Creator Lab - interviews with entrepreneurs and startup founders

Mikael Cho is the co-founder and CEO of Unsplash. The world's leading image asset platform that boasts 100 million image downloads & 20 billion views per month.

Unsplash is used more than Flickr, Getty, and Shutterstock combined.

Let us know what you think on Twitter: @bzaidi and @mikaelcho

Watch the full convo on YouTube:
https://youtu.be/vtIGAEKxC0w

In this conversation, you'll learn:

• how Mikael built Unsplash from a series of failed experiments
• balancing focus with experimentation
• how to create a growth flywheel
• why good ideas are still undervalued
• how to create a "superpower org chart" & find undiscovered talent
• how to get a large scale advertising business off the ground

TIMESTAMPS:

• 00:00:00 Intro
• 00:02:32 What is Unsplash?
• 00:06:17 Scale
• 00:09:24 Failed Experiments + A Side Project
• 00:10:15 Starting Crew
• 00:13:46 When Side, Becomes Main
• 00:17:20 Selling Crew to Andrew Wilkinson (Dribbble)
• 00:18:42 Balancing Experimentation + Focus
• 00:21:03 Competing With Adobe + Shutterstock
• 00:22:55 Creator Economy's Middle Class
• 00:25:37 Develop A New Advertising Model
• 00:28:29 Unsplash = Internet Real Estate Company
• 00:31:51 Simplifying Product
• 00:34:52 Aligning Your Team
• 00:37:09 Product Design Changes That Surprised Mikael
• 00:39:39 "Wow" Moments
• 00:41:46 Unsplash Growth Flywheel
• 00:43:56 API + Partnerships
• 00:45:01 Future of Unsplash
• 00:46:18 Mikael's Business Philosophy
• 00:48:29 Validate With No Code
• 00:49:41 Ideas vs Execution
• 00:53:27 Knowing When to Stop A Project
• 00:56:18 Recruiting Key Employees
• 01:00:24 Finding Undiscovered Talent
• 01:02:32 Superpower Org Chart
• 01:07:04 Life Design Philosophy
• 01:11:23 Incorporating Physical Health into Company Culture
• 01:15:43 "Inbox Zero is a Waste of Time"
• 01:19:11 "Text Edit is One of the Greatest Apps Ever Made"
• 01:21:25 Writing Like You're Texting A Friend
• 01:24:52 Proactive Actions
• 01:31:33 Wrap-Up

Gagan is the co-founder & former President of Udemy, an online education company that's worth more than $2bil.

He later co-founded Sprig, a food delivery startup & went on to become the interim head of growth marketing at Lyft.

Gagan recently announced a new education startup with Wes Kao. They've raised $4.3mil from investors like First Round Capital, Naval Ravikant & Li Jin.

Let us know what you think on Twitter:

@bzaidi
@gaganbiyani

Watch the full interview on YouTube:
https://youtu.be/IifuGSaEkkU

In this conversation, we discuss:

• lessons in building Udemy + Sprig, from high-highs to low-lows
• why cohort-based courses will play a major role in the future of online education
• what it was like being fired by a co-founder
• the impact of financial struggles & the unique pressure of being the child of immigrants
• perspective gained from traveling to all 7 continents

Timestamps:

• 00:00:00 Intro
• 00:02:47 Who is Gagan Biyani?
• 00:05:20 Udemy Origin Story
• 00:10:54 Starting Up a Business When You Have A Work Visa
• 00:12:57 Setting A Timeline
• 00:16:54 Parental Pressure + Traditional Careers
• 00:20:53 Struggles
• 00:26:54 How Do You React To Financial Troubles?
• 00:29:27 Living Within Your Means
• 00:30:34 Being Content
• 00:33:27 Getting Fired By A Co-Founder
• 00:42:20 The Rise & Fall of Sprig
• 00:44:05 Chamath: "You're Going to Fail"
• 00:50:07 Failure + Cognitive Dissonance
• 00:52:40 3 Years of Travel
• 00:57:20 Finding Hidden Gems
• 00:59:24 Figuring Out What's Next
• 01:00:59 Naval's Advice
• 01:04:51 Evaluating Business Ideas
• 01:07:28 Gagan's New Startup: Cohort-Based Courses
• 01:13:37 Opportunities In Online Education
• 01:17:29 Formats That Work Best
• 01:21:19 Wrap-Up

Andrew Wilkinson is the co-founder of Tiny. He owns 30+ companies, including Dribbble, Metalab, Girlboss & Castro. Collectively, these businesses bring in $100mil+ in annual revenue.

