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Dillan Taylor
Jul 14, 20223 min read
I sold out and got a Patreon
Voted World’s Okayest Blogger 2022. (Here’s a short and fun video on the term “sellout.”) What I’ve done I don’t actually think I’ve sold...


Dillan Taylor
Jul 12, 20224 min read
About New York…
My friends and readers of this blog know that I’ve been preparing to move to Brooklyn later this year. Mostly because I won’t shut up...


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
Jan 31, 20222 min read
Money will solve your problems
This video changed the way I think about money. In it, Casey Neistat responds to the question: Can money solve your problems? In short,...


Dillan Taylor
Jan 29, 20222 min read
Buying nice things
I don’t really buy nice things. Except when I do. Aside from some necessary outdoorsy items in Vancouver Island, I haven’t purchased any...

Dillan Taylor
Jan 20, 20221 min read
It’s that time of the year
I wrote a blog yesterday about being financially transparent. One friend commented: “When we talk about money more casually, we can share...


Dillan Taylor
Jan 19, 20222 min read
Should we be able to talk about money?
Money can be a sticky thing. There’s this age-old taboo that says we shouldn’t talk about money or ask people about theirs. I think we...


Dillan Taylor
Jan 11, 20222 min read
It’s never enough
Yesterday, my best buddy and I won $1,000…each. It was a raffle for subscribing to The Hustle, an extraordinary newsletter on the worlds...


Dillan Taylor
Dec 2, 20212 min read
Another trip to Brooklyn
I’m moving to NYC in October 2022. That decision came from a fairly nutty weekend spent there in September. I visited my coaching buddy...


Dillan Taylor
Nov 30, 20211 min read
The very simple truth about Black Friday
It took me about 25 years to realize this. If we ever buy anything simply because it’s on sale, we did not save any money. Example: I...
Dillan Taylor
Sep 7, 20211 min read
Want to make more money?
In the world of business, there are naturally people who do sketchy shit to acquire wealth. But the majority of folks do so by following...
Dillan Taylor
Jul 13, 20211 min read
The E-Myth
I just finished The E-Myth Revisited by Michael Gerber. It was a super helpful, albeit cheesy book on running a business. Here are my...


Dillan Taylor
Jul 3, 20211 min read
If I had a million dollars
If you won $1,000,000 tax-free…and had to spend it on things for yourself (meaning: no buying things for others, investing, or saving),...
Dillan Taylor
May 29, 20212 min read
Two simple questions
A few weeks ago, my coach asked me these two simple questions and my life hasn’t been the same since: 1) What do you want to create? I...


Dillan Taylor
May 27, 20212 min read
The story in all of us
My coach said something revolutionary yesterday on our weekly group call. Whether it’s in coaching or just in our day to day lives, the...


Dillan Taylor
Apr 5, 20212 min read
Picasso’s napkin
There’s a popular anecdote in the personal development world that accounts one woman’s encounter with Pablo Picasso. Much of it has been...
Dillan Taylor
Mar 26, 20211 min read
Nothing’s wrong
Yesterday, I was being coached by my partner in my coaching program. He and I were diving into the stress and anxiety I feel over money...
Dillan Taylor
Mar 17, 20211 min read
What are you willing to invest in?
Yesterday, I signed up for my first coaching certification program. It entails joining a community of coaches for weekly calls and...
Dillan Taylor
Jan 27, 20211 min read
The one proven way to get wealthy
Is to simply bring more value to others than anyone else. High levels of wealth can surely carry corruption and greed… But Jeff Bezos...
Dillan Taylor
Dec 5, 20201 min read
Remember Your Training
You’ve been training your entire life for today. Every single decision you’ve ever made has led you to where you are right now. Your bank...
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