I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson
Which business model should you start? Get Andrew's cheat sheet with his full ranking and real profit margins here: https://clickhubspot.com/dge
Episode 762: What’s the best business to start in 2026?
Agencies, SaaS, Restaurants, Real Estate, Marketplaces. Angel Investing; Andrew Wilkinson has played every game.
He built 38 companies, lost $10 million, and still ended up with a $300 million portfolio.
This week, @shaanpuri spoke with him about:
the best and worst business models to win in 2026
starting Tiny with just $4M (now $250M)
the truth behind the Twitter hate on Tiny’s stock
why buying companies beats building them
His is not a redemption story. It is the unapologetic reality of building, failing, and getting back up.
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Show Notes:
(0:00) Intro
(3:06) MLM
(4:28) Freelancer
(5:07) Agency
(9:33) SaaS
(14:48) Restaurant
(17:03) Marketplace
(19:43) Short Term Rentals
(20:52) Content Creator
(23:06) Real Estate
(26:16) Fund Management
(35:21) Local Services
(36:36) Investing
(38:12) Sweaty Startup
(43:15) Tiny stock performance
(52:20) The courage to be disliked
(1:10:21) Inputs v outputs
—
Links:
• Tiny - https://tiny.com/
• Never Enough - https://www.neverenough.com/
• Serato - https://serato.com/
• Rekordbox - https://rekordbox.com
• Pershing Square Holdings - https://pershingsquareholdings.com/
• Invest Like The Best - https://www.youtube.com/@ILTB_Podcast
• The Courage To Be Disliked - https://tinyurl.com/5fk3sa79
—
Check Out Shaan's Stuff:
• Shaan's weekly email - https://www.shaanpuri.com
• Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents.
• Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies!
Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC
—
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com
• Hampton Wealth Survey - https://joinhampton.com/wealth
• Sam’s List - http://samslist.co/
My First Million is a HubSpot Original Podcast // Brought to you by HubSpot Media // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano //
I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)
Andrew Wilkinson is the co‑founder of Tiny, a holding company that quietly owns more than three dozen profitable internet and consumer brands, including Dribbble and the AeroPress coffee maker. Starting as a teenage barista and web designer, he’s created a portfolio approaching $300 million in yearly sales (and he was personally worth over $1 billion at one point)—all without ever raising venture capital.
In this conversation, you’ll learn:
1. The “fish where the fish are” framework for spotting high‑margin niches no one else notices
2. The exact agent stack (Lindy, Replit, Limitless, and more) that supercharges Andrew’s day-to-day productivity (and has replaced his assistant)
3. How Andrew evaluates companies in less than 15 minutes using Buffett‑style moats and “lazy leadership”
4. Telltale signs you should shut down (or never start) that startup idea
5. His journey from crippling anxiety to clarity through SSRIs and ADHD medication
6. His prediction that most knowledge work will be automated—and the skills to teach your kids now
—
Brought to you by:
Sauce—Turn customer pain into product revenue
Enterpret—Transform customer feedback into product growth
Miro—A collaborative visual platform where your best work comes to life
—
Where to find Andrew Wilkinson:
• X: https://x.com/awilkinson
• LinkedIn: https://www.linkedin.com/in/awilkinson/
—
Where to find Lenny:
• Newsletter: https://www.lennysnewsletter.com
• X: https://twitter.com/lennysan
• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/
—
In this episode, we cover:
(00:00) Introduction to Andrew Wilkinson
(04:07) Finding the right business idea
(07:18) Avoiding common business pitfalls
(11:58) Finding your unfair advantage
(17:08) Fish where the fish are
(20:08) Why boring is good
(25:30) Bootstrapping vs. venture capital
(31:20) Lessons from acquiring and managing businesses
(36:47) Avoiding people problems
(42:39) Leveraging AI in business and life
(49:30) The Limitless device
(53:13) Job displacement and AI’s future impact
(58:20) Advice for new grads
(01:02:50) Parenting in the age of AI
(01:05:26) The pursuit of happiness beyond wealth
(01:10:10) Mental health and medication
(01:16:45) Lightning round and final thoughts
—
Referenced:
• Andrew’s post on X with the Charlie Munger quote: https://x.com/awilkinson/status/1265653805443506182
• Metalab: https://www.metalab.com/
• Letterboxd: https://letterboxd.com/
• AeroPress: https://aeropress.com/
• Brian Armstrong on X: https://x.com/brian_armstrong
• Warren Buffett’s quote: https://quotefancy.com/quote/931119/Warren-Buffett-I-am-a-better-investor-because-I-am-a-businessman-and-a-better-businessman
• Flow: https://www.getflow.com/
• Instacart: https://www.instacart.com/
• Things: https://culturedcode.com/things/
• Dustin Moskovitz on LinkedIn: https://www.linkedin.com/in/dmoskov/
• Salesforce: https://www.salesforce.com/
• Serato: https://serato.com/
• Chris Sparling on X: https://x.com/_sparling_
• Lindy: https://www.lindy.ai/
• Replit: https://replit.com/
• Behind the product: Replit | Amjad Masad (co-founder and CEO): https://www.lennysnewsletter.com/p/behind-the-product-replit-amjad-masad
• David Ogilvy: https://en.wikipedia.org/wiki/David_Ogilvy_(businessman)
• Malcolm Gladwell’s website: https://www.gladwellbooks.com/
• Inside Bolt: From near-death to ~$40m ARR in 5 months—one of the fastest-growing products in history | Eric Simons (founder and CEO of StackBlitz): https://www.lennysnewsletter.com/p/inside-bolt-eric-simons
• Building Lovable: $10M ARR in 60 days with 15 people | Anton Osika (CEO and co-founder): https://www.lennysnewsletter.com/p/building-lovable-anton-osika
• Limitless: https://www.limitless.ai/
• Perplexity: https://www.perplexity.ai/
• Claude: https://claude.ai/
• ChatGPT: https://chatgpt.com/
• Gemini: https://gemini.google.com/app
• William Gibson’s quote: https://www.goodreads.com/quotes/681-the-future-is-already-here-it-s-just-not-evenly
• Palm Treo: https://en.wikipedia.org/wiki/Palm_Treo
• Sam Altman on X: https://x.com/sama
• Dario Amodei on X: https://x.com/darioamodei
• Anthropic’s CPO on what comes next | Mike Krieger (co-founder of Instagram): https://www.lennysnewsletter.com/p/anthropics-cpo-heres-what-comes-next
• Challengers on AppleTV+: https://tv.apple.com/us/movie/challengers/umc.cmc.53cuz33n4e74ixj8whccj87oc
• Matic vacuum: https://maticrobots.com/
• Jerzy Gregorek’s quote: https://www.goodreads.com/quotes/8652595-hard-choices-easy-life-easy-choices-hard-life
• Tiny: https://www.tiny.com/
• Dribbble: https://dribbble.com/
—
Recommended books:
• The Laws of Human Nature: https://www.amazon.com/Laws-Human-Nature-Robert-Greene/dp/0525428143
• How to Get Rich: One of the World’s Greatest Entrepreneurs Shares His Secrets: https://www.amazon.com/How-Get-Rich-Greatest-Entrepreneurs/dp/1591842719
—
Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.