Andrew took WeCommerce public the week of this interview, with the most recent market cap hitting $800mil Canadian dollars (Jan 2021)

He's a leading expert in buying, starting & growing online businesses.

Let us know what you think on Twitter: @bzaidi & @awilkinson

Watch on YouTube:
https://youtu.be/QRIl2aGmzMc

In this conversation, you'll learn:

• why Warren Buffet + Charlie Munger's approach inspired Andrew to create the Berkshire Hathaway of the internet
• how mental models like "inversion" can help you think more effectively
• the 4 types of entrepreneurs + understanding which type you are
• how to hire key employees + a CEO to replace you
• the importance of incentives + how to align employees around a shared vision

Timestamps:

• 00:00:00 Snippet
• 00:03:32 Who is Andrew? Buying, Building + Growing Companies
• 00:07:41 Mental Models: Studying Warren Buffett + Charlie Munger
• 00:10:22 Inversion
• 00:12:12 Make A Few Good Decisions A Year
• 00:13:54 The New Zealand Approach
• 00:15:30 Fishing Where The Fish Are
• 00:22:11 Controlling Emotions
• 00:24:50 When Deals Don't Go To Plan
• 00:26:07 How 2020 Changed Andrew's Strategy
• 00:27:40 The Value Of Service Businesses
• 00:32:08 Incentives
• 00:34:09 4 Types of Entrepreneurs
• 00:37:13 How to Hire a CEO
• 00:40:21 Working With Recruiters
• 00:41:42 Lessons on Firing
• 00:43:35 Incentivizing CEOs
• 00:46:20 Creating A Shared Vision
• 00:50:39 The Art of Delegation
• 00:53:33 "Twitter should be milking money"
• 00:56:38 Lessons From Shareholder Letters
• 00:58:49 The Future of Local News
• 01:00:39 Wrap-Up

Polina Marinova Pompliano is the author of The Profile, a newsletter that profiles the world's most successful people.

She spent five years at FORTUNE, where she was the author + editor of Term Sheet, an industry-leading newsletter on dealmaking.

Polina has interviewed some of the most influential dealmakers in the world, including: Melinda Gates, Steve Case, Chamath Palihapitiya and others.

Watch & Subscribe on YouTube:
https://youtu.be/XFIPkG0rbvU

Let us know what you think on Twitter:

@bzaidi
@polina_marinova

Full show notes on creatorlab.fm
In the conversation, you'll learn about:

• the rise of independent writers + the creator economy
• evolution of the media landscape
• future of media monetization
• her writing process + the art of the edit
• actionable lessons from The Profile, featuring: Malcolm Gladwell, Charlie Munger, Anthony Bourdain, Ira Glass, Elon Musk + more

Timestamps:

• 2:47 Intro
• 5:03 "Oprah is not JUST Oprah"
• 9:54 Leaving Fortune Magazine
• 15:44 Background On The Profile
• 19:09 Expectations vs Reality
• 23:43 Why Polina Uses Substack For Her Newsletter
• 27:13 Evolution of Monetization in New Media
• 36:20 Writing Process: Summarizing 128 Books
• 40:53 The Art of The Edit
• 44:13 Building Your Initial Audience
• 45:50 Growing An Audience

Lessons From The Profile:

• 48:30 Gladwell: "3 Hours of Thinking for 1 Hour of Writing"
• 51:55 "Interesting, Not Perfect"
• 53:54 How To Find Meaning In Your Work
• 55:32 Ira Glass: "Great Stories Happen To Those Who Can Tell Them"
• 58:00 Charlie Munger: Inversion + Avoidance of Stupidity
• 59:29 Survivor vs Victim
• 1:00:46 The Bourdain Principle
• 1:05:46 Lessons From Shonda Rhimes
• 1:09:02 "I'm No Longer Looking For An Enemy..."
• 1:11:23 Guy Raz: Stories We Tell Ourselves
• 1:13:32 Elon Musk: The Chef vs The Cook
• 1:16:34 Thinking From First Principles
• 1:19:04 Unconcious Bias
• 1:20:25 Human Hardware vs Software
• 1:22:16 Wrap Up

Courtland founded Indie Hackers, one of the leading entrepreneurship communities on the internet.

