I was worried that due to time constraints, and also because of the current zeitgeist, that I was going to end up writing a short outline of my year and then getting Claude or some other LLM to expand it for me into a full post. But I currently don’t do that with any of my writing, and a yearly review post feels like almost the worst thing to do it with because part of the whole point is it’s just an expression of what’s going on for me, and the AI is not gonna be able to fill in the details accurately (unlike if it can interpolate some model or explanation) so I might as well just publish the outline.
Instead, however, I find myself dictating large chunks of this post using wisprflow transcription (which can keep up with me at >200wpm with background music!) plus a foot pedal keyboard with three buttons: [tab, dictate, and enter] while feeding my baby daughter. And that feels like a great place to start in terms of what has the year been like. My year has been a year characterized by coming into contact with nascent intelligence, notably:
The fact that Jess was pregnant was a detail omitted from last year’s yearly review, since we hadn’t told more than a few family and friends at that point. The previous year, I omitted the fact that we’d gotten engaged, for the same reason!
Anyway, the year thus began for the Ocean family with a sense of the water slowwwwly pulling back to create a massive wave that we knew would crash down and completely change our lives sometime in the summer.
It occurs to me, in the shower, that a lot of my life is preoccupied by this question. It’s a good theme, for Malcolm Ocean. Whose job is this?
My “what if it were good tho?” YouTube series and website is about the role of design: how each day, people are pulling their hair trying to workably interface with systems, wasting hours of their life, and feeling stupid or ashamed because they can’t figure it out, when in many of these cases an extra couple of minutes’ thought on the part of the person who designed it or made it would have made the whole experience so smooth it would have gone as unnoticed as the operation of the differential gearing in your car that makes turns not result in wheels skipping on the ground as the outer one needs to travel further than the inner one. That guy just works! That problem is so solved most people never even realize it was ever a problem.
My app, Intend, is about the question of what you want to do with your life: about consciously choosing what your job is. It’s also about figuring out what to do right now, in light of the larger things you want to do, and differentiating something someone else wants you to do from something you want to do, so you don’t accidentally live somebody else’s vision for your life instead of yours. Moreover, it helps keep you from being saddled with dozens or hundreds of stale tasks merely because past-you vaguely thought they were a good idea or at least worth putting on a list.
My work in communication, trust, and the human meta-protocol, is about teasing apart the nuances of exactly who is responsible for what. Some of that has been focused around creating post-blame cultures, and I’ve recently come to a new impression that what blame is (aside from “the thing that comes before punishment”) that I could summarize as “a type of explanation for why something went wrong that assigns responsibility crudely rather than precisely and accurately-by-all-parties’-accounts”. In other words, it gets the “whose job is this?” question wrong, and people can tell.
My mum told me that as a kid I had a very keen sense for justice and injustice, and this feels related to how I think about the design stuff as well as other questions. My ethical journey over the last years has involved a lot of investigation of questions around what things are my job, and what things are not my job, and how to tell the difference. And how to catch my breath, and how to reconcile the fears I’ve had of not trying hard enough. And how to tell when the messages about how to be a good person are crazy.
As I said, my longstanding beef with bad design can be seen as frustration at designers and builders not doing their job. I say “builders” because some of them don’t even realize that part of their job includes design. My partner, Jess, just shared with me a perfect case study of this. She’d been having trouble getting her psych crisis non-profit registered for some California government thing, because the form needed her number from some other registration, but when she put in the number the form said it was invalid (with no further clues). She tried a different browser, tried a bunch of other numbers from the document that had the supposed number, called the people who had given her the number to make sure it was the right one given that it wasn’t super well-labeled, and I even tried poking at the javascript on the page to turn off the validation altogether, but nothing worked.
A couple weeks later she texted me:
» read the rest of this entry »For its whole existence, I’ve been vaguely wanting my business to grow. For a while, it did, but for the most part, it hasn’t. I wrote last post about how I have increasing amounts of motivation to grow it, but motivation towards something isn’t enough to make it happen. You also need to not have other motivations away from it.
My understanding of how motivation & cognition works is that any inner resistance is a sign of something going unaccounted for in making the plan. Sometimes it’s just a feeling of wishing it were easier or simpler, that needs to be honored & welcomed in order for it to release… other times the resistance is carrying meaningful wisdom about myself or the world, and integrating it is necessary to have an adequate plan.
In either case, if the resistance isn’t welcomed, it’s like driving with the handbrake on: constant source of friction which means more energy is required for a worse result.
Months ago, I did a 5 sessions of being coached by friends of mine as part of Coherence Coaching training we were all doing. Mostly fellow Goal-Crafting Intensive coaches. My main target of change with this coaching was to untangle my resistance to growing Intend. I think it loosened a lot of it up but I still have work to do to really integrate it.
