Routines vs Rituals Cover

Protect Your Routines, Not Your Rituals

When I don’t leave the house, I won’t get much done. That’s the deal my brain has struck with itself. Little of my best work has happened at home. I’ve always been most productive when I separated the two, and being self-employed while living in a studio apartment has only confirmed that trend.

It doesn’t matter when I leave the house. As long as I do and arrive at an office, a Starbucks, literally anywhere with wifi, productivity will follow. The other day, I went to WeWork at 6 PM on a Saturday to shop Christmas gifts. It worked! Even a task as trivial as booking a train ticket, I’d rather do “at work” if you gave me a choice.

Lately, my mornings look like this: I wake up at 7, drink water, and brush teeth. I do some push-ups, some sit-ups, and shower. I meditate for 10–15 minutes, get dressed, grab a banana or prep some food, and go. That’s a lot of stuff. The part that matters, however, is that I leave the house. I could skip all the rest, and sometimes, I do. I might meditate at work or shower at night. I’ll move my workout or get food on the way.

The point here is that some habits deserve protection, whereas others do not. To determine which is which, I like to separate them into two categories: Routines vs rituals.

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Sometimes, the Work Is Easier Than the Workaround

When my favorite writer stopped writing, I decided to save all his articles, lest he delete them. I knew I could save them one by one in Evernote, but since he had published over 100 pieces, I thought there might be a way to avoid this tedium.

I asked a developer friend for help, and he referred me to another mutual friend of ours. I messaged that friend on Slack but didn’t get a response. A week later, I emailed him. A few more days went by, but then, he responded.

My friend suggested two scraping tools for the job. I started comparing their features and pricing. As it turned out, one tool would limit exports on a free trial, so I went with the other one. I downloaded it, installed it, and made an account.

The tool was pretty technical, so it took a while to grasp the basics. Eventually, I got it to load my favorite author’s index page, where all his stories were linked. Then, however, the tool required making complex workflows, and to top it all off, it only seemed to export to CSV, not PDF.

At this point, I finally decided the juice was no longer worth the squeeze. I sat down after lunch, sipped some coffee, cranked up the music, and went to work. One by one, I opened each article in a new tab, clicked the Evernote Web Clipper, chose the right output settings, and saved it.

Some pages took forever to load. Chrome groaned under the pressure. Evernote kept changing its settings, so I had to fiddle with them each time. After about an hour, however, I made it. There it was: My favorite author’s entire essay collection, preserved for future readings.

All in all, saving 100+ articles by hand was boring, tedious, and eye-roll inducing. I felt grumpy, annoyed, and frustrated at times. In short, it was exactly what you’d expect it to be. It was also, however, the 100% right thing to do — the shortest path to results, and thus the quickest way to satisfaction.

“Work smarter, not harder!” It’s a piece of advice cited like gospel in meetings, speeches, and job interviews. But how much time do you spend trying to out-smart the work? Isn’t thinking the hardest work of all? Thinking a lot without meaningful breakthroughs — there’s hardly a faster way to exhaustion.

Sometimes, it’s better to admit you’re not that good at it. Sometimes, the work is easier than the workaround.

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The 3 Rules for Dropping Projects

It’s an unwritten law of entrepreneurship that for every project you stick with, there are at least three you’ll quit or never start.

In my case, there’s the car blog, the car Instagram, the inspired quotes Instagram, the animated quotes app, the anti-stress course, and hundreds of deleted article ideas — and those are just some of the least public of my failures. I quit my Substack newsletter after six weeks, quit as editor of Better Marketing, and quit another newsletter to write a book, which I then quit to write another book. I’m now on book #3 and have given up announcing. Quit, quit, quit.

On the plus side, it is only out of this flaming pile of failures that a handful of lasting, rewarding projects were able to emerge. Projects like Four Minute Books or my writing course, which pay the bills and align well with my long-term mission of being a writing-focused writer.

On Shark Tank, one of Kevin O’Leary aka Mr. Wonderful’s most common pieces of advice is to “take that idea behind the barn and shoot it.” He has no qualms about telling people with six figures in sales to drop a product that’s already dead but doesn’t know it yet. But how can you tell? What do you do if you don’t have Mr. Wonderful yelling in your face?

One mistake we make is that we try to evaluate each new idea on its own merits rather than relative to what we’re already doing. Everyone wants 100,000 Twitter followers, but unless you have indication to believe tweeting would be a better use of your time than your current project, you shouldn’t start posting memes on a whim. Similarly, while writing a book is hard and takes forever, it could be the right move at the right stage in your career.

To help you determine what to drop and what to rock, here are three lessons I’ve learned over the years. I try to live by these rules, and they’ve made my life a lot easier.

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You Must Meme Your Dreams Into Existence Cover

You Must Meme Your Dreams Into Existence

Why is America “The Greatest Country in the World™?”

Unlike Italy (Caesar), Greece (Alexander the Great), and Mongolia (Genghis Khan), America never ruled half the known world. In fact, America is only 200 years old. It’s one of the youngest countries of all.

So why do they get that slogan? America gets that slogan because for all 200 of those years, they’ve been yelling it at the top of their lungs. When the founding fathers put their signatures on that document, they said: “This is what makes a country great.”

Ever since, America at large has been saying, “Look! This is what makes a country great. And we’re doing it! Look at us! That is why our country is the greatest.” It’s marketing — but it works.

“Which country is the best?” is a stupid question, of course, but let’s ignore that for a second. For any of the years it has existed, including this one, you could argue a thousand ways that America is not the greatest country in the world. You could use facts. You could use opinions. You could use ideas. What about originally taking the land from Native Americans? What about slavery? What about the problems with energy, finance, poverty, food, race, and a million other things? Every country has problems. America is no exception.