—
Lenny may be an investor in the companies discussed.
This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.lennysnewsletter.com/subscribe
Adam Neumann: This is How You Build Iconic Companies
In this recent episode of The Ben & Marc Show, a16z co-founders Marc Andreessen and Ben Horowitz sit down with Adam Neumann—founder of WeWork and now Flow—to unpack one of the most unlikely comeback storie s in tech.
What began as a personal reckoning after a very public fall has become a bold new vision for how we live and belong. Flow isn’t just a real estate company—it’s an operating system for community, built on first-principles software, design, and soul.
Joined by a16z General Partner Erik Torenberg, the group goes deep on:
Why Adam’s childhood shaped his obsession with community
Adam’s fall from WeWork—and how he found a new path to redemption
How Flow is re-architecting real estate from scratch
Why loneliness is the greatest design challenge of our time
With reflections on dyslexia, the American dream, and the thin line between failure and greatness, this is a candid and wide-ranging conversation about redemption, vision, and building something that matters in this world. We hope you enjoy this deeply human conversation about the future of living.
Timecodes
00:00 Introduction
00:51 Adam's Early Life and Family Background
07:56 Military Service and Discipline
10:08 Transition to the US and Education
14:43 Entrepreneurial Journey Begins
17:49 The Concept of Flow and Vision
20:28 Meeting and Partnership Formation
25:22 Overcoming Challenges and Resilience
28:30 The Isolation Phenomenon
30:03 Navigating Post-Crisis Relationships
31:50 Real Estate Strategies During COVID
33:47 The Genesis of a New Venture
36:47 Lessons from WeWork
38:49 Building Flow: The Vision
41:44 The Importance of Alignment
51:23 Technological Innovations in Real Estate
55:44 Revolutionizing Real Estate Software and Flexible Living Solutions
56:28 Challenges and Innovations in Multifamily Housing Rental Markets
58:40 Global Housing Crisis and Solutions
01:06:10 Expanding to Saudi Arabia
01:08:49 Success in Saudi Arabia
01:12:43 Real Estate Funds and Future Plans
01:19:10: Why Is This an Opportunity?
01:20:45 Impact of COVID on Living and Working
01:26:14 Future Potential of Housing and Living
Resources:
Read Marc's blog post about Flow: https://a16z.com/announcement/flow/
Marc on X: https://x.com/pmarca
Marc’s Substack: https://pmarca.substack.com/
Ben on X: https://x.com/bhorowitz
Erik on X: https://x.com/eriktorenberg
Erik's Substack: https://eriktorenberg.substack.com/
Stay Updated:
Let us know what you think: https://ratethispodcast.com/a16z
Find a16z on Twitter: https://twitter.com/a16z
Find a16z on LinkedIn: https://www.linkedin.com/company/a16z
Subscribe on your favorite podcast app: https://a16z.simplecast.com/
Follow our host: https://x.com/eriktorenberg
Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.
Stay Updated:
Find a16z on YouTube: YouTube
Find a16z on X
Find a16z on LinkedIn
Listen to the a16z Show on Spotify
Listen to the a16z Show on Apple Podcasts
Follow our host: https://twitter.com/eriktorenberg
Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
Adam Neumann: This is How You Build Iconic Companies
On this episode of The Ben & Marc Show, a16z co-founders Marc Andreessen and Ben Horowitz sit down with Adam Neumann—founder of WeWork and now, Flow—to unpack one of the most unlikely comeback stories in tech.
What began as a personal reckoning after a very public fall has become a bold new vision for how we live and belong. Flow isn’t just a real estate company—it’s an operating system for community, built on first-principles software, design, and soul.
Joined by a16z General Partner Erik Torenberg, the group goes deep on:
- Why Adam’s childhood shaped his obsession with community
- Adam’s fall from WeWork—and how he found a new path to redemption
- How Flow is re-architecting real estate from scratch
- Why loneliness is the greatest design challenge of our time
With reflections on dyslexia, the American dream, and the thin line between failure and greatness, this is a candid and wide-ranging conversation about redemption, vision, and building something that matters in this world. We hope you enjoy this deeply human conversation about the future of living.
Timecodes
00:00 Introduction
00:51 Adam's Early Life and Family Background
07:56 Military Service and Discipline
10:08 Transition to the US and Education
14:43 Entrepreneurial Journey Begins
17:49 The Concept of Flow and Vision
20:28 Meeting and Partnership Formation
25:22 Overcoming Challenges and Resilience
28:30 The Isolation Phenomenon
30:03 Navigating Post-Crisis Relationships
31:50 Real Estate Strategies During COVID
33:47 The Genesis of a New Venture
36:47 Lessons from WeWork
38:49 Building Flow: The Vision
41:44 The Importance of Alignment
51:23 Technological Innovations in Real Estate
55:44 Revolutionizing Real Estate Software and Flexible Living Solutions
56:28 Challenges and Innovations in Multifamily Housing Rental Markets
58:40 Global Housing Crisis and Solutions
01:06:10 Expanding to Saudi Arabia
01:08:49 Success in Saudi Arabia
01:12:43 Real Estate Funds and Future Plans
01:19:10: Why Is This an Opportunity?
