stretch of any founder's career.

Read the interview · 9 min →
Daniel Ek portrait
Music & Tech·Stockholm, Sweden

Daniel Ek

Napster had already gutted the music business when a 23-year-old from a Stockholm suburb decided the fix was not more lawsuits — it was a better product the labels could own a piece of.

Read the interview · 9 min →
Jack Ma portrait
E-Commerce·Hangzhou, China

Jack Ma

Rejected by Harvard ten times and by KFC once, Jack Ma turned a Hangzhou apartment and $60,000 into Alibaba, the largest IPO in U.S. history, and the online marketplace that drove eBay out of China.

Read the interview · 9 min →
Richard Branson portrait
Consumer & Media·London, United Kingdom

Richard Branson

A dyslexic schoolboy was told he would end up in prison or a millionaire. He chose a third option: build a brand that rents its name to the world.

Read the interview · 9 min →
Jensen Huang portrait
Semiconductors & AI·Santa Clara, California, USA

Jensen Huang

He co-founded Nvidia at a Denny's in 1993, nearly lost it in 1996, and spent a decade building a software platform the market punished him for. Then the market changed its mind.

Read the interview · 9 min →
Melanie Perkins portrait
Design & SaaS·Perth, Australia

Melanie Perkins

She pitched Canva to more than a hundred investors before anyone said yes. The story of what she did in those three years is more interesting than the valuation.

Read the interview · 9 min →
Sara Blakely, founder of Spanx
Consumer Goods·Atlanta, Georgia, USA

Sara Blakely

She had no MBA, no fashion training and no investors. She had a pair of scissors, a pair of pantyhose, and the stubbornness of a woman who had already spent seven years having her business card ripped up.

Read the interview · 9 min →
Whitney Wolfe Herd portrait
Consumer Tech·Austin, Texas, USA

Whitney Wolfe Herd

She helped build the app that made swiping a verb. Then she was pushed out. The company she built next worked because of what the first one taught her — not in spite of it.

Read the interview · 9 min →
Tobias Lütke, co-founder and CEO of Shopify
E-Commerce Infrastructure·Ottawa, Canada

Tobias Lütke

He wasn't trying to reinvent retail. He was trying to sell snowboards online — and the e-commerce software was so bad he wrote his own. That piece of side code became Shopify.

Read the interview · 9 min →
Aliko Dangote, founder of Dangote Group
Industrial & FMCG·Lagos, Nigeria

Aliko Dangote

The Kano-born trader who decided it was cheaper to build Africa's factories than to keep importing what Africa already consumed.

Read the interview · 9 min →
Jeff Bezos portrait
E-Commerce & Space·Seattle, Washington, USA

Jeff Bezos

He had a corner office at a hedge fund and a bonus most of Wall Street envied. He quit anyway, drove to Seattle, and spent the next three decades proving that a long enough time horizon is its own kind of edge.

Read the interview · 9 min →

What counts as an entrepreneur success story

A success story is more than a fundraising announcement. We profile founders whose companies have crossed a durability threshold — paying customers, lived-in operating decisions, and a thesis the founder can articulate in their own words. The format is standard across every profile: a founder journey section, the structural struggles they faced, the success milestones they hit, and the operating lessons other founders can borrow.

Startup case studies

Each profile doubles as a startup case study: the decisions a founder made, the alternatives they rejected, the numbers they tracked, and how the operating posture changed over time. Use these as references when shaping your own strategy.

For category-specific deep dives, browse Startup News, Capital, or Strategy.

Lessons from successful entrepreneurs

Every interview closes with the founder's own operating principles — three to five lessons distilled from a decade or more of running their company.

  • VC money is a contract about time. Funding buys speed; the price is the timeline you have to deliver against. Not every business model can pay it.
  • Build a defensible technical bet. The four-year engineering investment most acquirers can't copy is the moat that compounds.
  • Ship weekly. Incumbents ship in quarters; the compounding velocity gap over 24 months is what wins categories from much-larger competitors.

Browse the full archive

The interviews above are the latest. The full founder directory has every profile we've filed, organized by category and class year. New profiles publish every Wednesday in The Briefing.