Indie Hackers was acquired by Stripe in 2017. He's a Y Combinator alum & graduated from MIT.

This conversation is broken up into two parts.

In part one, we discuss:

• the indiehacker philosophy
• optimizing for freedom + becoming a time billionaire
• capitalism + the american dream
• diversity, race + culture
• equality of opportunity vs outcome

Part Two - Business Idea Framework (starts at 1hr mark):

• a four-step framework for brainstorming business ideas
• difference between product ideas + business ideas
• how to think about distribution from day one
• finding a door before making a key
• how to create an innovative solution

Timestamps:

• 00:00:00 Intro
• 00:02:52 Who is Courtland + what is Indie Hackers
• 00:04:24 Background + Getting Acquired By Stripe
• 00:09:51 Differentiating
• 00:12:47 Unbundling Platforms + Creating Alternatives
• 00:16:03 Experience at Y Combinator
• 00:21:49 The Indiehacker Philosophy
• 00:25:02 "The Time Billionaire"
• 00:27:20 Skin In The Game
• 00:31:11 The Evolution of Capitalism
• 00:36:04 Equality of Outcome vs Equality of Opportunity
• 00:39:28 Objective Thinking + Confirmation Bias
• 00:41:40 Going Beyond Performative Diversity
• 00:44:32 The Nuance of Culture vs Race
• 00:51:10 The Value of Examples
• 00:54:48 Getting To The Root Of The Problem
• 00:59:13 Does The American Dream Exist?

Part Two: Business Idea Framework:

• 01:03:44 4 Part Framework: Problem, Distribution, Monetization, Solution
• 01:04:58 Product Idea vs Business Idea
• 01:06:38 What Makes A Good Problem?
• 01:08:53 Tribes, Channels + Distribution
• 01:14:17 Courtland's Checklist To Evaluate Problem
• 01:18:18 Where to Look for Problems
• 01:20:29 Sources To Find Rising Trends
• 01:25:23 Distribution From Day One
• 01:27:12 How To Share On Indie Hackers
• 01:32:55 Doing It Well vs Perfectionism
• 01:34:48 Wrap-Up

Tim Urban is one of the internet's most popular writers.

His blog, Wait But Why, attracts millions of visitors including famous fans like Elon Musk. His talk on procrastination is the #1 TED talk on YouTube with 33mil+ views.

Subscribe + Watch on YouTube:
https://youtu.be/tl2a6H1E7DU

Let us know what you think on Twitter:
@bzaidi
@waitbutwhy

FIVE THINGS YOU'LL LEARN:

1. his writing + research process
2. first principles thinking + lessons learned from Elon Musk + Tony Hseih (Zappos)
3. techniques to overcome low confidence + find your authentic voice
4. how he'd start from scratch today
5. how to explain complex topics like AI + Neuralink through storytelling

SHOW NOTES + TRANSCRIPT:
https://www.creatorlab.fm/tim-urban-wait-but-why-podcast/

TIMESTAMPS:

• 00:00:00 Preview
• 00:02:05 Intro + Tim’s Cuddly Toys
• 00:04:38 How Elon Musk Became A Fan
• 00:05:33 11yr Old Tim Meets The Internet
• 00:07:17 Trip Down Internet Memory Lane
• 00:09:39 “Underneath The Turban” + Finding A Creative Path
• 00:14:07 Micro + Macro Happiness
• 00:15:22 Finding A Voice + Getting Traction
• 00:17:39 “What Could I Do With 60hrs A Week?”
• 00:19:04 Tim’s Research + Writing Process
• 00:25:33 “Neuralink Is A Magic Hat”
• 00:26:53 Tools + The Magic of “Text Edit”
• 00:31:53 Talent vs Craft
• 00:34:12 “Writing For a Stadium Full of Tim’s”
• 00:36:42 Adam Grant’s Antidote to Paranoia
• 00:38:47 Vicious Cycle of Confidence
• 00:42:07 Headlines
• 00:45:36 Example: Fermi Paradox
• 00:47:58 Creativity vs Promotion
• 00:50:33 Starting From Scratch Today
• 00:51:51 Facebook Ads In 2013
• 00:53:57 Owned, Rented + New Platforms
• 01:01:01 Dream Person To Interview
• 01:03:37 First Principles + Learning From Elon Musk
• 01:08:37 Manage A Business Like Elon Musk
• 01:10:37 Latest on Neuralink + AI
• 01:15:37 Re-Thinking A Cyborg From First Principles
• 01:16:23 Memories + Lessons From Tony Hseih (Zappos)
• 01:22:19 Tony Hseih’s Relationship Ripple Effect

Let me know what you think on Twitter: @bzaidi

Subscribe + watch on YouTube:
https://youtu.be/jWYhsGaK3Qk

Chris Kuenne started Rosetta & grew it to become the largest independent digital agency in the world before selling to Publicis for $575mil.