01:20:45 Impact of COVID on Living and Working
01:26:14 Future Potential of Housing and Living
Resources:
Read Marc's blog post about Flow: https://a16z.com/announcement/flow/
Marc on X: https://x.com/pmarca
Marc’s Substack: https://pmarca.substack.com/
Ben on X: https://x.com/bhorowitz
Erik on X: https://x.com/eriktorenberg
Erik's Substack: https://eriktorenberg.substack.com/
Stay Updated:
Find us on X: https://x.com/a16z
Find us on LinkedIn: https://www.linkedin.com/company/a16z
This information is for general educational purposes only and is not a recommendation to buy, hold, or sell any investment or financial product. Any investments or portfolio companies mentioned, referred to, or described in this podcast are not representative of all a16z investments and there can be no assurance that the investments will be profitable or that other investments made in the future will have similar characteristics or results. A list of investments made by a16z is available at https://a16z.com/investment-list/. All investments involve risk, including the possible loss of capital. Past performance is no guarantee of future results and the opinions presented cannot be viewed as an indicator of future performance. Before making decisions with legal, tax, or accounting effects, you should consult appropriate professionals. Information is from sources deemed reliable on the date of publication, but a16z does not guarantee its accuracy.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
I run a $180M+ company...here's how I'm using AI on a daily basis
Get our Business Monetization Playbook:
Episode 670: Sam Parr ( https://x.com/theSamParr ) and Shaan Puri ( https://x.com/ShaanVP ) talk to Andrew Wilkinson ( https://x.com/awilkinson ) about the AI tools that are replacing new hires.
—
Show Notes:
(0:00) AI to kill admin work
(7:37) the K-shaped future
(16:29) 24/7 agents in your business
(25:46) Software is the new commodity
(38:40) Andrew's AI hedge investments
(50:56) Buy, sell, or hold
—
Links:
Lindy - https://www.lindy.ai/
Howie - https://howie.ai/
Fyxer - https://www.fyxer.com/
Fathom - https://fathom.video/
Otter - https://otter.ai/
Claude - https://claude.ai/
Zero - https://zerotax.ai/
Replit - https://replit.com/
Constellation - https://www.csisoftware.com/
—
Check Out Shaan's Stuff:
• Shaan's weekly email - https://www.shaanpuri.com
• Visit https://www.somewhere.com/mfm to hire worldwide talent like Shaan and get $500 off for being an MFM listener. Hire developers, assistants, marketing pros, sales teams and more for 80% less than US equivalents.
• Mercury - Need a bank for your company? Go check out Mercury (mercury.com). Shaan uses it for all of his companies!
Mercury is a financial technology company, not an FDIC-insured bank. Banking services provided by Choice Financial Group, Column, N.A., and Evolve Bank & Trust, Members FDIC
—
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com
• Hampton Wealth Survey - https://joinhampton.com/wealth
• Sam’s List - http://samslist.co/
My First Million is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano
How To Stop Feeling Like Your Success Is Never Enough - Andrew Wilkinson - #818
Andrew Wilkinson is an entrepreneur, co-founder of Tiny, and an investor.
"I'll be happy when..." is the beginning of many people's mindsets about life and happiness. We assume that happiness sits on the other side of the next set of goals, even though right now we're on the other side of our last set of goals. So the question is, what if you're a billionaire? Does this pattern ever stop?
Expect to learn whether successful people are just disordered, if SSRIs aren’t actually that bad, what Andrew learned from Warren Buffett, whether there's a number you reach in your bank account to feel like you ‘made it’, why wealthy people distort reality, where to find smart people to hire for your business, how to learn to trust your entrepreneurial gut and much more...
Sponsors:
See discounts for all the products I use and recommend: https://chriswillx.com/deals
Get up to 20% discount on the best supplements from Momentous at https://livemomentous.com/modernwisdom (automatically applied at checkout)
Get a 20% discount on Nomatic’s amazing luggage at https://nomatic.com/modernwisdom (use code MW20)
Get a 20% discount on your first order from Maui Nui Venison by going to https://mauinuivenison.com/modernwisdom (use code MODERNWISDOM)
Sign up for a one-dollar-per-month trial period from Shopify at https://shopify.com/modernwisdom (automatically applied at checkout)
Timestamps:
(00:00) Andrew’s Experience With Anxiety
(07:27) Are Most Successful People Driven By Anxiety?
(13:21) The Downside of Taking Advice
(17:54) Stop Doing What You Hate
(27:24) Moving From Operator to Executive
(34:04) Books That Helped Andrew
(37:56) What Does ‘Never Enough’ Mean?
(48:23) The Perils of Being Rich & Famous
(59:28) People At the Top Still Don’t Feel Enough
(01:06:17) How Childhood Impacts Views on Wealth
(01:12:19) The People Andrew Admires
(01:21:37) Can People Actually Change?
(01:28:50) How to Hire the Right Candidates
(01:37:54) Making Gut Decisions
(01:41:42) Andrew’s Future After Writing the Book
(01:50:18) Where to Find Andrew
Extra Stuff:
Get my free reading list of 100 books to read before you die: https://chriswillx.com/books
Try my productivity energy drink Neutonic: https://neutonic.com/modernwisdom
Episodes You Might Enjoy:
This Is How To Master Your Life - David Goggins - #577: lnkfi.re/SN-Goggins
How To Destroy Your Negative Beliefs - Dr Jordan Peterson - #712: lnkfi.re/SN-Peterson
The Secret Tools To Hack Your Brain - Dr Andrew Huberman - #700: lnkfi.re/SN-Huberman
-
Get In Touch:
Instagram: https://www.instagram.com/chriswillx
Twitter: https://www.twitter.com/chriswillx
YouTube: https://www.youtube.com/modernwisdompodcast
Email: https://chriswillx.com/contact
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Learn more about your ad choices. Visit megaphone.fm/adchoices
How I Made My First $1M - The Andrew Wilkinson Story
Episode 604: Sam Parr ( https://twitter.com/theSamParr ) and Shaan Puri ( https://twitter.com/ShaanVP ) talk to Andrew Wilkinson ( https://x.com/awilkinson ) about how he went from a $6.50/hr barista to millionaire in just 4 years.
—
Show Notes:
(1:00) From barista to billionaire
(1:40) Andrew’s 1st level up: From day job to self employed
(3:26) Shaan 1st money made as an entrepreneur
(4:40) Sam’s 1st money as an entrepreneur
(7:15) Andrew’s 2nd level up: From self employed to boss
(8:40) From selling your time to selling other people's time
(9:30) Book: The E-Myth (Thinking of your business as a machine) (10:10) Andrew makes his first million dollars profit
(12:00) Robert Kiyosaki’s cashflow quadrant
(13:20) Andrew’s 3rd level up: Incubating Businesses - The decathlon of failed businesses
(17:00) Andrew sells one of his businesses and creates a nest egg
(18:45) Andrew discovers Warren Buffet’s teachings and starts learning to invest.
