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

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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 //