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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 30, 20223 min read
Alone in the city
My makeshift travel work desk. One week of my NYC test run down. One week to go. I’m feeling one of two emotions at all times: I can’t...
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 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
Mar 17, 20221 min read
A simple technique for better conversations (that you can start using today)
Naturally, people enjoy talking to someone who asks questions and expresses curiosity. We all want to feel heard and feel important....


Dillan Taylor
Feb 16, 20222 min read
Stupid games
Naval Ravikant said, “Play stupid games, win stupid prizes.” This sounded a bit harsh and over-dramatic when I first heard it. It took me...


Dillan Taylor
Feb 11, 20222 min read
Friend red flags
One of my besties came over yesterday and we discussed building new friendships. As we get older and as our relationships evolve or fade,...
Dillan Taylor
Feb 10, 20221 min read
Ty
Yesterday, I posted a blog about some burnout I’m feeling. I got nine different texts from people asking if I was okay or offering to...
Dillan Taylor
Feb 3, 20221 min read
Good friends vs. great friends
“Good friends consume together. Great friends create together.” I heard this from comedian Hasan Minhaj in an interview last month. It...
Dillan Taylor
Jan 28, 20221 min read
The dating market
I’ve been sitting at my desk for ten minutes thinking about what to write for today’s blog. To be honest, I have COVID brain. It’s a bit...


Dillan Taylor
Jan 22, 20222 min read
The 6 people in every relationship
Is it possible to be our genuine selves around other people? That may sound a little woo woo but it’s the question I mulled over...


Dillan Taylor
Jan 8, 20221 min read
More feedback
I’m in Philadelphia visiting two of my best friends. Connor, Laura, Dill. (This picture was taken last year.) They hosted me yet again...


Dillan Taylor
Dec 27, 20213 min read
I wrote letters to all the people I love—Then I read them to them
Back in October, I visited a few coaching friends in Vancouver Island, meeting them in person for the first time. While at one friend’s...


Dillan Taylor
Dec 23, 20211 min read
It doesn’t take much
Avocado toast with: bacon, eggs, tomato, and sprouts & a mixed berry cream cheese pastry I forgot the name of. Without exaggeration, the...
Dillan Taylor
Dec 10, 20211 min read
Icebreaker deck
This is not a paid promotion. As a gift for yourself or someone else, I highly recommend BestSelf’s Icebreaker—Deeper Talk deck. This...
Dillan Taylor
Dec 9, 20211 min read
Friend systems
I had my biweekly phone call with one of my best friends yesterday. She lives in Rwanda. Last week I realized we had been keeping the...


Dillan Taylor
Nov 29, 20213 min read
A weird key to success
It’s strange to claim that I’m successful. But I certainly feel like I am. As we’ve heard many times before, the word “success” means...


Dillan Taylor
Nov 22, 20213 min read
Fuck Off Day
Last night, I went over to my best friend’s house for dinner. He and his partner were telling me about the move to intentionally add...


Dillan Taylor
Nov 20, 20211 min read
The sexiest thing in the world
I’ve been in relationships for a number of different reasons. • I was attracted to her • I cherished the flow of conversation • She made...
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