(19:48) Andrew's 20% rule
(20:33) Sam's pauper tendencies
(22:58) Andrew starts angel investing
(24:00) Andrew starts hiring CEOs and removes himself from his businesses
(28:30) Poker v Roulette in investing
(31:20) Andrew’s 4th level up: Taking his company public and reaching the end goal. However money didn’t buy happiness.
(33:46) What’s the actual amount that will make you happy?
(34:37) Business is a good way to build relationships
(35:35) Figuring out your annual burn rate
(36:48) The goals every entrepreneur should have. Launchpad. Enough. Life’s Work
(38:23) $10M = financial freedom
(41:28) It doesn’t take a special skill set to get to financial independence
(46:41) Shaan’s learns about the deferred life plan
—
Links:
• Never Enough - https://www.neverenough.com/ (⬅️ Andrew’s book!)
• The E-Myth - https://shorturl.at/h7Q1J
• Rich Dad Poor Dad - https://shorturl.at/S28Dd
• How To Get Rich - https://shorturl.at/pGTSm
—
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com
• Hampton Wealth Survey - https://joinhampton.com/wealth
• Sam’s List - http://samslist.co/
—
Check Out Shaan's Stuff:
Need to hire? You should use the same service Shaan uses to hire developers, designers, & Virtual Assistants → it’s called Shepherd (tell ‘em Shaan sent you): https://bit.ly/SupportShepherd
My First Million is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano
A Masterclass On Hiring A CEO To Run Your Company ft. Andrew Wilkinson
Episode 587: Andrew Wilkinson ( https://twitter.com/awilkinson ) teaches the exact step-by-step process he uses to find, diligence, hire, and transition a great CEO.
Get Andrew’s CEO Hiring Guide and Checklist - https://tinyurl.com/ms8938kn
—
Show Notes:
(0:00) Intro
(1:36) Why you need a CEO
(4:44) The third door: leave the business, keep the cash flow
(8:48) Get back to your flow state
(10:46) Step 1: Are you ready to hire a CEO?
(15:16) Is this going to hurt my business?
(16:46) Step 2: Find the RIGHT CEO
(17:52) Hiring a recruiter
(21:34) Look for a #2 with the right hammer
(23:23) Be a collector of people
(27:14) Step 3: Diligencing the candidate
(28:48) Green flags, yellow flags, and red flags
(32:21) 2x not 20x
(34:41) Step 4: First 100 days
(36:35) Don't poison the water
(38:12) Flesh wounds not mortal wounds
(40:06) Meet them in person
(40:29) More on diligencing: Trust but verify
(42:38) The DIY path
(44:48) Step 5: Negotiating and structuring compensation
(46:34) Uncapped bonuses vs equity
(49:55) Myth: Is a founder-led business always better?
—
Links:
• Srch - https://www.srchpartners.com/
• Business Intelligence Advisors - https://www.biadvisors.com/
• Never Enough - https://neverenough.com/
• Get HubSpot's Free AI-Powered Sales Hub: enhance support, retention, and revenue all in one place https://clickhubspot.com/sym
—
Check Out Shaan's Stuff:
Need to hire? You should use the same service Shaan uses to hire developers, designers, & Virtual Assistants → it’s called Shepherd (tell ‘em Shaan sent you): https://bit.ly/SupportShepherd
—
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com
• Hampton Wealth Survey - https://joinhampton.com/wealth
My First Million is a HubSpot Original Podcast // Brought to you by The HubSpot Podcast Network // Production by Arie Desormeaux // Editing by Ezra Bakker Trupiano
Andrew Wilkinson's $20,000 to $260,000,000 story
Episode 521:Shaan Puri (https://twitter.com/ShaanVP) and Sam Parr (https://twitter.com/theSamParr) talk to Andrew Wilkinson about the “Profit First” strategy, how to be a master networker, and his Barnacle On The Whale Strategy for growing 10x with zero marketing.
No more small boy spreadsheets, build your business on the free HubSpot CRM: https://mfmpod.link/hrd
—
Show Notes:
(0:00) Intro
(2:00) Business on hard mode vs. easy mode
(12:00) Cliffs Notes for “Profit First”
(19:30) Leveraging incentives
(24:00) Breakdown: Holdco acquisition funnels
(28:00) Andrew sends Sam a private jet
(32:30) Shooting your shot with your heroes
(38:00) Crashing the Oscars afterparty
(43:00) Buying vs earning your way into the room
(47:00) POV: Peter Attia is your doctor
(50:00) Barnacle on the Whale Strategy
(57:00) People always suffer in silence
(1:00:00)Hitting rock bottom
—
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com/
Check Out Shaan's Stuff:
• Try Shepherd Out - https://www.supportshepherd.com/
• Shaan's Personal Assistant System - http://shaanpuri.com/remoteassistant
• Power Writing Course - https://maven.com/generalist/writing
• Small Boy Newsletter - https://smallboy.co/
• Daily Newsletter - https://www.shaanpuri.com/
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
—
Other episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
• #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Why Is Andrew Wilkinson Monetizing His Twitter Followers?
Episode 488: Shaan Puri (https://twitter.com/ShaanVP) and Sam Parr (https://twitter.com/theSamParr) talk with Andrew Wilkinson (https://twitter.com/awilkinson) - entrepreneur and co-founder of Tiny - about how he’s easily making +$200k a year on Twitter. Andrew also opens up about his $80m a year agency that provides the cash flow to expand his business portfolio, why you should take a profit-first approach, the classic trap the rich fall into and more. Plus, Sam reveals his game plan for Hampton.
Want to see more MFM? Subscribe to the MFM YouTube channel here.
—
Check Out Shaan's Stuff:
• Try Shepherd Out - https://www.supportshepherd.com/
• Shaan's Personal Assistant System - http://shaanpuri.com/remoteassistant
• Power Writing Course - https://maven.com/generalist/writing
• Small Boy Newsletter - https://smallboy.co/
• Daily Newsletter - https://www.shaanpuri.com/
Check Out Sam's Stuff:
• Hampton - https://www.joinhampton.com/
• Ideation Bootcamp - https://www.ideationbootcamp.co/
• Copy That - https://copythat.com/
—
Show Notes:
0:00) Intro
(8:34) How to make millions from Twitter/X
(13:54) The reality of meeting celebrities and billionaires
(18:18) How do you play the status game?
