Don’t Surround Yourself With Smarter People

There is an idea that I have been guilty of uncritically parroting and promoting in the past: surround yourself with smarter people. Another popular version is never be the smartest guy in the room. 

Beneath the humblebragging  in both versions (your cut-off for smart is a de facto declaration of “look how smart I am; only Einsteins are worthy of surrounding me, and I understand the things they say!”), there is a basic logical issue: If the smarter people are dumb enough to surround themselves with the likes of you, they are dumber than you, which means they’re smart and you’re dumb. Wait. What?

This is not just a cute paradox, it’s a fatal Godel-level error that crashes the whole smarmy idea. The only way to make it work is hypocrisy: adopt at least a double standard (and preferably an n-standard, where is the number of people) for “smart.” You’re street-smarter than me. But I’m book-smarter than you. And our friend over there is potato-smarter than both of us. This is the juvenile stuff of folk tales, caper movies and self-consciously different band-of-misfits superhero coalitions.

Yet, there seems to be a germ of truth to the idea.  My alternative to the heuristic, which many of you have heard in off-blog conversations, is that I am only interested in people as long as they are unpredictable to me. If I can predict what you’ll do or say, I’ll lose interest in you rapidly. If you can keep regularly surprising me in some way, forcing me to actually think in unscripted ways in order to respond, I’ll stay interested. It’s reciprocal. I suspect the people with whom I develop long-term relationships are the ones I surprise regularly. The ones who find me predictable don’t stick around. We’re not talking any old kind of surprise, but non sequiturs. Surprises that you can’t really relate to anything else, and don’t know what to do with. Mind-expanding surprises rather than gap-closing surprises.

Huh?! rather than aha! or ooh!

So smarter isn’t the word here (even though there’s one definition of smart that’s close to “unpredictable”). Neither is different. I can often predict the behavior of smarter and/or different people of both unconventional and conventional types. The trick is to surround yourself with people who are free in ways you’re not. In other words, don’t surround yourself with smarter people. Surround yourself with differently free people.

That’s going to take a bit of work to unpack.

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Crash-Only Thinking

A few weeks ago, I learned about something called crash-only software  (ht, Robert Greco). This is software that has no normal “start” or “stop” mechanisms. It can only be stopped by crashing it. Often this means unplugging the computer physically. It can only be restarted through some sort of failure-recovery routine, with a hard reboot being the most extreme kind. There’s a whole theory of crash-only software design apparently.

The idea of crash-only design  steelmans a strawman idea of mine that has cropped up in multiple recent posts. In  How To Fall Off the WagonI argued that falling-off-the-wagon is the right focal point for understanding self-improvement efforts.   On the Unraveling of Scripts was about why major life transitions are necessarily messy. In The Adjacency FallacyI argued that career transitions necessarily involve a period of anomie caused by status and value disorientation. Crash-only is the more powerful version of all those ideas. From a crash-only perspective, falling off the wagon (and getting back on) isn’t the main thing. It’s the only thing.

A self-improvement system, or a management model for a business, that doesn’t solve for crash-only constraints isn’t a solution, because it will cost more in crash-recovery effort than the value it creates. Transition management of any sort has to be entirely about crash-only mechanisms.

Software ideas of crash-only design don’t port well to human lives and businesses. So how do you port the thinking?

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The Adjacency Fallacy

Lately, I’ve been having quite a few conversations with people who are trying to reinvent themselves for the new economy. The most common pattern is MBA-types trying to reinvent themselves as entrepreneurial types. The second most common pattern is mid-career types who would normally be moving into either middle management roles trying to reinvent themselves as online lifestyle business types.

It took me a few data points to spot the pattern, but I eventually realized that most people navigating such moves don’t get stuck trying to acquire new, relevant skills. That is actually not quite as hard to do as people think. In many cases, you barely need any skills retraining at all. Often you need no new skills at all. You might even be able to drop some skills and get by with a subset of the skills you had to use before.

The sticking point tends to be something I call the adjacency fallacy: the idea that the roles that suit your personality and soft-skill strengths are likely to be socially adjacent to the one you are leaving behind. “Nearby” roles in some sense.  What sense precisely, we’ll get to.

Adjacency thinking works poorly even if you stick to the old economy. Over the years, we’ve seen the metaphor get increasingly complicated: from the “career ladder” to “lateral moves” to Sheryl Sandberg’s  notion of a “career jungle gym.” The last is a concept so byzantine, merely thinking of it exhausts me to the point of wanting to take a nap.