Now he runs Rosemark Capital, investing in companies with revenues of $30–60mil. Chris teaches high-tech entrepreneurship at Princeton University.

In this conversation, we discuss:

• how Chris pre-sold $1mil of contracts before launching his agency
• four personality types of builders
• the opportunity to solve expensive problems + merge software with services
• how acquisitions fueled growth before selling for $575mil
• lessons in hiring 1200+ people
• breaking down implications of money raised + liquidation in his sale

TIMESTAMPS:

• 00:00:00 Intro
• 00:02:23 Behind A $575M Deal
• 00:07:08 What Would You Do Differently?
• 00:11:01 Turning Down A Larger $600M Offer
• 00:13:49 How Much Does A Founder Keep After A Huge Sale?
• 00:19:18 Venture Waterfall + Preference Stack
• 00:22:13 What Changed After the Deal
• 00:26:45 Early Years At Rosetta
• 00:31:22 Pre-Selling $1mil In Sales Before Quitting His Job
• 00:34:55 Find An Expensive Problem - The Mckinsey Approach
• 00:38:36 Expensive Problems To Work On In 2021
• 00:41:27 Using Data To Create A Quantitative Persona
• 00:43:21 Opportunities To Combine Software + Services
• 00:45:35 Who's Doing It Well In SaaS?
• 00:50:01 Lessons In Hiring 1200+ People
• 00:56:40 The Right Way To Fire Someone
• 00:59:19 4 Builder Personalities: Driver, Explorer, Crusader + Captain
• 01:01:04 The Driver: Apple
• 01:03:44 The Explorer: Facebook
• 01:04:52 The Crusader: Google
• 01:05:50 The Captain: Alibaba
• 01:08:11 Wrap Up

Matteo Franceschetti is the founder of Eight Sleep, the sleep fitness company at the forefront of sleep tech.

They’ve raised more than $70mil, came out of Y Combinator and are one of the leading companies at the forefront of sleep technology.

Time magazine named their product one of the best inventions of 2018 + 2019.

Watch + subscribe on YouTube:
https://youtu.be/vd3wXxYaAxc

Let us know what you think on Twitter:
https://twitter.com/bzaidi
https://twitter.com/m_franceschetti

In this conversation, you'll learn:

• how they’re using AI + machine learning to improve sleep
• the challenges of building hardware + software (smart mattress)
• unit economics you should think about when launching a DTC brand
• future plans to control oxygen levels, humidity + light to improve sleep
• balancing organic growth vs paid acquisition
• successfully partnering with influencers
• actionable ways to improve deep + REM sleep

TIMESTAMPS:

• 00:00:00 Intro
• 00:03:07 What Is Eight Sleep?
• 00:04:34 Coming To America
• 00:08:01 4 Factors To Improve Health + Sleep
• 00:09:49 How To Start a DTC Company
• 00:12:05 Indiegogo Launch + Raising Money
• 00:13:07 Focusing On Thermal Regulation
• 00:14:10 Future Of Sleep Technology
• 00:15:58 Brand Partnerships
• 00:17:01 Using AI + Machine To Improve Sleep
• 00:18:02 Temperature's Impact On Sleep
• 00:21:14 Marketing a DTC Product
• 00:22:46 Organic Growth + Influencers
• 00:23:24 Balancing Paid Acquisition + Organic Growth
• 00:27:04 Reverse Engineering + Diminishing Returns
• 00:30:59 Measuring Word Of Mouth + 7 Touchpoints Rule
• 00:32:27 DTC Unit Economics
• 00:34:06 Peloton, Tesla + Price Sensitivity
• 00:37:38 Pros + Cons of Going Public
  
  
• 00:40:42 How To Get Better Sleep
• 00:42:30 Stages of Sleep: Light, Deep + REM
• 00:44:32 Sleep's Impact On Hormones + Junk Food
• 00:45:42 Factors To Improve Sleep
• 00:49:24 Stop Your Mind Racing
• 00:52:19 Caffeine + Alcohol
• 00:54:50 3 Roles Of A CEO
• 00:58:55 Board Meetings + Close

Shaan Puri is an entrepreneur, investor & top 50 podcast host. He was the CEO of Bebo when they sold to Twitch (Amazon) where he's now a senior director of product.