(21:54) The reality of going on a $100M yacht
(25:05) The trap of always wanting more
(27:40) How does MetaLab make so much money?
(35:42) How Andrew would start from scratch
(39:47) The 1+1=100 business model
(43:58) Businesses that turn your family member’s life into a book
(52:00) Business that runs you through the day of successful people
(55:32) Why he invested in Maui Nui Venison
(1:07:03) How much will Hampton be worth in 10 years?
(1:16:59) Why you should adopt the profit-first mindset
(1:28:36) Closing thoughts
—
Links:
• Andrew’s Twitter - https://twitter.com/awilkinson
• Storyworth - https://tinyurl.com/bdfubc58
• No Story Lost - https://nostorylost.com/
• Routines - Routines.club
• Tamba - https://www.tamba.ca/
• Maui Nui Venison - https://mauinuivenison.com/
• Profit First Book - https://tinyurl.com/3pb9mzzs
• Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
—
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
—
Other episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
• #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
My First Million Live Event With Andrew Wilkinson (Austin, Texas) (Part 1)
Episode 454: Sam Parr (@TheSamParr) and Shaan Puri (@ShaanVP) are joined by Andrew Wilkinson (@awilkinson) in Austin, TX for a live MFM event. Here's part 1 of the show.
Want to see more MFM? Subscribe to the MFM YouTube channel here.
Check Out Sam's Stuff:
* Hampton
* Ideation Bootcamp
* Copy That
Check Out Shaan's Stuff:
* Power Writing Course
* Daily Newsletter
-----
Links:
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
-----
Show Notes:
(8:05) - Who has a business?
(12:10) - Andrew Wilkinson's Tiny story
------
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Live Q&A With My First Million + Andrew Wilkinson (Austin Live Event) (Part 2)
Episode 455: Sam Parr (@TheSamParr) and Shaan Puri (@ShaanVP) are joined by Andrew Wilkinson (@awilkinson) in Austin, TX for a live MFM event. Here's part 2 of the show... Q&A.
Want to see more MFM? Subscribe to the MFM YouTube channel here.
Check Out Sam's Stuff:
* Hampton
* Ideation Bootcamp
* Copy That
Check Out Shaan's Stuff:
* Power Writing Course
* Daily Newsletter
-----
Links:
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
-----
Show Notes:
(00:40) - Where will podcasting be in 10 years?
(05:25) - What's your best tip for getting better at copywriting?
(06:55) - What are the commonalities b/w the top 20% of investments vs. the bottom 20%?
(07:50) - Community building in podcasting
(11:10) - What can partners do to support founders on their journey?
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Disrupting the World’s Largest Asset Class with Adam Neumann
Back in August, after a16z announced our investment into Adam Neumann’s new company, Flow, it felt like almost everyone – whether it was other VCs, founders, or journalists – had something to say.
But the one person that you didn’t hear from was Adam himself.
In this never-before shared footage from a16z’s American Dynamism Summit in Washington DC, Adam Neumann sits down with Marc Andreessen and David Ulevitch, to discuss the opportunities that have emerged from post-pandemic shifts in both work and home, and what Flow is doing to capitalize.
Find the full library of American Dynamism Summit recordings at a16z.com/ad-summit.
Timestamps:
00:00 - Introduction
01:40 - Getting back in the arena
09:03 - The opportunity in housing
16:19 - Lessons from WeWork
19:13 - Work & home post-pandemic
27:34 - Moving to the cloud
34:23 - Office serendipity
37:51 - Building Flow
43:51 - Cities as startups
Resources:
Flow’s website: https://www.flow.life/
American Dynamism recordings: https://a16z.com/ad-summit
Stay Updated:
Find us on Twitter: https://twitter.com/a16z
Find us on LinkedIn: https://www.linkedin.com/company/a16z
Subscribe on your favorite podcast app: https://a16z.simplecast.com/
Follow our host: https://twitter.com/stephsmithio
Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. For more details please see a16z.com/disclosures.
Stay Updated:
Find a16z on YouTube: YouTube
Find a16z on X
Find a16z on LinkedIn
Listen to the a16z Show on Spotify
Listen to the a16z Show on Apple Podcasts
Follow our host: https://twitter.com/eriktorenberg
Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.
Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
The Annual Milly Awards: The Winners, The Losers And Everything In Between - With Andrew Wilkinson
Episode 401: Sam Parr (@TheSamParr), Shaan Puri (@ShaanVP) and Andrew Wilkinson (@awilkinson) present the annual Milly Awards. The most notable Billy of the Year will be named... as well as best and worst investments, favorite breakout company of the year, coolest moment of the year, best content, and so much more. And one side note, if you want to sell your boring business email shaan@shaanpuri.com.
-----
Links:
* Cultural Tour Twitter
* Blitzed book
* Founders podcast
* The Operator book
* Think On These Things book
* Richer, Wiser, Happier book
* 10k Diver Twitter
* clay.earth
* My Body Tutor
* Kick
* Gelt
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
------
Show Notes:
(04:10) - Billy of the Year
(10:30) - Biggest Loss of the Year
(24:50) - Breakout Company of the Year
(32:00) - Unsexy Business of the Year
(42:15) - Best Investment of the Year
(49:40) - Worst Investment of the Year
(55:15) - Content of the Year
(01:01:25) - Wild Predictions for Next Year
(01:07:50) - Coolest Moment of the Year
(01:12:15) - Craziest Most Delusional Person of the Year
(01:22:40) - Relationship Hack
(01:36:50) - Biggest Change in 2023
(01:42:10) - Best Business Idea for Someone Else
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Framework Friday: Easy Choices, Hard Life. Hard Choices, Easy Life.
Episode #387: Shaan Puri (@shaanvp) and Andrew Wilkinson (@awilkinson) discuss the idea that making hard choices, doing hard things, can actually make life easier.
