If you want a rich life, watch this before 2026

December 31, 2025

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 //