Jack's Favorites

What Are You Optimizing For?

On separating the means from the ends and avoiding the inertia trap.

Aug 22 •

Okay, I wrote a book.

Is this thing on?

Jul 17

Another trip around the sun. Some thoughts on saying goodbye to my mid-20s, going monk mode for a few months, etc.

Apr 7 •

Investing in Creators.

The creator economy is dead, long live creators.

Feb 17 •

The Late-20-Something's Professional Dilemma

On the pressure to figure out your "thing".

Jan 23 •

A new appreciation for South Georgia, a few other thoughts.

Dec 6, 2024 •

You Only Have to Get Rich Once.

Hitting it big in the market is electrifying, but can you hold on to what you made?

Nov 21, 2024 •

Some Thoughts on What Makes New York so Great.

I have, surprisingly, become New York City's biggest apologist.

Oct 17, 2024 •

Status Games Rule Everything Around Me.

Everyone's chasing something.

Oct 3, 2024 •

The Cost of Apathy.

Modern life has a modern problem: we don't have to do anything.

Aug 6, 2024 •

The Overton Window Has Shifted

Some thoughts on the political vibe shift over the last few months.

Jul 26, 2024 •

The Purpose of Things Isn't to Stop Doing Things.

Some thoughts on the dangerous idea that we should outsource many aspects of our lives to technology.

Jul 11, 2024 •

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