-----
Links:
* Influence, Robert Cialdini
* Charlie Munger, "The Psychology of Human Misjudgment" speech
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
-----
Show Notes:
Show Notes:
(05:20) - Do the hard thing
(06:00) - What are your blindspots
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Andrew Wilkinson: The Hardest And Easiest Businesses To Start
Episode 386: Sam Parr (@TheSamParr) and Shaan Puri (@ShaanVP) talk to Andrew Wilkinson (@awilkinson) - entrepreneur and co-founder of Tiny - about learning to be a successful entrepreneur in less than a decade. His hardest and easiest businesses to start. Plus, one business idea he hasn't acted on, yet.
-----
Links:
* Tiny
* Pixel Union
* Warren Buffett letter
* AeroPress
* Metalab
* We Work Remotely
* Tenzing.co
* Mealime
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
------
Show Notes:
(03:20) - Mr. Business Builder
(06:30) - Automatic revenue - Pixel Union
(12:05) - Warren Buffett letter
(16:35) - Bored of investing / AeroPress
(23:55) - Cat furniture
(25:10) - Hardest to easiest business to start
(33:35) - Business idea to capitalize on
(37:05) - New business
(50:35) - Fraudsters
(01:00:40) - non-binary term sheet
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Asking Billionaire Investor - Andrew Wilkinson - How To Prepare For The Economic Collapse
Episode 371: Shaan Puri (@ShaanVP) and Sam Parr (@TheSamParr) talk to billionaire investor, Andrew Wilkinson (@awilkinson), about winterizing your business and finances, taking random lunches, and why renting is better than buying.
-----
Links:
* Tiny
* Bridgebase
* DealMaker
* Options Profit Calculator
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
------
Show Notes:
(09:30) - Stress testing your business for the recession
(15:40) - Andrew's Portfolio
(30:25) - Meeting someone belly to belly and Shaan's folder of sayings
(33:30) - Why to write a book
(39:10) - The value (or lack thereof) of taking random lunches
(54:05) - DealMaker
(01:00:00) - How to get the maximum salary
(01:05:40) - How to lock down for economic winter
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
* #169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Getting Rich Quick Sucks - Andrew Wilkinson Teaches You How to Get Rich Slow
Andrew Wilkinson (@awilkinson) joins Sam Parr (@TheSamParr) and Shaan Puri (@ShaanVP) to talk about why getting rich slow is better than getting rich quick. They also talk about the five pillars of happiness, how to identify winners, and much more.
-----
Links:
* https://www.tinycapital.com/
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
-----
Show Notes:
(00:30) - Sam helps a famous hockey player go viral
(07:30) - How Andrew built his social media following
(12:00) - Podcast downloads update
(14:15) - Getting rich quick vs. getting rich slow
(57:20) - How to identify a winner
(01:07:30) - The five pillars of happiness
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
#169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Hire 1 to Hire 10, Sam Gets Hacked, Shaan Buys a $200K NFT, and More with Andrew Wilkinson
Andrew Wilkinson (@awilkinson) joins Sam Parr (@TheSamParr) and Shaan Puri (@ShaanVP) to talk about delegation, hiring 1 to hire 10, how to handle getting hacked, Shaan's $200K NFT purchase, and more.
-----
Links:
* https://www.tinycapital.com/
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
-----
Show Notes:
(01:30) - Thoughts on getting hacked
(17:15) - Bored Ape Yacht Club and Crypto Punks merger and Shaan's $200K NFT
(22:30) - How to navigate volatility in global events
(26:40) - The value of starting an agency
(33:30) - Thoughts on Lee Kuan Yew
(35:15) - Hire 1 to hire 10
(41:10) - Andrew's ghost kitchen
(46:00) - Why certain people can have success after success
(57:30) - Why bad guys always win
(01:15:30) - "The Macolm Gladwell Effect"
-----
Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
-----
Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
#169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
The 2021 Milly Awards
Sam Parr (@theSamParr) and Shaan Puri (@ShaanVP) are joined by Andrew Wilkinson (@awilkinson) to go through their 2021 Milly Awards. They hand out awards like "billionaire of the year," "best investment of the year," "best podcast guest," and more.
_____
* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Would you like to participate in our clips contest? Earn up to $10k by remixing My First Million episodes. To learn more, go to mfmpod.com/clips.
* Want more insights like MFM? Check out Shaan's newsletter.
_____
Show Notes:
(03:00) - Billionaire of the year
(15:00) - Company of the year
(23:00) - Unsexy simple business of the year
(29:40) - Best investment
(41:30) - Worst investment
(51:15) - Favorite digital tool, favorite physical tool, under $100 and over $1,000
(1:02:25) - Best thing you learned about yourself and best relationship hack
(1:17:00) - Book of the year and best new follow or subscription
(1:21:00) - Shaan's story of meeting Rupert Murdoch
(1:28:00) - Best podcast guest and best hang
(1:39:15) - Favorite company, industry, and predictions
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Past guests on My First Million include Rob Dyrdek, Hasan Minhaj, Balaji Srinivasan, Jake Paul, Dr. Andrew Huberman, Gary Vee, Lance Armstrong, Sophia Amoruso, Ariel Helwani, Ramit Sethi, Stanley Druckenmiller, Peter Diamandis, Dharmesh Shah, Brian Halligan, Marc Lore, Jason Calacanis, Andrew Wilkinson, Julian Shapiro, Kat Cole, Codie Sanchez, Nader Al-Naji, Steph Smith, Trung Phan, Nick Huber, Anthony Pompliano, Ben Askren, Ramon Van Meer, Brianne Kimmel, Andrew Gazdecki, Scott Belsky, Moiz Ali, Dan Held, Elaine Zelby, Michael Saylor, Ryan Begelman, Jack Butcher, Reed Duchscher, Tai Lopez, Harley Finkelstein, Alexa von Tobel, Noah Kagan, Nick Bare, Greg Isenberg, James Altucher, Randy Hetrick and more.
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Additional episodes you might enjoy:
• #224 Rob Dyrdek - How Tracking Every Second of His Life Took Rob Drydek from 0 to $405M in Exits
• #209 Gary Vaynerchuk - Why NFTS Are the Future
• #178 Balaji Srinivasan - Balaji on How to Fix the Media, Cloud Cities & Crypto
#169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
• #218 - Why You Should Take a Think Week Like Bill Gates
• Dave Portnoy vs The World, Extreme Body Monitoring, The Future of Apparel Retail, "How Much is Anthony Pompliano Worth?", and More
• How Mr Beast Got 100M Views in Less Than 4 Days, The $25M Chrome Extension, and More
Dopamine Fasts, Cruise Ship Investing, and Elon Musk vs. Jeff Bezos Feuds with Andrew Wilkinson, Co-Founder of Tiny
Andrew Wilkinson (@awilkinson), Co-Founder of Tiny, joins Sam Parr (@theSamParr) and Shaan Puri (@ShaanVP) to talk about how he found joy through a four-week dopamine fast, why it can be better to make safer “cruise ship investments” rather than startup investments, how Andrew’s last appearance led him to start a D2C maternal healthy company, and much more.