In this post, I’m going to share some of the elements I noticed, as part of that integration as well as working with the garage door up and sharing my process of becoming skilled at non-coercive marketing. Coercion is quite relevant to some (but not all!) of the resistance I’ve found so far.
I’m going to do my best to be more in a think-out-loud, summarize-for-my-own-purposes mode here, rather than a mode of presenting it to you. Roughly in chronological order by session, which happens to mostly start by looking at money and end by looking at marketing…
This isn’t one I have very strongly, but it did arise a little bit. There was a sense of I don’t want to have too much money because then people will want my money. (Interestingly, time doesn’t work like this since it’s not so fungible in most cases!) But overall I like being generous and I expect that if I suddenly had a bunch of people trying to get me to contribute to their things, I’d do a good job of figuring out how to manage that. And frankly probably lots of people I know have likely assumed that I have more money than I do and I haven’t received the slightest pressure related to that (although a couple people over the years asking if I’d angel invest, which is the kind of message I’d like to get from friends anyway!)
» read the rest of this entry »About 10 years ago, I set a goal to not have to get a job when I graduated from university 3 years later. My rough plan was to start a small software business that made me enough money to live on so I could do whatever I wanted. It took me another year to actually start working on that goal, but I achieved it!
I built Intend (originally called Complice) an intentionality app that helps people set goals and work towards them each day even when what they need to do each day is very different. It’s based around the idea that regular inquiry into what you’re doing towards long-term goals makes a big difference in your ability to steer towards the futures you want.
After I hit ramen profitability, I grew the business a bit more, but it hit a plateau. While I never really decided to stop growing it, I don’t think it’s a coincidence that the growth stopped right around the threshold of wealth that I was used to as a kid growing up: definitely enough money for basic things and healthy food, but not like… extra. More concretely, about $50k in subscription revenue, with very little required work—the famous four-hour work week.
It’s hard to express how awesome this has been. I get to do weird illegible things like prototype a new cultural platform for humanity, without convincing anyone else that they’re worthwhile. I like to say that for something fairly highly rated, passive income is still underrated—at least for me. Some people feel the need to have external structure in their life in the form of a job, but not me. I like waking up every day and broadly doing what I feel like doing, or what seems to need doing based on my own personal assessment.
» read the rest of this entry »You know that thing where you spend a lot of time NOT doing something?
Like you can’t actively do anything else (spontaneously nor decisively) because you’re supposed to be doing the thing, but you’re also not doing the thing because of some conflict/resistance.
I’ve decided to call this knot-doing. (I have another post in the works called knot-listening). You can just pronounce the k if you want to distinguish it from “not doing” in the daoist sense. Or call the latter “non-doing” and be done with it.
Here are some examples of knot-doing:
You might be inclined to just call this “procrastination” but I think that knot-doing is a more specific phenomenon because it points at the lack of agency experienced while being in the state of not doing something—your agency is tied up in knots. A student may be procrastinating if they go to a party instead of working on their homework, but if they’re letting go and having fun at the party then it’s not knot-doing. I’m arguably procrastinating on fixing my phone’s mobile data after a recent OS upgrade, but I’m doing loads of other stuff in the meantime.
Unresolved internal conflict, most fundamentally. You’re a bunch of control systems in a trenchcoat, and if part of you has an issue with your plan, it can easily veto it and prevent it from happening. Revealed preferences can be a misleading frame, but if you leave aside what you think you want for a moment and look at yourself as a large complex system, it’s clear to see that if the whole system truly decided to do anything in its capability, it would simply be doing it. I want to type these words, my hands move to type them. Effortless.
Sex can be a workout, physically, depending on the position, but until we actually become tired, we usually also experience it as effortless when we’re so in the flow that we just want to do it. Same with dancing. Being in a flow state, whether work or play, is basically the opposite of knot-doing.
I want to break down my above statement: “You’re a bunch of control systems in a trenchcoat”. First, what’s a control system? The simplest and most familiar example is a thermostat: you set a temperature, and if the temperature gets too low, it turns on the furnace to resolve that error, until the temperature measured by the thermostat reaches the reference level that you set for it.
But what prompts you to adjust the temperature setting? You probably walked over to the thermostat and changed it because you were yourself too hot or too cold. You have your own intrinsic reference level for temperature, which is like a thermostat in you. Except instead of just two states (furnace on, furnace off), your inner thermostat controls a dense network of other control systems which can locomote you to adjust the wall thermostat, open a window, put on a sweater, make a cup of tea, or any number of other strategies (habitual or creative) to get yourself to the right temperature.
