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:
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the best and worst business models to win in 2026
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starting Tiny with just $4M (now $250M)
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the truth behind the Twitter hate on Tiny’s stock
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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
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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
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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
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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 //