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* Do you love MFM and want to see Sam and Shaan's smiling faces? Subscribe to our Youtube channel.
* Want more insights like MFM? Check out Shaan's newsletter.
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Show Notes:
* 00:20 - Andrew’s monk-like retreat from technology
* 01:45 - What triggered his “digital meltdown”
* 09:20 - The power of a 4-week dopamine fast
* 22:40 - Why Andrew bought Aeropress
* 30:45 - “Cruise ship investing” vs “speed boat investing”
* 37:30 - The benefits (or lack thereof) of being famous
* 39:33 - How coming on MFM led Andrew to be able to start a DTC pregnancy health company
* 49:15 - Readwise and the Feynman method for learning
* 52:41 - The pitfall of constant optimization
* 01:07:35 - When Andrew met Steve Jobs
* 01:17:32 - Elon Musk & Jeff Bezos’s Twitter beef
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Links:
* Tiny
* JoelOnSoftware.com
* Wanting
* Readwise
* Endurance: Shackleton’s Incredible Voyage
* Elon Musk & Jeff Bezos Thread
#185 with Andrew Wilkinson - The Secretive Billionaire Who Acquired Burger King, Creating Better Babies & How Much Money is Enough?
Sam (@theSamParr) and Andrew (@awilkinson) break down billionaire Jorge Paulo Lemann. Lemann has built his fortune by acquiring consumer businesses and running them profitably by slashing costs. He famously sells all corporate jets when he acquires a company. The guys then get into a brainstorm on Andrew's new media company, how to create healthier babies, and "health managers".
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* Want to be featured in a future episode? Drop your question/comment/criticism/love here: https://www.mfmpod.com/p/hotline/
* Support the pod by spreading the word, become a referrer here: https://refer.fm/million
* Have you joined our private Facebook group yet? Go to https://www.facebook.com/groups/ourfirstmillion and join thousands of other entrepreneurs and founders scheming up ideas.
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Show notes:
* (4:05) Billie of the Week: Jorge Paulo Lemann
* (37:25) How Andrew is building a local media business empire
* (45:50) How to create a better baby
* (51:25) What is a "health manager"?
* (59:02) How much money is enough?
#174 with Andrew Wilkinson - How to Network with Billionaires, Andrew and Sam's Recent Investments, & A Better Investor Than Buffett
Sam (@theSamParr) is joined by Andrew (@awilkinson) to catch up. They spend the first half of the episode talking about the investments they've each made in 2021. Andrew then dives into a more obscure investment he made: a bakery! He explains it's more for fun than profit. Andrew also drops some great hacks: how he saves time on email and how he networks with billionaires.
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* Want to be featured in a future episode? Drop your question/comment/criticism/love here: https://www.mfmpod.com/p/hotline/
* Support the pod by spreading the word, become a referrer here: refer.fm/million
* Have you joined our private Facebook group yet? Go to https://www.facebook.com/groups/ourfirstmillion and join thousands of other entrepreneurs and founders scheming up ideas.
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Show notes:
* (4:24) The entrepreneur lifestyle and the stress that comes with it
* (12:45) Sam and Andrew talk about their recent investments
* (45:20) Andrew bought a bakery. Here's what he's doing with it
* (53:10) How to make your hometown cool
* (55:52) Henry Singleton: better than Warren Buffett
* (1:02:28) Andrew's email hack and how he donates
* (1:11:25) Why Andrew is the king of networking
#169 - How One Man Started 5, Billion Dollar Companies, Dan Gilbert's Empire, & Talking With Warren Buffett
Want to be featured in a future episode? Drop your question/comment/criticism/love here: https://www.mfmpod.com/p/hotline/
Support the pod by spreading the word, become a referrer here: refer.fm/million
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Sam Parr (@TheSamParr) and Andrew Wilkinson (@awilkinson) discuss:
* (5:35) Bradley Jacobs: the man who's built 5, billion dollar companies
* (28:28) Dan Gilbert: how he started with nothing, built Quicken Loans and eventually, an empire
* (41:30) What talking to Warren Buffett is like
* (1:00:07) How Andrew lost $10m
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Have you joined our private Facebook group yet? Go to https://www.facebook.com/groups/ourfirstmillion and join thousands of other entrepreneurs and founders scheming up ideas.
Andrew Wilkinson on bringing the Buffett approach to startups, WeCommerce, Slack & more | E1174
Check out Tiny: https://www.tinycapital.com
FOLLOW Andrew: https://twitter.com/awilkinson
FOLLOW Jason: https://linktr.ee/calacanis
SaaS Retention: How Flow Cut Churn 50% With No Budget
When Daniel Scrivner joined Flow as CEO, the company was bleeding 5% of revenue every month. The team had been spending $100K/month on paid ads, but SaaS retention kept declining. With six people, zero ad budget, and no CEO experience, Daniel had to stop the bleeding.
Daniel reversed Flow's 5% monthly revenue decline by improving SaaS retention through product redesign, cancellation flow optimization modeled after Amazon Prime, and compounding small funnel improvements. He reduced SaaS churn by 50% and boosted trial signups 250-300% with third-party proof - all without spending a dollar on ads.
In this episode, Daniel reveals why he turned off $100K/month in paid ads to expose the real metrics, how reducing churn through customer retention tactics compounded into growth, and why there is no silver bullet for SaaS turnarounds.
🔑 Key Lessons
📉 Turn off paid ads to reveal true SaaS retention metrics: Flow spent $100K/month on ads masking a broken product. Stopping ads exposed the real problems needing fixes.
🛠️ Redesign for speed to improve SaaS retention instantly: Implementing optimistic rendering made the product feel fast and modern, directly improving customer retention.
🎯 Replace product copy with social proof: Third-party proof - customer logos, G2 reviews, case study quotes - drove a 250-300% increase in trial signups.
🔄 Model your cancellation flow after Amazon Prime: A multi-step flow showing lost benefits and a 50% win-back offer cut SaaS churn by approximately 50%.