Without explaining much more about this model (known as Perceptual Control Theory) I want to point out an important implication for internal conflict, by way of a metaphor: if your house has separate thermostats for an air conditioner and a furnace, and you set the AC to 18°C and the furnace to 22°C……. you’re going to create a conflict.
What actually happens in this scenario?
» read the rest of this entry »(An alternative to “online courses”.)
Context: with a small team, I’ve been running online workshops a couple times a year (30 sessions total) since 2017, called the Goal-Crafting Intensive. It’s been a huge success, with many returning participants and lots of rave reviews and referrals. The GCI is about life-effectiveness (goal-setting, planning, execution, reflection) but the event format could be used for many other topics! I’m sharing this guide because I’d like to see other people make events like this for what they have to teach (and I’d like to attend sessions like this).
Some years ago, I invented a new system for doing stuff, called Complice. I used to call it a “productivity app” before I realized that Complice is coming from a new paradigm that goes beyond “productivity”. Complice is about intentionality.
Complice is a new approach to goal achievement, in the form of both a philosophy and a software system. Its aim is to create consistent, coherent, processes, for people to realize their goals, in two senses:
Virtually all to-do list software on the internet, whether it knows it or not, is based on the workflow and philosophy called GTD (David Allen’s “Getting Things Done”). Complice is different. It wasn’t created as a critique of GTD, but it’s easiest to describe it by contrasting it with this implicit default so many people are used to.
First, a one-sentence primer on the basic workflow in Complice:
There’s a lot more to it, but this is the basic structure. Perhaps less obvious is what’s not part of the workflow. We’ll talk about some of that below, but that’s still all on the level of behavior though—the focus of this post is the paradigmatic differences of Complice, compared to GTD-based systems. These are:
Keep reading and we’ll explore each of them…
» read the rest of this entry »I don’t often pick fights, but when I do, I pick them on Twitter, apparently.
The Law of Viral Inaccuracy says that the most popular version of a meme is likely to be optimized for shareability, not accuracy to reality nor the intent of the original person saying it. On Twitter, this takes the form of people parroting short phrases as if everybody knows what words mean. One of the phrases I felt a need to critique is Dilbert creator Scott Adams’ “systems, not goals”.
This blog post is adapted from a tweetstorm I wrote.
The term “pre-success failure” from Scott Adams’ book is a gem. His related idea that you should have systems and not have goals is absurd. (have both!) Scott cites Olympic athletes as examples. 🤨
Take 3 guesses what goal an Olympic athlete has… 🥇🥈🥉
Systems don’t work without goals.
You need a goal in mind in order to choose or design what system to follow, and it’s literally impossible to evaluate whether a system is effective without something to compare it with. Implicitly, that’s a goal. (Scott Adams uses a somewhat narrower definition, but of course people just seeing his tiny quote don’t know that!)
We know certain Olympic athletes had good systems because they got the medals. They designed those systems to optimize for their athletic performance.
Lots of other Olympic athletes also had training systems, but their systems didn’t work as well—as measured by their goals.
I’m part of a team that runs a goal-setting workshop each year called the Goal-Crafting Intensive (where part of the craft is setting up systems) and the definition of goal that we use in that context is:
Most people have had the experience of being able to articulate advice that they themselves do not follow, even though it applies to their situation as well. Usually this implies that there’s some sort of internal conflict present—a competing commitment that gets in the way of doing the thing that the person might consider reasonable. I have written much on transcending and untangling internal conflict (see these posts) and I will write much more.
But transcending internal conflict can be a lengthy, complex, and non-monotonic process, and in the meantime you’re still sitting around with a bunch of great advice you’re not taking. A bunch of untapped potential.
There’s a really straightforward technique that can help with this:
make an appointment with your saner self.
Put an event on your calendar, and treat it with the respect you’d give any other appointment. Which is to say: show up. Or, if for some reason it turns out you can’t, then reschedule for the nearest appropriate time.
Then, when the time comes, take your own advice. You can do this literally—consider what advice you’d give a friend in your situation, then do that—or you can just do the obvious thing. You can do this with specific object-level situations, eg “I need to get around to submitting that application” or with more abstract things like “I really should take more time to reflect on my life.”
Or perhaps you’ve got a technique that you know really helps you, whenever you do it, but you never seem to do it. “If I actually used the CFAR techniques, my life would be way better,” said almost every CFAR alumnus ever. Well, make an appointment with your saner self (the one who does the techniques) and then show up and do them.
