Wayfinder's Almanac

AI is the best teacher you’ll ever have

Read this if you enjoy learning for the sake of knowledge

Jul 7

1

June 2026

It is ok to outgrow yourself

If you don't do the scary things, then you're wasting your time

Jun 27

1

May 2026

Why I pay over $5000 to live in a San Francisco 1-bedroom

A Plinko board of opportunities, choices, and consequences

May 30

1

2

2

April 2026

Every religion is right about one thing

And it's the way you get your life back

Apr 21

2

March 2026

Curtis Sliwa and One Million Dogs

A symbol worth dying for

Mar 1

2

3

1

January 2026

Be more than just a pickleball guy

Be someone worth knowing

Jan 24

3

December 2025

What will they write on your headstone?

An argument for making sure you have a good catchphrase

Dec 30, 2025

3

1

Turning conversation into a dance

When the only intention is connection, there is nothing left to fear

Dec 18, 2025

3

1

Why you should change your name

Or: Dare to create your own rite of passage

Dec 8, 2025

5

3

1

Video Companion to 'Everyone is soft now'

Why you should stop trying to be so comfortable all the time

Dec 3, 2025

5

4:31

It really is amazing how soft everyone is now

Seriously, comfort is killing your happiness

Dec 2, 2025

3

2

2

November 2025

Bill Ackman pissed everyone off but he's right

His lesson on how to approach people confidently in public

Nov 16, 2025

4

2