$100M+ Advice That'll Piss Off Every Business Guru (ft. DHH)

March 18, 2026

Here’s a shocker — some of the biggest business advice might actually piss off every guru out there. According to My First Million, David Heinemeier Hansson (DHH) drops truth bombs about how true success isn’t about following the rules but about breaking them. ((slower)) DHH emphasizes that constraints breed creativity, and being publicly wrong is part of the game — honestly, that’s how you learn. So what does this mean for you? Well, it’s about trusting your instincts, not just data or taste, and not sweating every mistake. My First Million highlights that longevity and resilience come from taking bold risks, like challenging giants like Apple or the App Store. And get this — DHH points out that real innovation often comes when you ignore what’s ‘supposed’ to work and carve your own path. So if you’re tired of the same old advice, maybe it’s time to rethink what ‘success’ really looks like. Because, as My First Million suggests, the game isn’t about playing safe — it’s about playing smart and daring enough to stand out.

*Get Sam's guide to run your life like a $100M biz:* https://clickhubspot.com/mfp

Episode 806: Sam Parr ( https://x.com/theSamParr ) and Shaan Puri ( https://x.com/ShaanVP ) talk to David Heinemeier Hansson ( https://x.com/dhh ) about AI, being wrong in public, and taking on Apple.
—
Show Notes:
(0:00) How to stand out
(7:48) not giving a damn
(9:57) liquid vs crystalized intelligence
(12:03) constraints breed creativity
(18:18) being publicly wrong
(24:27) taste vs data
(33:25) Being in awe of Shopify
(41:05) how David uses AI
(47:49) What won't work today
(51:23) who David admires
(1:00:13) Longevity decisions
(1:07:09) Taking on the App Store and Google

—
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
• I run all my newsletters on Beehiiv and you should too + we're giving away $10k to our favorite newsletter, check it out:
beehiiv.com/mfm-challenge

—
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 /

Audio Transcript

View original article

0:00/0:00