My Essays

Although I publish regularly to my newsletter, here are a selection of essays organized by category.

I also crosspost to Substack if that’s your preferred method of essay consumption!

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Concepts & Philosophies from How to Try Again

FAILURE: Why we Should Surround Ourselves with Failure

TREAD WATER: The Heroic Act of Treading Water (For 6 Years)

PICKING GOALS: The Unfortunate, Uplifing News About Starting New Habits

TRYING AGAIN: The Beautiful Art of Starting Ugly (For Recovering Perfectionists)

EXPECTATION SETTING: The Importance of Declaring Bankrupcty

WHEN LIFE KICKS YOUR ASS: How to Create Hope, Step-by-Step


Big Topics

Wabi Sabi: A Japanese Philosophy that Changed My Life

Navigating Devastation: Acceptance over Toxic Positivity

How to Ask For Help When You Hate Asking For Help

The Mismatch Hypothesis: Why You Hate Exercise

The Beauty of Being Broken: The art of Kintsugi

Whats Your Big Why?

Mental Health: My Experience with Therapy

5 Big Beliefs I Changed My Mind On

Via Negativa: Add to Your Life Through Subtraction


Rules to Live By

Life Keeps Teaching the Same Lesson Until We Listen

How to Create your Own Rules like Samurai and The Mob

Choose Uncomfortable Growth over Comfort

The Spotlight Effect: We care too much what people thinnk

How to Overcome Impostor Syndrome

Boundaries: How to Prevent Burnout

The “Yes, And” Rule: In defense of Nuance

Ulysses Pacts: Give up on yourself to win

The Comparison Game: Don’t Be Like Me

Be Curious, Not Judgmental


How to Survive in Modern Society

5 Steps to Not Go Crazy on the Internet

5 Short Stories about Hope, Fear, and Technology

You Are A Receiver of Memory. It May Destroy You


Creating Stuff on the Internet

Creating, Fame, and Anxiety: Bo Burnham’s Burrito Ballad

How to Make Art (And Keep Making It)

Research is Procrastination: Stop Collecting Underpants

The Best Career Advice I’ve Ever Heard

The Beautiful Art of Starting Ugly (For Recovering Perfectionists)