My First Million
My First Million

7 Brutal Questions for a $20B Founder

December 26, 2025 · 44 min

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Show notes

Get Sam's AI Executive Coach Playbook - his exact system for everything from revenue optimization to life decisions: https://clickhubspot.com/dhn

Episode 778: Sam Parr ( https://x.com/theSamParr ) talks to Brian Halligan ( https://x.com/bhalligan ) about the highs and lows of building HubSpot.

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Show Notes:

() Are you happy?

() Does it ever stop sucking?

() Do you have imposter syndrome?

() Were the trade offs worth it?

() Is AI a bubble?

() Do you have to be liked?

() What would you do if you had to start over?

() What did you get wrong?

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Links:

• Marketing Lessons From The Grateful Dead - https://tinyurl.com/ydmyh6f9

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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 //

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