Unpacking is a way of re-inflating all the little particulars that had to be flattened so your imagination could produce a quick preview of the future, like turning a napkin sketch into a blueprint

When people have a hard time figuring out what to do with their lives, it’s often because they haven’t unpacked. For example, in grad school I worked with lots of undergrads who thought they wanted to be professors. Then I’d send ‘em to my advisor Dan, and he would unpack them in 10 seconds flat. “I do this,” he would say, miming typing on a keyboard, “And I do this,” he would add, gesturing to the student and himself. “I write research papers and I talk to students. Would you like to do those things?”

more likely, they weren’t picturing anything at all. They were just thinking the same thing over and over again: “Do I want to be a professor? Hmm, I’m not sure. Do I want to be a professor? Hmm, I’m not sure.” Why is it so hard to unpack, even a little bit? Well, you know how when you move to a new place and all of your unpacked boxes confront you every time you come home? And you know how, if you just leave them there for a few weeks, the boxes stop being boxes and start being furniture, just part of the layout of your apartment, almost impossible to perceive? That’s what it’s like in the mind. The assumptions, the nuances, the background research all get taped up and tucked away. That’s a good thing—if you didn’t keep most of your thoughts packed, trying to answer a question like “Do I want to be a professor?” would be like dumping everything you own into a giant pile and then trying to find your one lucky sock.

When you fully unpack any job, you’ll discover something astounding: only a crazy person should do it. Do you want to be a surgeon? = Do you want to do the same procedure 15 times a week for the next 35 years? Do you want to be an actor? = Do you want your career to depend on having the right cheekbones?

High-status professions are the hardest ones to unpack because the upsides are obvious and appealing, while the downsides are often deliberately hidden and tolerable only to a tiny minority.

When you come down from the 30,000-foot view that your imagination offers you by default, when you lay out all the minutiae of a possible future, when you think of your life not as an impressionistic blur, but as a series of discrete Tuesday afternoons full of individual moments that you will live in chronological order and without exception, only then do you realize that most futures make sense exclusively for a very specific kind of person. Dare I say, a crazy person.

We tend to overestimate the prevalence of our preferences, a phenomenon that psychologists call the “false consensus effect”3. This is probably because it’s really really hard to take other people’s perspectives, so unless we run directly into disconfirming evidence, we assume that all of our mental settings are, in fact, the defaults. Our idiosyncrasies may never even occur to us.

whenever you unpack somebody, you inevitably discover something extremely weird about them. Sometimes you don’t have to dig that far, like when your friend tells you that she likes “found” photographs—the abandoned snapshots that turn up at yard sales and charity shops—and then adds that she has collected 20,000 of them. But sometimes the craziness is buried deep, often because people don’t think it’s crazy at all, like when a friend I knew for years casually disclosed that she had dumped all of her previous boyfriends because they had been insufficiently “menacing”

This is why people get so brain-constipated when they try to choose a career, and why they often pick the wrong one: they don’t understand the craziness that they have to offer, nor the craziness that will be demanded of them, and so they spend their lives jamming their square-peg selves into round-hole jobs.

On the other hand, when people match their crazy to the right outlet, they become terrifyingly powerful. A friend from college recently reminded me of this guy I’ll call Danny, who was crazy in a way that was particularly useful for politics, namely, he was incapable of feeling humiliated.

Unpacking is easy and free, but almost no one ever does it because it feels weird and unnatural. It’s uncomfortable to confront your own illusion of explanatory depth, to admit that you really have no idea what’s going on, and to keep asking stupid questions until that changes.

Making matters worse, people are happy to talk about themselves and their jobs, but they do it at this unhelpful, abstract level where they say things like, “oh, I’m the liaison between development and sales”. So when you’re unpacking someone’s job, you really gotta push: what did you do this morning? What will you do after talking to me? Is that what you usually do? If you’re sitting at your computer all day, what’s on your computer? What programs are you using? Wow, that sounds really boring, do you like doing that, or do you endure it?

It’s no wonder that everyone struggles to figure what to do with their lives: we have not developed the cultural technology to deal with this problem because we never had to. We didn’t exactly evolve in an ancestral environment with a lot of career opportunities. And then, once we invented agriculture, almost everyone was a farmer the next 10,000 years. “What should I do with my life?” is really a post-1850 problem, which means, in the big scheme of things, we haven’t had any time to work on it.

I spent so many years of my life trying to live mostly in my head. Intellectualizing everything made me feel like it was manageable. I was always trying to manage my own reactions and the reactions of everyone else around me. Learning how to manage people was the skill that I had been lavishly rewarded for in my childhood and teens. Growing up, you’re being reprimanded in a million different ways all the time, and I learned to modify my behavior so that over time I got more and more positive feedback. People like it when you do X and not Y, say X and not Y. I kept track of all of it in my head and not in my body. Intellectualizing kept me numbed out, and for a long time what I wanted was nothing more than to be numbed out, because when things hurt they hurt less. Whatever I felt like I couldn’t show people or tell people I hid away. I compartmentalized, and what I put in the compartment I never looked at became my shadow.

So much of what I care about can be boiled down to this: when you’re able to really inhabit and pay attention to your body, it becomes obvious what you want and don’t want, and the path towards your desires is clear. If you’re not in your body, you constantly rationalizing what you should do next, and that can leave you inert or trapped or simply choosing the wrong thing over and over. "I know I should, but I can’t do it” is often another way of saying “I’ve reached this conclusion intellectually, but I’m so frozen out of my body I can’t feel a deeper certainty.”

It was so incredibly hard when people gave me negative feedback—withdrew, or rejected me, or were just preoccupied with their own problems—because I relied on other people to figure out whether everything was alright.

When I started living in my body I started feeling for the first time that I could trust myself in a way that extended beyond trust of my intelligence, of my ability to pick up on cues in my external environment.

I can keep my attention outwards, I don’t direct it inwards in a self-conscious way. It’s the difference between noticing whether someone seems to having a good time in the moment by watching their face vs agonizing about whether they enjoyed something after the fact. I can tell the difference between when I’m tired because I didn’t sleep well versus tired because I’m bored versus tired because I’m avoiding something. When I’m in my body, I’m aware of myself instead of obsessing over my state, and this allows me to have more room for other people.

I think a lot of folks feel like you should be doing these certain things like writing the great American novel or reading the 100 Greatest Movies of All-Time when in actuality these are achievements that have no real guarantee of happiness. Unless you are truly enjoying those journeys, there is no reason to set upon them.

I don't think there is anything wrong with having hopes and dreams, but I do feel that maybe we allow those things to be excuses for not living a content life. I also think at times we hold onto old dreams that no longer serve us, instead of focusing on something new and more applicable to your current situation.

adulthood wasn't full of Ferraris and mansions, and I found out rather quickly that I wasn't going to save anyone, because I was struggling to save myself.

I have come to see funks as an entirely internal phenomenon: a persistent psychological block that gets darker and denser each moment you stay in it.

From Swami Vivekananda’s “Inspired Talks”:“We are what our thoughts have made us; so take care of what you think. Words are secondary. Thoughts live, they travel far. Each thought is [like] a little hammer blow on the lump of iron which our bodies are, manufacturing out of it what we want to be.”