AI Summary
5 min read🎙️ The Voices & The Context
- The Format: This casual in-person interview at Jesse's home dives into his battle-tested system for intentionally planning a rich life around adventures and priorities, flipping the script from reactive calendars to proactive blueprints in a motivational, hands-on teaching style.
- The Format: Casual interview with live demonstrations using jars and calendars.
- The Key Players:
- Guest: Jesse Itzler – Serial entrepreneur who sold a private jet company to Warren Buffett, built Zico Coconut Water (with 50 Cent as his intern), and pursues epic endurance challenges like biking across America; fascinating for his "rich life" philosophy blending business wins with extreme adventures.
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What you'll learn
- 1 Entrepreneur with standout resume: sold private jet company to Warren Buffett, co-built Zico Coconut Water, had 50 Cent as intern
- 2 Leads a "rich life" via endurance races, adventures with friends
- 3 Core theme: "We don't lack time, we lack a system" for planning life around work, not vice versa
- 4 Host visits Jesse's house in December to learn his annual planning system for intentional 2026
- 5 Avoid playing life on defense: calendars fill with others' demands (Zooms, meetings, appointments, kids' events)
- 6 Host shares 2025 highlights: Hoop Group event (January), completed Masogie challenge (inspired by prior talk), started coaching high school basketball, launched work project
- 7 Gaps: months like April flew by unintentionally; some procrastination despite proud moments
+ Full timestamped outline available in the app
Show Notes
Get Jesse's guide to plan a massive 2026 (his exact system for building billion-dollar companies): https://clickhubspot.com/akd
Episode 780: Shaan Puri ( https://x.com/ShaanVP ) flies to Jesse Itzler’s ( https://x.com/JesseItzler ) home to plan an epic 2026.
Show Notes:
(0:00) Intro
(6:00) Step 1: Get Light
(11:30) Step 2: Close the books
(24:38) Step 3: Plan your year
(42:16) Step 4: 8 boxes
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Links:
• The Big A## Calendar - https://thebigasscalendar.com/
• Jesse’s YouTube channel - https://www.youtube.com/channel/UCHs5VVcrc-CgIpx1G3ioZ-A
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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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