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Dillan Taylor
Apr 24, 20234 min read
Permission to be silly
El Ateneo Grand Splendid, “the world’s most beautiful bookstore.” I used to be quite silly. I would yell, play different characters, and...


Dillan Taylor
Apr 10, 20233 min read
The Ravioli Lady
Palermo Hollywood, Buenos Aires. A few nights into living in Argentina, I did a solo dinner at the pasta place near my apartment. Armed...


Dillan Taylor
Apr 3, 20232 min read
Why do I take cold showers?
I take very cold showers three or four times a week. I dread it just about every time. There are well-known physical benefits: boosts...


Dillan Taylor
Mar 2, 20239 min read
29 life tips on my 29th birthday
No, I don’t feel older. But I do feel wiser. Here are some things I’ve learned in these 29 years. Hope you find one of them valuable. 1)...


Dillan Taylor
Jan 24, 20235 min read
I should care about this thing, but I don’t—What do I do?
West Virginia, 2022. For all of my 20s, I would list family as one of my top priorities. But there was a problem. It wasn’t. From 18-23,...


Dillan Taylor
Jan 14, 20233 min read
The subtle habit you need to stop doing
I’m Dillan, and I’m a recovering shit-talker. When I failed college in 2017, I got a job at the Cheesecake Factory. There I started...


Dillan Taylor
Sep 28, 20225 min read
10 tricks to living a shittier life
Since attempting suicide in 2017, I’ve been obsessed with living a better life. I’ve even made a career out of helping people improve...


Dillan Taylor
Aug 10, 20222 min read
What are you willing to sacrifice?
What is a strength of yours that is also a weakness? My buddy asked me that last year and it led to a wild conversation. My answer? “I...


Dillan Taylor
Jul 18, 20223 min read
The 2 options for learning something
Last week, I took my friend to her first jiujitsu class. She’s athletic and open-minded so I thought I’d show her the misery I put myself...


Dillan Taylor
Jun 29, 20222 min read
Solving vs. Managing
What’s the solution to overwhelm, poor health, and money problems? I have no clue. There are thousands of possible steps one could take...


Dillan Taylor
Jun 7, 20226 min read
I thought I wanted to move to New York
What I’ve been doing Two friends texted me today saying they missed the blog. One included a crying emoji. Sometimes I go weeks posting...


Dillan Taylor
May 24, 20222 min read
I wanted to hate NYC—I don’t
Sunday was the first night of my two-week trial run living in Brooklyn. It was heavenly. I get anxious every time I see the Manhattan...
Dillan Taylor
Apr 21, 20223 min read
Time doesn’t fly; you’re just not paying attention
People say: “When you’re 10 years old, a year is 10% of your life. But when you’re 50 years old, a year is only 2%. That’s why time...
Dillan Taylor
Apr 20, 20221 min read
What we don’t see
When we look at famous actors, we don’t see all their failed auditions. When we look at pro athletes, we don’t see the other 99% who...


Dillan Taylor
Apr 16, 20221 min read
The gift of suffering
We were not suffering in this photo. My friend and I saw a play at the Kennedy Center last night. It was lovely. Things shutting down for...


Dillan Taylor
Apr 15, 20222 min read
Grow a mustache—Why you should be more polarizing
(Yes, ladies. Even you.) The idea I want to alienate more people. Let me explain. The goal is not to go out of my way to piss people off....


Dillan Taylor
Apr 14, 20222 min read
You can do it (actually)
Here’s a self-improvement cliche: You are capable of so much more than you think. I check in with my coaching clients every two months or...


Dillan Taylor
Apr 5, 20222 min read
What I learned from Will Smith’s slap
I never thought I’d use this blog to respond to pop culture, but here we are. Anyone with eyes knows about what happened at the Academy...
Dillan Taylor
Mar 31, 20221 min read
On confidence
Confidence is not a necessity. It’s a reward. I’ve had nearly a thousand coaching conversations with people. I’ve heard it every week for...


Dillan Taylor
Mar 28, 20222 min read
Startups suck
That sounds harsh. Here’s what I mean. When I visited my friends in Philly this January, I walked one of them to the train station. We...
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