Young Money by Jack Raines
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Preorder Your Copy of Young Money, the Book!
Coming to a bookstore near you on August 4, 2026.
Apr 16
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Jack Raines
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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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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
980
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The Case for Traveling More
Some not-career-advice for you 20-somethings.
Jul 19, 2022
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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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Get my next essay in your inbox!
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Essays
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AI's Looming Talent Retention Problem
What happens when everyone gets too rich too fast to need to keep working?
May 4
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Jack Raines
78
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1
Preorder Your Copy of Young Money, the Book!
Coming to a bookstore near you on August 4, 2026.
Apr 16
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Jack Raines
49
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1
The trillion-dollar perception gap between Silicon Valley and normal people.
Maybe the real AI winners are the folks who just don't care?
Apr 9
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Jack Raines
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Dispatch from the permanent underclass.
Come with me on a journey.
Apr 3
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Jack Raines
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Check out Young Money, the Book.
Available everywhere you buy books, starting August 4th!
Mar 24
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Jack Raines
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What Comes Next?
On anxiety, uncertainty, and all of this AI/professional angst.
Feb 9
113
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Chapter 58: From India, with Love.
A week in India for Tanmaye's wedding. Highlights include sick outfits, Delhi Belly, five days of fun.
Dec 26, 2025
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Jack Raines
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Some thoughts on "Head of Narrative"
The hottest new job in Silicon Valley.
Dec 18, 2025
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Jack Raines
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What Are You Optimizing For?
On separating the means from the ends and avoiding the inertia trap.
Aug 22, 2025
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Jack Raines
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Okay, I wrote a book.
Is this thing on?
Jul 17, 2025
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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, 2025
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Jack Raines
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Investing in Creators.
The creator economy is dead, long live creators.
Feb 17, 2025
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Jack Raines
89
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Travel Blog
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Chapter 58: From India, with Love.
A week in India for Tanmaye's wedding. Highlights include sick outfits, Delhi Belly, five days of fun.
Dec 26, 2025
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Jack Raines
48
7
Chapter 57: A Week in Tel Aviv
Tel Aviv, with friends! With a brief detour on entry.
Aug 15, 2025
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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
Weekly Newsletter
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AI's Looming Talent Retention Problem
What happens when everyone gets too rich too fast to need to keep working?
May 4
•
Jack Raines
78
4
1
Uptick in Anti-AI Terrorism
Narrative gets you to the IPO. Narrative makes everyone hate you.
Apr 13
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Jack Raines
74
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Forward Deployed Hedge Fund Analysts
Straight of Hormuz, OpenAI's new acquisition, and Mercor got hacked.
Apr 6
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Jack Raines
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Nothing is ever really "priced in" is it?
Traders don't know how to play Iran, everyone wants Anthropic stock, Perplexity Computer rocks.
Mar 30
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Jack Raines
80
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