Meta-Skills, Macro-Laws, and the Power of Constraints

Nearly every science-fiction novel seems to agree on one thing: in the future, work will be indistinguishable from art. Such wide agreement suggests that work is far more than a means of income generation. Even in a robot servant utopia, with all our practical needs taken care of, human work will still have a purpose. To find or make meaning, to know thyself, to create beauty or value in the world. Productivity is helpful in these deeper pursuits because the fundamental questions it seeks to answer—how order arises from disorder, complexity from randomness, and ends from means—are the very same questions essential to understanding sentience, life, the universe, and everything.

It’s been noted that the best writers know the rules of writing well enough to break them in creative ways. The rules in this way are more than rules. In the beginning, they are crutches. Later, they become guides and useful defaults. Eventually, they become springboards. They crystallize the moments where a writer has to decide what she believes, who she isn’t, and by process of elimination, who she is.v7.001

This is the same role, I believe, that “tips and habits” play in productivity: rules that are designed to be broken in a journey of self-discovery. They resist a little bit, asking “Are you sure you want to choose your own adventure?” Which is helpful, because many times you shouldn’t. This changing role makes it irrelevant whether a piece of productivity advice is “right” or “wrong.” What matters is how fruitful of a domain it circumscribes, and thus whether it’s worth the effort to redesign it. It’s not important whether you “believe in it” or not, but whether you can articulate how it fits (or doesn’t) within your personal system of truths.

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Examining the Accidental Life

I only have two basic moods accounting for most of my waking hours: one marked by mild to severe ennui, and the other by a rushing energy. Refractory state and burst state. I seem to have largely random-walked through an accidental life so far, imposing barely any discipline on this basic, ungoverned, binary life process. I have no thoughtfully constructed scaffolding of habits and rituals in my life, just a few accidentally set ways. My biggest adult achievement in that department is learning to floss regularly.

I do have a rare third state though, one that only seems to appear only when I am in certain kinds of places, like off-season beach resorts. Like Cannon Beach, on the Oregon coast, a couple of weeks ago. Or the Outer Banks several years ago (which inspired my 2009 post, How to Think Like Hercule Poirota personal favorite).

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By definition, off-season means most humans don’t like these places during these times. Most waterfront businesses are closed. There are no peak-season activities on offer. You’re out on a mostly empty, slightly chilly, grey, and cloudy beach. It’s a satisfyingly atemporal environment.

Something about such outings deeply relaxes me. And after years of doing such trips, I think I am beginning to understand why. I think it is because my natural home state is being peacefully lost. Going to a place that, temporarily, doesn’t know what to do with itself,  is one good way to be at peace with being lost. An environment that doesn’t know what to do with itself, and is in no particular hurry to find out, is an an environment that doesn’t know what to do with you. And much of the stress of being lost, after all, comes from the environment pestering you to do stuff.

I like not knowing where I am, where I am going, why, or how I am going to get there. And I like it when the environment leaves me alone in that state.

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A Framework of Experimental Habit Formation

One of the key challenges of living and working in the future will be continuous learning and experimentation. I’d like to propose a framework for guiding these efforts that is both feasible and focused on the individual: experimental habit formation. I believe it can help resolve one of the fundamental paradoxes of modern life: how to balance our need for stability and routine with our thirst for novelty and exploration.

Experimental habit formation is a precursor and gateway to behavior change. The question “ How do I change?” is not enough, because it presupposes that you know which behaviors to adopt; even if you do, that these behaviors will lead to the outcomes you expect; and even if they do, that these outcomes will remain personally relevant and meaningful forever. By replacing these risky assumptions with tests, experimental habit formation provides a sandbox to “debug” new behaviors before wider deployment.

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The Holy Grail of Self-Improvement

The holy grail of self-improvement in modern times is a framework for individual experimentation and learning that can be used by the average person. The key question such a framework would have to answer is “How do people change?”

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In this essay I will suggest possible answers to this question by looking at the recent history and theory of behavior change, the main obstacles this framework would have to address to be feasible, and a few promising directions from research and practice.

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Productivity for Precious Snowflakes

We’ve been told for years now that what our parents and kindergarten teachers told us is not, in fact, true — we are not each and every one of us special unique snowflakes destined for greatness. In this essay I want to offer a new theory of productivity for those of us who, despite all the evidence to the contrary, still believe there is something valuable about our particular point of view. I will argue that the fundamental driver of creative work today is not values, goals, or processes, but unique states of mind.

Two identical snowflakes, via the NYT

Let’s start by taking this idea to unreasonable extremes: hyper-advanced aliens and digital souls.

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Inbox Zero versus Flow Laminar

The world of stream-metaphor workflows in tools like Slack and Github — with strongly emphasized temporal structure, and the realistic probabilistic expectations of chat replacing the illusory deterministic expectations of email — has made me reconsider how I think about information processing. In particular, I’ve moved from an Inbox Zero mental model to a Flow Laminar mental model, as illustrated in this picture.