And yet, if you could put your ear on the global chatter-chamber, you’d find there’s no debate: By and large, people around the world agree that the USA are “The Greatest Country in the World™.” It might not be more than half the global population, but it sure is a hell of a lot more than just the 328 million people who live there. How many dream of moving to the USA? Billions.

USA wins, and it wins because when it comes to “the country reputation scoreboard,” Americans have made up a competition and declared themselves the winner. They’ve memed the outcome they wanted into existence, and even if the memes were just made up, the result is very much real.

Achieving your dreams works the exact same way.

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The Office Isn’t Dead

If home is where I live, the office can be where I work. I’ve never had a problem with this distinction. In fact, I used to quite like it until it disappeared.

If I ask you “How’s the office?” right now, you’ll probably say some version of: “What office? My office is everywhere, as long as it’s in my house.” But what if I slightly alter the question? What if I ask you: “How do you feel about the office?” What’s the first thing that comes to mind?

Maybe, it’s the spicy hot dogs you inappropriately ate at 9 AM in the morning in the canteen of the place you interned at when you were 23. Maybe, it’s that one overbearing boss whose antics made you paranoid about details in a way you can’t quite shake to this day, paranoia you now often wonder about, hating it, yet thinking it may actually, ironically, contribute to your success.

Maybe, it’s the friendly doorman greeting you with a relentless smile each morning as you entered a big skyscraper you knew you’d only leave when it was dark again. Maybe, it’s the pungent smell of your colleague’s desk plant, a plant you wanted to throw into the trash every time you walked by but that now, you still somehow seem to miss.

Whatever they may look like, chances are, your feelings about the office are more complicated than “I’m so glad to be rid of it.” At least mine are.

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You Don’t Need New Friends

A few weeks ago, I messaged an old friend. After some chit chat, she said: “We should catch up some time!” Instead of agreeing with the usual “For sure!” that never leads to anything, this time, I did something different: Right then and there, I hit the call button — and we talked for 20 minutes.

We talked about our careers, about the compromises in our relationships, and about how the pandemic has affected us. We talked about our plans, the memories of our time together, and about how we can’t believe it’s been eight years since we saw each other in person.

It was a deep, fun, and invigorating conversation, and that’s why, unlike many others, I still remember it today. When I reflected on the experience later, I realized: I have hit the stage in life where I don’t need new friends — I need to make sure I don’t lose the friends I have.

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If You Can’t Beat the Fear, Just Do It Scared

Glennon Doyle knows what fear is. The fear of eating, fear of drinking, and fear of speaking. The fear of saying what she wants, changing her mind, and admitting her marriage isn’t working.

Doyle struggled with bulimia, alcoholism, and other addictions. Her ex-husband was unfaithful. How should she raise their three daughters? How could she explain she now loved a woman?

More so than most people, Doyle needed her own advice: “If you can’t beat the fear, just do it scared.”

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Why I Quit My Substack After 6 Weeks and $3,700 in Revenue

If you don’t separate what’s working from what you wish was working, you’ll never commit to the right projects. This is a story about learning to tell the difference.


On January 11th, I started a freemium newsletter. I called it “You — A daily email full of inspiration, smart ideas, and emotional support for the most important person in your life.

Three times a week, it was free. For two extra editions, plus audio recordings, plus community interaction, you had to pay. I launched with a discounted rate of $5/month or $50/year, which later went up to $7/$70. I started with 27,000 email subscribers, painstakingly acquired over the last seven years.

After six weeks, I had about 70 paying customers, for a projected annual revenue of about $3,700. I took a week off for my 30th birthday — and then I quit. I refunded everyone and shut the project down.

Here’s why in 5 lessons.

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You Will Learn To Love the Work You Choose

Our brain turns memories into stories. The difference is that a story will always make sense, while your memories may not.

If you’ve ever told an anecdote at a party and left out a tiny detail in service of the punchline, you know what I’m talking about. Maybe, the car had already stopped when you jumped in to save the puppy. Maybe, the wall you climbed wasn’t all that high. Shhhhh! It’s ok. I won’t tell anyone.

The most curious aspect of this is that the more you retell a story, the more polished it becomes. With every iteration, your memories warp a little more to match the consistency of the story — until the line between them gets so blurry, you start believing the story is the memory. That’s how strong our brain’s desire for coherence is.

While it’s harmless to take some liberties with a childhood adventure to make others laugh, when it comes to your career, you must resist your brain’s addiction to narratives.

If you don’t, one day, you’ll no longer be able to make good decisions — simply because they don’t fit the story arc you’ve created in your mind.

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The Wheaton Scale of Productivity Cover

The Wheaton Scale of Productivity

When you no longer have to work, how do you decide what to work on — and how much you work at all? Most people will never face this question, and so they zone out when others ask it.

Let’s consider a man named Jack. Jack thinks the above question is stupid. He assumes that if he didn’t have to, he’d never choose to work. In fact, why would anyone? Ironically, with that kind of mindset, if Jack came by some money, he’d just spend it all and, ultimately, be forced to go back to work.

Meanwhile, Blair has ventured deep into the world of work. She has studied productivity, time management, and flow. She knows about philosophical concepts like zen and self-actualization. She is thinking about leverage, delegating, and the impact her work makes on the world as a whole. Blair has had jobs where she was happy and jobs where she was miserable, and so, when she hears the above question, she is intrigued.

The reason Jack and Blair can barely have a conversation about work is that they’re too far apart on the Wheaton scale of productivity.

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