An Interview with Alain de Botton

Alain de Botton thinks you’re a hellish proposition.

It’s nothing personal, mind. Basic sanity is simply beyond our reach. Everyone has an appalling amount wrong with them. The only people we can think of as profoundly admirable are those we don’t yet know very well.

I’m eager to establish my muttonhead bona fides as soon as possible, so I botch six separate attempts to secure the Skype connection to London. De Botton waits patiently, gently offering suggestions as if to a rather dim child.

That ought to do the trick. Now we have a clear line, from one hellish human to another…

eating the same food every day

Same Salad, Different Day

Probably you’ve read articles about how Obama wears the same suit every day, or Mark Zuckerberg has seventeen identical grey t-shirts in his wardrobe. The idea is to deliberately eliminate inconsequential daily choices and free up mental bandwidth for more important decisions; like ordering extrajudicial killings or strip-mining billions of people’s private information to sell to advertisers.

I say this lifehack is is much more useful and wide-reaching than streamlining your wardrobe: you can automate the important things, too.

If you wear the same outfit over and over, nothing bad happens. Maybe you don’t get invited to Fashion Week. But what if you eat the same food every day?

Constraints that liberate cover image

Constraints That Liberate

“Every morning I roll out of bed and ask myself, what should I do today?”

These were the very first words I wrote on Deep Dish, 2.5 years ago. I’m as surprised as anyone to find that I still have that same untrammelled freedom today. If I had to try and pin down the central theme of this blog, it’s exactly that: opening up your options. I’m not going to stop writing about that stuff any time soon.But I do want to introduce a new through-line.

Something I’ve learned the hard way during this extended sabbatical is that you can absolutely have too much of a good thing. Total unconstrained freedom is – well – kind of freaky, actually…

Digital Minimalism review - cover image gazing into the abyss

Digital Minimalism Review: Gazing Into the Abyss

Maybe you hear a mischievous little voice in your head that whispers ‘jump!’ every time you walk across a bridge, or lean over a balcony. In a similar way, I have recurring fantasies of shutting down my social media profiles, deleting this website, and generally trying to erase my presence from the Internet.

And so, I need to read a book called Digital Minimalism like a depressed person needs a lecture on antinatalism. Of course, I read it anyway…

How to read 100 books a year cover image

Tips For Reading 100+ Books a Year

There’s a stomach-sinking moment of realization that comes in every reader’s life: you’ll run out of years long before you run out of books. Like the monstrous hydra, every title struck off your reading list spawns three more to take its place. The unread piles glowering at you from the bedside table only grow larger. So many secrets, so little […]

Goals Gone Wild

Every month, the blogging mafia convene: if you know what’s good for you, the first post of the year better have something to do with goals and resolutions, and at least one mention of the phrase ‘new year, new me’. I’m sorry! They’ll break my kneecaps if I don’t do what they say! My compromise is to write a post […]

An empty pier stretches into cool blue water on a blazing hot day.

How to Save $100,000 by Age 25

For the first time in my life, I have absolute freedom to only pursue the things that interest me. The last two decades have been an uninterrupted freight train of schooling and work, so it’s a pretty surreal feeling. There are moments of pure elation, and even the occasional faint trace of guilt. Did I cheat, somehow? Surely it can’t be this easy? I’m waiting for a giant skyhook to descend from the heavens and hoist me up by the seat of my elephant pants, violently jerking me back into reality. It wasn’t until 2013 that I even twigged this was an option…