Inbox Zero, while a great concept within the limits of email and paper (“Clean Desk policy”), is a fundamentally authoritarian high-modernist concept. It creates a strong, bright line between profane and sacred regimes of information, and encourages you to get to illusory control (a clean inbox) by hiding precisely the illegible chaos that’s tempting and dangerous to ignore (if you use folders, you likely have one or more misc folders even if you don’t call them that). This is dangerous because you’re just moving unprocessed chaos from a procrastination zone with strong temporal cues (the Inbox) to a denial zone with broken temporal cues (the set of de facto misc folders).

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The Mother of All 2x2s

A few weeks ago, I tweeted that I had made up the mother of all 2x2s — taxes vs. play/death vs. life — and that a large fraction of the models I’ve been playing with over the last couple of years, here on this blog, seem to fall neatly into (or are amenable to being forced without too much arbitrariness into) this 2×2. Understandably, there was some skepticism. Well, here we go. I’ve put not one, not two, but thirteen of my models (some of which I haven’t shared before) in 2×2 forms. Not only that, I figured out a personality test of sorts based on these models. For convenience, I made a deck out of the 2x2s rather than making this a blog post with 13 images. If you have trouble viewing the deck below, use this link to view it directly on slideshare.

I am working on refining this, and also developing versions for businesses, cities and nations.

I suspect this will not make much sense to people who haven’t been following along on this thought trail, and will require some work even for those who know where this is all coming together from. At some point, I’ll put together a talk track or an expository essay, but if you’ve read at least some of the posts linked on the first slide, you should get at least a sense of the multi-model. You should be able to usefully try out the personality test even if you don’t quite understand every 2×2, but are able to classify yourself on most of them.

A Dent in the Universe

At higher levels of the Maslow hierarchy, imagination is a survival skill. At the apex, where self-actualization is the primary concern, lack of imagination means death. Metaphoric death followed by literal death of the sort that tortured artists achieve through suicide. Less sensitive souls, such as earnest political philosophers and technically brilliant but unimaginative mathematicians, seem to end up clinically insane and institutionalized. Or as ranting homeless psychotics.

One way or the other, once you’ve clambered and backslid past the lower levels of the hierarchy, and found a shaky foothold near the top of esteem, lack of imagination kills as surely as hunger or guns. It just takes a little longer. We subconsciously recognize this threat, which is why we eagerly accept almost any excuse to arrest development at the esteem stage. The market for mostly harmless theaters of self-actualization thrives because we know the real thing punishes failure with death or madness. It’s the difference between a shooting video game and a war.

Which is not to say that imagination is not useful at lower levels. Presumably there are imaginative ways to escape from a bear chasing you or feed yourself. But some pretty unimaginative animals seem to manage using robotic instincts alone, so clearly imagination is not necessary. It is only sometimes useful, and often a liability.

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But at higher levels,  imagination is necessary for tackling life. This is because, at higher levels of the hierarchy, the problem is  surplus freedom: what do you do when there is nothing specific you have to do? Where there are many sufficient paths forward, but no necessary ones?

Whatever you do, it turns out that being imaginative in dealing with the challenge of surplus freedom amounts to what Steve Jobs called putting a dent in the universe. Wanting to put a dent in the universe is not a matter of first-world entrepreneurial self-aggrandizement. It is a matter of life and death for everybody who is not killed by something else first.

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The Heroine’s Journey

What are women afraid of? Why do women matter? How are women useful? Do these questions have gender-specific answers?

In The Power of Myth, Joseph Campbell says that a hero is “someone who has found or achieved or done something beyond the normal range of achievement and experience. A hero properly is someone who has given his life to something bigger than himself or other than himself.” He goes on to distinguish between physical heroes, those who do deeds, and spiritual heroes, those who “[have] learned or found a mode of experiencing the supernormal range of human spiritual life, and then come back and communicated it.”

This is a grand and beautiful model. And especially when we just leave it at “someone who has achieved something beyond the normal range of achievement and experience,” it works very well for a hero of any gender. But when Campbell gets into the specifics of what counts or is celebrated as an unusual achievement, or how that achievement goes about getting done, I start thinking “well those are pretty unambiguously good achievements, but they’re also pretty male.”

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Learning from Crashes

I came up with a neat and compact little definition of a crash as a result of the recent ongoing obsession with the idea we’ve had around here. A crash is an unexpected subjective reaction to an unexpected real-world outcome.

Both parts are important. If you have an unexpected outcome to an activity, but are able to just roll with it without experiencing any mental states you haven’t encountered before, it isn’t a crash. Having a flight canceled isn’t a crash. It’s simply a contingency that you deal with by replanning your travel. Annoying, but hardly a case of unexplored emotional reaction territory.

Equally, having an invisible and private emotional meltdown with no visible external trigger events is not a crash (though it might lead to one).

A crash is something like a failure, but more general and less loaded with negative connotations (think “crash a party”). You can generally predict the kind of emotional reaction in a failure, but not the degree. A crash generalizes this idea: with a crash, both kind and degree of emotional reaction are unexpected. So unlike failures, crashes can be both positive and negative, and are invariably interesting, which to me is a more interesting feature of a situation than its emotional quality.

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