But adjacency thinking does not work at all if you’re navigating a path from old economy to new economy.

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The Rhythms of Information: Flow-Pacing and Spacetime

Ryan Tanaka is a blogging resident visiting us from ryan-writer.comFor every article that he writes, Ryan also improvises a live musical piece as means of organizing his ideas. (Below, or here.)

“Flow Pacing” is a phrase used in chemical, sewage, and water facilities in order to describe the treatment methods of its contents, often referring to techniques that inject/extract chemicals and materials into its flow.  Flow pacing can be a very interesting challenge for engineers, because in addition to tracking physical dimensions and working with limitations of resources, you also have to take time into consideration when dealing with its problems and potential solutions.  When the flow of content is non-stop and never ending, you don’t really have the luxury of measuring change in terms of absolutes — it must be introduced gradually, as a series of iterations or applications happening over time.

Ambient-Minimalism

If today’s improv were to be written down in musical notation, it might look something like this.

 

Chlorine injections that flow too slowly leaves the water tainted; too fast, poisonous.  But the solution is never to dump chemicals into the flow as a one-time event: the process is always ongoing, constant and never-ending, so long as the mechanism itself exists.

I think that it makes a lot of sense to think of the internet in this way, since we already tend to conceptualize information networks as though they were servicing liquids of some sort.  Information “delivery” was an oft-used phrase in technical fields in the past, but due to the increased reliability and consistency of today’s information networks, it’s more common now to conceptualize information as “flowing” from one point to another.  We have increasingly begun to see information as being fluid rather than solid, in other words.

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We Have Them Surrounded in Their Tanks

“We have them surrounded in their tanks.”

So spoke Muhammad Saeed al-Sahhaf, the infamous Iraqi Information Minister in the first days of the American invasion. His missives should be an inspiration to public relations personnel everywhere; he was unshakably on-message even as the foundations on which he stood collapsed. His clueless investment in Saddam Hussein’s regime ended swiftly but not poorly (he was reportedly captured and released by the Americans, and is now living in the United Arab Emirates).

Muhammad was a true believer in Saddam Hussein’s Baathist government, and its collapse was inconceivable. In this respect his belief functioned much like that of those apocalypticists whose rapture passes them by, an evaporative cooling effect separating the doubtful from the doubling-down. al-Sahhaf was clueless to be sure, but clueless need not mean unintelligent, nor is the ability to stay on message dependent upon cluelessness.

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Geopolitics for Individuals

Kartik is a 2014 blogging resident visiting us from his home turf at akkartik.name.

I recently spent a month playing a board game called Diplomacy, and it turned out to be a surprisingly mind-broadening experience. Pretending to be the German Empire before the First World War, exchanging missives all day with the other “great powers” of that time, finalizing troop dispositions before the daily deadline, and then seeing everybody’s moves revealed at once, finding out who lied, who was betrayed, it’s all very dramatic and addictive. It took me a while to realize (rationalize?) why its hold over me was so persistent: it was because it was getting me to grow intellectually as only a few other games have done in my life. Chess taught me to think “a few moves ahead” past the immediate exigencies of any situation. Poker taught me to manage risk when the future is uncertain. Diplomacy is starting to teach me to extend these ideas past the “kiddie pool” of games where you’re playing against coherent opponents. It repeatedly exposes one, like a school of hard knocks, to stable situations that are rendered unstable by the entrance of a new player.

There’s a faint echo of this effect in the chess-like two-player game of Go.

Go position

“Go is to Western chess what philosophy is to double-entry accounting.” — Trevanian

Learning Go, you repeatedly find yourself in situations that seemed stable, where you were holding your own, that are thrown into disarray by distant parts of the board.

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How to Fall Off the Wagon

Self-help ideas generally belong to one of three schools of thought, whether the originators realize it or not: values-first, goals-first or process-first. Norman Vincent Peale (Power of Positive Thinking1952), Wayne W. Dyer (Erroneous Zones, 1976) and David Allen (GTD, 2002) are the authors of the pioneering mainstream classics of each sub-genre. Those dates are significant: the schools evolved and matured in that order, each building on the last to some extent.

In the process of exploring the question, “what’s the best way to fall off the wagon in each school?” I accidentally created a visualization that turned out to capture a grand-unified-theory of self-improvement. Well, at least a unification of the parts that interest me personally. I knew triangles would eventually be of actual use in my visualization tool-kit.