He invests in startups + recently raised $2.5mil for his "rolling fund" in 11 days, just from a tweet.

Watch + subscribe on YouTube:
https://youtu.be/6Hoo38Fr07g

Let us know what you think on Twitter:
https://twitter.com/bzaidi
https://twitter.com/ShaanVP

In this conversation we discuss:

• solopreneurship vs high growth startups
• ideas + blueprints for solopreneurs
• creating a life vision + the 3 stages of "becoming"
• selling your company by creating your "Amazon buy button"
• lessons in building trust, persuasion + social dynamics
• how to get unstuck + the A, B, Z framework
• why you should work like a lion, not a cow
• how Shaan makes $50k/month by "working in public"

Timestamps

• 00:00:00 Intro
• 00:01:51 Shaan's Background
• 00:05:58 Startups vs Big Company
• 00:10:38 Babies, Teenagers + Startups
• 00:13:13 "Stay Hungry, Not Thirsty"
• 00:16:02 How To Correctly Slip Into The DMs
• 00:18:06 Raising $2.5mil In 11 Days From A Tweet
• 00:21:24 "Create An Amazon Buy Button For Yourself"
• 00:23:56 "Companies Are Either Bought Or Sold" - Selling To Amazon
• 00:31:02 Social Dynamics, Persuasion + Lessons From "The Game"
• 00:37:54 How To Come Up With A Life Vision?
• 00:45:19 $50k/Month To Work In Public – "1000 True Fans" Moment
• 00:48:24 Importance Of Emotional Juice In Decisions
• 00:51:33 Soloproneurship vs High Growth Startups
• 00:58:04 Ideas + Blueprints For Solopreneurs
• 01:03:14 Behind The Mind – A, B, Z Framework
• 01:10:27 "Work Like A Lion, Not Like A Cow"
• 01:14:22 "You Either Win Or You Learn"
• 01:15:15 Navigating "Should I Be Doing This?"
• 01:23:09 Feeling Down + How To Get Unstuck
• 01:30:11 3 Stages Of "What Do I Become"
• 01:31:26 Closing

Steph Smith leads Trends at The Hustle. She’s a serial indie maker, writer + marketer.

She’s been a nomad since 2016 & has traveled to 50+ countries while working, learning to code + creating.

Watch + subscribe on YouTube:
https://youtu.be/qQtciVUeOMU

Let us know what you think on Twitter:
https://twitter.com/bzaidi
https://twitter.com/stephsmithio

What You'll Learn:

• how to pre-sell + validate your idea
• economics of self-publishing vs traditional book deals
• what you can learn from games like chess
• defining your personal monopoly
• finding your first 1000 users
• writing for humans vs google
• leveraging communities + viral platforms

Timestamps

• 00:00:00 Intro
• 00:02:00 What You Can Learn From Chess
• 00:07:39 Chess vs Real Life
• 00:13:33 Pre-Selling An Idea
• 00:17:51 Economics of Book Deals vs Self-Publishing
• 00:19:23 “Steph is an animal…in a good way”
• 00:21:19 Healthy Competiton + Sibling Rivalry
• 00:25:38 Lifestyle Creep + Golden Handcuffs
• 00:27:14 Steph’s Book: “Doing Content Right”
• 00:29:09 Avoiding Scammy “Online Marketers”
• 00:34:08 Personal Monopoly + Your Differentiator
• 00:39:04 Example: Costco’s Differentiator
• 00:43:17 “What You Wouldn’t Do In Person”
• 00:46:34 Growth Models To Grow Efficiently + Compound Over Time
• 00:48:02 Bedrock Channels: Importance of SEO
• 00:51:09 Example: Writing For Humans vs Google
• 00:55:46 How We Do Keyword Research
• 01:01:43 Tools To Use + Ranking For Keywords
• 01:04:38 First 1000 Users – Do Things That Don’t Scale
• 01:08:40 Leveraging Communities + Viral Platforms
• 01:12:06 “How To Be Great? Just Be Good, Repeatedly”
• 01:15:25 The Power Of Building In Public
• 01:19:22 Wrap-Up