Make sure you’re clear on what the appointment is. It’s okay to leave it open-ended when you make the appointment, but once the appointment starts, don’t take more than 5 minutes to figure out how you’re going to spend it. Or decide “I’m going to spend it prioritizing”. The key is not to let the time slip by while you wonder what the best way to spend it would be. Which of course you probably know on some level. The point of this technique is to tap into what you already know about how you can have a better life.
If you don’t have enough self-trust to show up for an appointment if there isn’t someone else who’ll be left stood-up, then make an appointment with someone else. Feel free to arrange this in the comments below. I’ve done this with strangers and also old friends I hadn’t talked to in years (which was cool!). I recommend just trying a half-hour skype call, with a minute or two of “Hi, this is what I’m going to work on,” then a 25-minute focused work period (aka “pomodoro”) then a minute or two of “Here’s how it went.” Then if both of you want, you can continue for more pomodoros, but you’re not committing up front to doing it for hours.
Even better, you can make a calendar where people can schedule such calls with you, using Calendly or youcanbook.me, share it with your friends, and then little sanity blocks will just automatically appear on your calendar. I did this for awhile and it was great. Each time a call occurred, I just asked “oh, what’s some thing I’ve been putting off?” and I would get started on it.
If you don’t have enough self-trust to show up for an appointment if there isn’t someone else who’ll be left stood-up, but you can’t/won’t schedule with someone else, then you could also try making a self-trust bet on this. Make sure to set a reminder so the thing doesn’t just slip by forgotten.
If you don’t have a calendar or any other system that you can rely on at all… get one? Assuming you have a smartphone, you can get it to bug you at a time. You then just need to (a) pick a time that you’re likely to be interruptible, and (b) when the timer goes off, actually shift into doing whatever it was you set out to do.
Let’s go meta: maybe you already knew about this sort of technique. Maybe you’ve done it before, or maybe you’ve suggested it to other people. Do you use it as much as you imagine would be optimal? If not, apply it to itself! Make an appointment right now with your saner self, and use the time to try to set up a regular event, or a youcanbook.me like I described above.
If the thing feels burdensome, then… this may not be the technique for you. You want to find a way of thinking about it so that you feel excited to spend time with (i.e. as) your saner self. If you can’t find a way to feel excited or at least engaged about it, then it’s not worth yelling at yourself about it. That defeats the point. Go read my post on self-referential motivation instead, and see if that helps.
For New Year’s last year, my business partner Benjamin and I ran an event called the Goal-Crafting Intensive. It was a five-hour online workshop on setting your goals for the year. Ostensibly, the main value of the workshop was the instruction: presentations I made about goal-setting & planning, a 23-page handbook, and chat-based coaching. Certainly, few people would have paid money for such an event if all three of those aspects had been absent.
And yet… I have a suspicion that the main value of the event was the fact that each participant carved out five hours from their schedule and then actually spent it focused on setting goals for the year.
Which is to say, if I imagine two people…
Who would have a more goal-directed year?
My money is on Barry.
Why? Our goal-setting content is actually quite good, but Allie would probably never actually open the handbook at all, let alone watch the videos. And even if she did, she would be likely to read it partway and then say, “Hmm yeah I really should do these exercises” …but still not actually do them.
Whereas Barry, who only has his own advice to take, is at least taking the time to do the best he knows how to do.
And that’s what counts. That’s why even though the Goal-Crafting Intensive is 5 hours long, only about 10-15 minutes of each hour is presentations. Then I mute my microphone, to give each participant the rest of the hour to focus on whatever seems most important to them—which could be the technique I just described, or it could be something totally different!
We’re running the Goal-Crafting Intensive again this year. So if you think your 2018 could be improved by taking 5 hours to set some goals and design some systems, then come join us on Dec 30, Jan 1, or Jan 7, and we’ll give you both good advice and time to take it.
Click this image to learn more about the 2018 goal-crafting intensive:
Another personal learning update, this time flavored around Complice and collaboration. I wasn’t expecting this when I set out to write the post, but what’s below ended up being very much a thematic continuation on the previous learning update post (which got a lot of positive response) so if you’re digging this post you may want to jump over to that one. It’s not a prerequisite though, so you’re also free to just keep reading.
I started out working on Complice nearly four years ago, in part because I didn’t want to have to get a job and work for someone else when I graduated from university. But I’ve since learned that there’s an extent to which it wasn’t just working for people but merely working with people long-term that I found aversive. One of my growth areas over the course of the past year or so has been developing a way-of-being in working relationships that is enjoyable and effective.
I wrote last week about changing my relationship to internal conflict, which involved defusing some propensity for being self-critical. Structurally connected with that is getting better at not experiencing or expressing blame towards others either. In last week’s post I talked about how I knew I was yelling at myself but had somehow totally dissociated from the fact that that meant that I was being yelled at.
