Young Money by Jack Raines
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The Late-20-Something's Professional Dilemma
On the pressure to figure out your "thing".
Jan 23
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Jack Raines
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The Cost of Apathy.
Modern life has a modern problem: we don't have to do anything.
Aug 6, 2024
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Jack Raines
969
77
The Opportunity Cost of Everything
Some thoughts on some things this fine Monday morning.
Jan 19, 2022
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Jack Raines
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Infinite Games
There's more to the game than winning it, you know.
Mar 2, 2023
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Jack Raines
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Some Advice for a 22-Year-Old Just Getting Started
Basically this is the blog post I wish I'd read in 2019.
Aug 22, 2023
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Jack Raines
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Most Popular
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The Cost of Apathy.
Aug 6, 2024
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Jack Raines
969
77
You Only Have to Get Rich Once.
Nov 21, 2024
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Jack Raines
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The Overton Window Has Shifted
Jul 26, 2024
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Jack Raines
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Status Games Rule Everything Around Me.
Oct 3, 2024
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Jack Raines
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Travel Blog
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Chapter 57: A Week in Tel Aviv
Tel Aviv, with friends! With a brief detour on entry.
Aug 15
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Jack Raines
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Chapter 56: RV Trip Out West
RV, with friends!
Oct 24, 2023
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Jack Raines
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Chapter 55: Summer in Spain
Ibiza, Mallorca, and Marbella!
Aug 23, 2023
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Jack Raines
Chapter 54: Colombia with Columbia, Part 2
Headed to South America with 300 of my closest friends!
May 21, 2023
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Jack Raines
Chapter 53: Colombia with Columbia, Part 1
Headed to South America with 300 of my closest friends!
May 17, 2023
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Jack Raines
Jack's Favorites
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What Are You Optimizing For?
On separating the means from the ends and avoiding the inertia trap.
Aug 22
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Jack Raines
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Okay, I wrote a book.
Is this thing on?
Jul 17
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28% Loaded.
Another trip around the sun. Some thoughts on saying goodbye to my mid-20s, going monk mode for a few months, etc.
Apr 7
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Jack Raines
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Investing in Creators.
The creator economy is dead, long live creators.
Feb 17
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Jack Raines
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Weekly Newsletter
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Write it down, write it down, write it down.
September 8 Update: On the importance of "writing it down," + AI and education, and more.
Sep 8
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Performative Grind Culture and the "9-9-6"
Plus: Gen-Z's nihilism problem and a few other links.
Sep 2
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Jack Raines
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Back to San Francisco, and a few other things.
August 25, 2025 update: Back in SF, new blog post, looking for the Latino Dave Ramsey, and more.
Aug 25
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Vibe Coding, Investing in Creators, and Summer "Out East."
Welcome to Young Money!
Jul 28
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Jack Raines
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