40 Tough Life Lessons I Wish I Learned Sooner in My 20s 💡

Discover 40 harsh but valuable life lessons I wish I knew in my 20s. Learn the top 5 lessons that can help you avoid regrets and thrive at any age. Hosted by Jesse Itzler, this guide is a must-watch for anyone looking to grow and succeed.

40 Tough Life Lessons I Wish I Learned Sooner in My 20s 💡
Jesse Itzler
119.5K views • Jun 25, 2025
40 Tough Life Lessons I Wish I Learned Sooner in My 20s 💡

About this video

No matter what age you are, if you adopt just the first 5 lessons I missed in my 20s... you won't regret it.

If you’re new to my channel, I’m Jesse Itzler. I’ve built and sold 5 companies, run 100-mile races, have 4 kids, and written New York Times bestselling books. I've built a life around one idea: build your life resume.

I’m also the co-founder of Marquis Jet (sold to Berkshire Hathaway), co-owner of the Atlanta Hawks, and partner at ZICO Coconut Water (sold to Coca-Cola). But most importantly—I make time to do things most people only dream of: living with monks, creating a family summer camp, and building the world’s largest sauna.

Here’s a rough timeline if you want to know how I got here:

22 Years Old: Graduated college and started rapping under the name Jesse Jaymes. Got a record deal.
24: Co-wrote the New York Knicks theme song "Go NY Go."
25: Launched a private jet company (Marquis Jet) with no aviation background.
33: Sold Marquis Jet to Warren Buffett’s company, NetJets.
35: Partnered with ZICO Coconut Water.
37: Sold ZICO to Coca-Cola.
40s: Became part owner of the Atlanta Hawks.
44: Wrote Living With a SEAL — it became a New York Times bestseller.
46: Created 29029 Everesting, an endurance event where you climb the vertical equivalent of Mt. Everest.
48: Wrote Living With the Monks and launched Build Your Life Resume, my signature coaching program.

Today: I make videos to help people live with more adventure, purpose, and urgency. I speak on stages around the world, run ultramarathons, and try to do something every year that scares me.

This channel is for people who want to do more with their life... not just build a financial resume, but a life one. If you're into pushing limits, thinking big, and collecting experiences over stuff... you're in the right place.

More From Jesse:
https://jesseitzler.com/

Socials:
https://www.instagram.com/jesseitzler/
https://www.facebook.com/jesseitzler1/
https://twitter.com/jesseitzler

Jesse's Books:
Living With A Seal: https://amzn.to/3i1P4Sm
Living With The Monks: https://amzn.to/3oZSEgW

Tags and Topics

Browse our collection to discover more content in these categories.

Video Information

Views

119.5K

Likes

4.7K

Duration

20:50

Published

Jun 25, 2025

User Reviews

4.7
(23)
Rate:

Related Trending Topics

LIVE TRENDS

Related trending topics. Click any trend to explore more videos.