Jack Raines is a student at Columbia Business School and the writer of YoungMoney.co – Young Money is a finance blog that covers a wide variety of life topics like why we should travel more, timeless advice, the use of humor, the 6 types of wealth, and infinite games. Jack is one of my favorite writers on the internet…

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FORBES called WELCOME TO MANAGEMENT, “the best leadership book of 2020.”

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The Learning Leader Show

  • Infinite Games – “The focus on outcome over everything leads to us discounting 99% of our lives for the sake of a few, small, fleeting moments that might provide some sense of satisfaction before the cycle begins anew.”
    • It’s not about getting to the top of the mountain, it’s about the person you become along the way.
  • Why We Should Travel More – Rolf Potts, Vagabonding. “The explorer has no goal other than exploration itself.”
  • The Opportunity Cost of Everything – The Journey IS the Destination. Life isn’t a Pixar film. It’s not a television series. Our life isn’t some chain of events and decisions that leads to a climax. A final moment of victory. Life is the chain of events itself.
    • “Someday isn’t a day.”
  • The purpose of Jack’s finance blog: “I write a finance blog that is really, like, idk? Maybe 40% finance? The rest is existential musings, satire, the occasional exclamation that Americans seriously need to travel more, and whatever random stuff comes through my brain.”
  • Jack’s LinkedIn satirical posts: “I take nothing seriously, but I do take the serious things pretty seriously. Linkedin isn’t one of the serious things.”
  • How Jack built a large following online: “I have published approximately 450,000 words of content in an 18-month period.” Whatever it is that we want to do, in order to get good, we have to get going. We have to get the reps…
  • The Case for Living Life Backwards “You should write your obituary, and then try to figure out how to live up to it.”
  • Apply to be part of my Leadership Circle

Time Stamps

00:00:22 – The Influence of Dr. Jim Jackson

00:06:21 – Write your Obituary

00:12:02 – The George Raveling philosophy

00:16:26 – Remote vs In the Office?

00:21:57 – The Benefits of Writing

00:33:40 – The Consistency to Get Good

00:45:14 – How to Develop Your Own Unique Voice

00:51:33 – The Benefits of Athletics

01:00:14 – The Finite vs the Infinite Game

More Learning:

Episode 078: Kat Cole – From Hooters Waitress To President of Cinnabon

Episode 216: Jim Collins — How To Go From Good To Great

Episode #300: AJ & Keith Hawk – How To Instill Work Ethic & Curiosity In Your Children

Episode #303General Stanley McChrystal – The New Definition Of Leadership