GpvTriangle

Note that self-help types have a tendency to use people and values interchangeably. It is a very revealing conflation that I might explore someday, but for the moment assume that they are the same thing: that people can be reduced to their virtues and vices. They similarly conflate habits and processes, which is also a revealing conflation I might explore some day. In a business/organizational context, goals and values are generally called visions and missions, but that’s irrelevant for this post.

The arrows represent destabilizing forces that act on each of the three schools.  The green triangle of arrows, going clockwise, represents a pattern of falling off the wagon that feels natural to reformers (those who work within a prevailing social order) and wrong to disruptors (those who work from outside). The red triangle of arrows, going anticlockwise, represents a pattern of falling off the wagon that feels natural to disruptors and wrong to reformers. Equivalently, disruptors are exit people (leaving a social order is a primary problem-solving technique), reformers are voice people (driving reform within a social order is a primary problem-solving technique). If you’re not familiar with the exit versus voice model, check out the Wikipedia page.

Hidden in the diagram, there is actually a pragmatic right answer to the question in the title: continuously, and in a circular fashion. The only question that remains is this: clockwise or anticlockwise? Reformers fall around clockwise, disruptors fall around anticlockwise.
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The Creation and Destruction of Habits

Just for fun, I decided to try and weave a tweetstorm-style chain of thoughts through a chunk of my writing over the last few years. As you might expect, it isn’t exactly short, but at 42 tweet-sized chunks, it’s a decent feat of compression. I’ll spare my twitter followers the actual storm though.

1/ There are two kinds of stories: about forming habits, and about preserving them. Superhero movies and Christmas movies.

2/ While you have room to grow in your life, forming habits is much easier than breaking habits. Neither is easy, however.

3/ A habit, once formed, demands use. This is because it exists as a sunk cost. Disuse would imply depreciating value.

4/ A living habit generates returns and grows more complex over time. This is growth. Growing habits occupy more room over time.

5/ A dying habit generates losses and grows  simpler over time. This is decay. Dying habits decay to occupy less room over time.

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The Veil of Scale

There’s an old Soviet-era joke about communist notions of sharing. Two party workers, let’s call them Boris and Ivan, are chatting:

Boris: If you had two houses, would you give one to your comrade?
Ivan: Of course!
Boris: If you had two cars, would you give one to your comrade?
Ivan: Without a doubt!
Boris: If you had two shirts, would you give one to your comrade?
Ivan: You’re crazy, I couldn’t do that!
Boris: Why not?
Ivan: I have two shirts!

There are two things going on here. One is of course, the skin-in-the-game effect. The other is what I call the veil of scale: we choose small-and-local behaviors differently depending on how we think those behaviors will have emergent scaled consequences. The joke here depends on going from large-scale to small-scale questions, surprising Ivan with a question that’s real for him.

The veil of scale is about thought experiments of the form: how would you act in a situation if you didn’t know the extent to which your actions were going to be scaled?

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The Economics of Pricelessness

The digital economy has taught us a lot about one extreme of pricing: zero. The price-point of zero is a place where weird things happen. We now know what it is to have our attention productized in three-way attention markets. We understand what it means to  devalue to a zero price, things which required nonzero effort to produce. Perhaps most importantly, we know what it is like to constantly be inundated by advertising, the sine qua non of zero-point economics. The zero-point economy has of course always existed, but it has only recently gained a great deal of economic mass.

But we aren’t talking as much about the other end of the spectrum, the price point we poetically call priceless, as in the Mastercard tagline, “there are some things money can’t buy, for everything else, there’s Mastercard.” I think the two are connected (mathematically, via division by zero, and philosophically via “the best things in life are free”), so it is impossible to construct a proper theory of the zero price point without also creating a theory of the infinity price point.

Pricelessness is at the heart of what I call saint-saint transactions, a weird economic regime where people who abide by the guardian moral syndrome, in the sense of Jane Jacobs, are forced to play by the commerce moral syndrome. This means somehow trading things, which are culturally assumed to be priceless, via indirection. Depending on who you ask, the category of nominally priceless products and services includes life, liberty, the pursuit of happiness, nature, human dignity, religious values and the welfare of children.

Such priceless things trap us between a rock and a hard place. If we admit that we do in fact price these things indirectly, and get rid of the indirection, we might manage the economy better, but will likely stress our sanity. If we continue, as we do today, to pretend that priceless things are literally rather than poetically priceless, we will continue with our grand display of possibly unsustainable species-level honor and nobility.

An economics of pricelessness might help find a way to get out of this bind. The fact that the phrase itself likely sounds like a profane contradiction in terms suggests it is the right direction to explore. Let’s take a stab at it.

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