🧠 Treat growth as compounding, not a silver bullet: Dozens of small improvements compounded over 18 months to reverse the 5% monthly decline into steady growth.
Chapters
Introduction
What Flow does and its 10-year history
Daniel's background in design at Apple and Square
Why a designer with no CEO experience got hired
The state of the business - 5% monthly revenue decline
Diagnosing problems in product, marketing, and pricing
Why design and user experience matter for SaaS retention
Rehauling the product - speed, structure, and simplicity
Three buckets of users to fix
Optimizing the marketing site with third-party proof
Fixing onboarding and the rest of the funnel
Retention and cancellation flow improvements
Why there is no silver bullet for SaaS turnarounds
Current revenue and growth trajectory
Lightning round
Resources
Full show notes: https://saasclub.io/275
Join 5,000+ SaaS founders: https://saasclub.io/email
#141 - The 2020 MFM Award Show (with Andrew Wilkinson)
Shaan Puri (@ShaanVP), Sam Parr (@TheSamParr) and Andrew Wilkinson (@awilkinson) wrap up 2020 by awarding and highlighting the best moments in the business world, the MFM podcast and their personal lives. The guys also make some fun predictions for what's to come in 2021. This is the first annual MFM Millies. Enjoy! - (2:20-9:01) Billy of the Year - (9:02-14:10) Breakout Company of the Year - (14:10-20:40) Under the Radar Company of the Year - (20:41-28:40) Favorite Person of the Year (non-family) - (28:41-32:10) Favorite Tool of The Year - (32:11-44:10) Best Investment of The Year - (44:11-46:43) Best Bet for 2021 - (46:44-53:50) What prediction did you get wrong in 2020 - (53:51-56:29) What person would you want to invest in? - (56:29-1:00:00) Wildest predictions for 2021 - (1:00:18-1:01:02) Which big company will be acquired in 2021? - (1:01:03-1:05:47) Best MFM Idea of the Year - (1:05:48-1:07:20) Best MFM Guest of the Year - (1:07:21-1:12:02) Worst MFM Idea of the Year - (1:12:03-1:15:34) Best MFM Moment of the Year - (1:15:35-1:19:10) Favorite Project of the Year - (1:19:11-1:28:03) Industries to Watch in 2021? - (1:28:04-1:35:05) Most Overrated Company/Trend of the Year - (1:35:06-1:35:48) Fuck/Murder/Marry - SF, Austin, Miami - (1:35:49-1:38:10) Favorite new podcast/newsletter/Twitter follow of the Year - (1:38:11-1:39:27) Favorite Book of the Year - (1:39:28-1:42:07) Best/Worst Habit of the Year - (1:42:08-1:44:13) Pleasant Surprise of Quarantine - (1:44:14-1:48:27) Best Purchase Under/Over $100 - (1:48:27-1:50:28) A lesson you learned about yourself in 2020 - (1:50:28-1:53:04) Best Relationship Hack of the Year - (1:53:05-1:56:40) Resolution for 2021 Have you joined our private FB group yet? It's a page where people share each others million dollar ideas or what they're already working on: https://www.facebook.com/groups/ourfirstmillion.
See acast.com/privacy for privacy and opt-out information.
MFM x Trends: How to Hire a CEO to Run Your Company with Andrew Wilkinson
The best business hack ever: Learn how to hire CEOs to run your company. This is a short preview of a special edition episode for Trends subscribers. In this ep, we talk to Andrew Wilkinson, founder of Tiny...a startup conglomerate that owns 20 different companies, each with their own CEO. This ep is for Trends members only but we wanted to give you a taste. For the full episode, along with eps like this, more research, and access to our community go to: https://trends.co/
See acast.com/privacy for privacy and opt-out information.
#97 with Andrew Wilkinson - The Warren Buffett of the Internet Returns
Today's episode is brought to you by Lemon.io. They are offering an exclusive 15% discount for the first 6 weeks of work for all the MFM fans. Go to Lemon.io/mfm to claim your offer today. On today's episode, Shaan and Sam are joined by Andrew Wilkinson, "The Warren Buffett of the Internet". They talk about why it's much better to be Warren Buffett and not Elon Musk, how Andrew started a local newsletter that became bigger than his local newspaper, and what the guys would do to generate millions in a short period of time. Looking to win a year's worth of MasterClass passes? Click the link in today's Hustle newsletter, enter the keyword from today's episode, and cross your fingers! Good luck! Have you joined our private Facebook group yet? It's a page where people share each other's million dollar ideas or what they're already working on: https://www.facebook.com/groups/ourfirstmillion.
See acast.com/privacy for privacy and opt-out information.
20VC: Andrew Wilkinson on Building The Berkshire Hathway of Tech, Sustainable vs Unsustainable Growth and The Relationship Between Money and Freedom
Andrew Wilkinson is the Managing Partner @ Tiny, a vehicle that buys, builds and invests in wonderful internet companies. Within their family of companies is Dribble; home to the world's best design professionals; MetaLab and Supercast to name a few. Tiny does also make venture investments in the likes of Superhuman, SpaceX, Pitch and Buffer. Today Andrew oversees a group of companies with over 300 employees and tens of millions in revenue.
In Today's Episode You Will Learn:
1.) How Andrew made his way from founding a design agency in Canada to starting Tiny and building a family of companies with over 300 people?
2.) What does Andrew mean when he says, when buying companies he looks for companies like New Zealand? What qualities/features do they have? How does Andrew think about price sensitivity when acquiring these companies? What determines paying a premium price to Andrew?
3.) How does Andrew assess and analyse true defensibility within company strategies today? Why does Andrew not believe they will lose any companies? How does Andrew think about grow vs profitability? Are they mutually exclusive? When does one pour fuel on the fire and raise big?
4.) How has Andrew seen himself develop and change as a leader over the last 5 years? What does truly great delegation look like? What is Andrew's biggest weakness? What is his biggest insecurity? How does Andrew think about sink the boat vs non-sink the boat decisions?
5.) Does Andrew believe we will see the unbundling of social networks moving forward? What are the core characteristics that determine whether a social network will win? Why does Dribble have defensibility as a brand against all large incumbents?
Items Mentioned In Today's Show:
Andrew's Fave Book: Tao of Charlie Munger: A Compilation of Quotes from Berkshire Hathaway's Vice Chairman
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