iOS Mail To Omnifocus Task

Convert messages in the Mail app built in to iOS into tasks in OmniFocus.

One of my longest-running frustrations with iOS is that the default mail app does not have a “share” action, making it impossible to do the one thing that a mail client needs to be able to do for me, which is to selectively turn messages into tasks. This deficiency has multiple components which makes it difficult to work around:

  1. There is no UI to “share” a message from within the mail app, so you can’t share it to OmniFocus or a shortcut.
  2. There is no way to query for a mail message in Shortcuts and then get some kind of “message” object, so there’s no way you can start in Shortcuts and manually invoke something.
  3. There’s no such thing as MailKit on iOS, so third-party apps can’t query your mail database either.

To work around this, I’ve long subscribed to the “AirMail” app, which has a “message to omnifocus” action but is otherwise kind of a buggy mess.

But today, I read that you can set up an iPad in a split-screen view and drag messages from the built-in Mail app’s message list view into the OmniFocus inbox, and I extrapolated, and discovered how to get Mail-message-to-Omnifocus-task work on an iPhone.

I’m thrilled that this functionality exists, but it is a bit of a masterclass in how to get a terrible UX out of a series of decisions that were probably locally reasonable. So, without any further ado, here’s how you do it:

  1. Open up mail.app, and find the message you want to share in the message list. Here, you have two choices:
    1. With one finger, press and hold on a message until you feel a haptic. When you feel the haptic, immediately move your finger a little bit, before you see the preview come up. This lets you operate directly from the message list, but is very fiddly.
    2. Tap the message to open the detail view, then press and hold on the sent date in the top right.
  2. Continue holding down with your first finger. With a second finger, swipe up from the bottom to enter the multitasking view, or to go back to your home screen. While holding your first finger in place, either switch to or launch OmniFocus.
  3. With your second finger, navigate to the Inbox, drag your first finger to the bottom of the list, and release it. Voila! You should have a task with a brief summary and a link back to the message.
  4. Swipe up from the bottom to switch back to Mail, then archive the message.

Leave The Frog For Last

Neurotypical advice for ADHD is not always great.

This was originally a thread on Twitter; you can read the original here, but this one has been lightly edited for grammar and clarity, plus I added a pretty rad picture of a frog to it.

Update 2022-05-16: Thanks to some reader feedback I have updated the conclusion to note an example where this advice can productively apply to some ADHDers.

I’m in the midst of trying to unlearn a few things about neurotypical productivity advice but this is one I’ve been thinking about a lot:

“Eat the frog first” is particularly toxic advice for ADHDers.

A frog on a flower, nervously looking at you as you contemplate whether to eat it.

Photo by Stephanie LeBlanc on Unsplash

First, for anyone who happens not to know already: “eat the frog first” is a technique which involves finding the task you’re most likely to ignore or put off, and doing it first in your day to ensure that you don’t avoid it.

For a neurotypical person, eating the frog first makes sense, which is of course why this advice exists in the first place. If you’ve been avoiding a task, put it first in your day when you’re going to have the most energy, and use the allure of the more fun tasks later to push through it.

This makes intuitive sense.

The premise of this advice is that you rely on the promise of delayed gratification—and the anticipated inherent satisfaction of having completed the boring and unpleasant thing—in order to motivate you to do it.

Here’s the problem for ADHDers: ADHD is literally the condition of not generating enough dopamine, which means delayed gratification is inherently more difficult for us. The anticipated inherent satisfaction is less motivating because it’s less intense, on a physical level.

An ADHD brain powering through tasks needs momentum. You need to be in a sufficiently excited state to begin doing things. A bored, dopamine-starved ADHD brain is going to be clawing at the walls looking for ANY dopamine-generating distraction to avoid thinking about the frog.

Of course where dopamine won’t do, there’s always adrenaline. Panic can trigger sufficient states of activity as well, although the stress is unhealthy and it’s less reliable in the absence of a real, immediate threats that you can’t ignore.

So what frog-first ADHD days often look like (particularly for adult ADHDers) is a slow slog of not really doing anything useful, while stewing in increasingly negative self-talk, attempting to generate the necessary anger and self-loathing required to truly panic about the frog.

Unfortunately this type of attempt at internal motivation is more likely to result in depression than motivation, which creates a spiral that makes the problem worse.

The neurotypical’s metaphorical frog is just sitting there, waiting to be eaten. Maybe they’ve been avoiding it because it’s a little gross, but fine, they can exert a little willpower and just do it, and move on to more pleasant activities. But the ADHD frog is running away.

Trying to use the same technique just results in the ADHDer sitting in the swamp where the frog used to be, chugging ever-increasing volumes of toxic mud in the hopes that we’ll find a frog in there. Sometimes we even find one! But that’s not success.

At the end of the day, the metaphorical frog does need eating; that’s what makes it a frog. What is the conscientious ADHDer to do?

Unfortunately, there is no singular, snappy answer; difficulty with this type of task is the impenetrable core of the “disorder” part of ADHD. It’ll always be difficult. But there are definitely strategies which can make it relatively easier.

None of these are guaranteed to work, but I am at least reasonably sure that they won’t build a spiral into guilt and depression:

  1. start with a fun task, and build momentum until the frog seems like no big deal
  2. use hype music; yell; get excited to an embarrassing degree.1
  3. exercise; i.e. “go for a walk”

It might literally be better to start the day with something actively unproductive, but fun, like a video game, although this can obviously be risky. For this to work, you need to have very good systems in place.

Start the frog at the end of the day and deliberately interrupt yourself when you stop work. Leave it lingering so some aspect of it annoys you and it distracts you at night. Start the next day pissed off at and obsessing over murdering that piece of shit frog as soon as you can get your hands on it.

This technique is also good because at the end of the day you only need to push yourself just hard enough to load the task into your brain, not all the way through it.

Remember that while “stimulated” doesn’t have to mean “panicked”, it also doesn’t need to mean “happy”. Sometimes, annoyance or irritation is the best way to ensure that you go do something. Consider, for example, the compelling motivation of reading a comment on the Internet that you disagree with.

Overall the distinguishing characteristic of toxic productivity advice is that it makes you spend more time feeling bad than doing stuff. It substitutes panic for healthy motivation, and low self-esteem for a feeling of accomplishment.

The most important point I am trying to make is this: when you take productivity advice — even, or perhaps especially, from me – try to measure its impact on your work and your mental health.

To that point, one piece of feedback I received on an earlier iteration of this article was that, for some ADHDers on stimulant medication2, eating the frog first can work: if you take your medication early in the morning and experience a big, but temporary, increase to executive-function 30 minutes later, being prepared to do your frog-eating at that specific moment can have similar results as for someone more neurotypical. This very much depends on how you specifically react to your medication, however.

So, if eating the frog first is working for you, by all means keep doing it, but you have to ask yourself: are you actually getting more done?


  1. One of the advantages of working from home is that you can really lean into this without provoking an intervention from your coworkers. 

  2. I personally take a slightly unusual kind of ADHD medication, which does help but not in the typical fashion. 

Inbox Zero, Cost: Zero

Updated guidance for getting out of an email overwhelm trap, with practical, concrete, free examples.

One consistent bit of feedback that I’ve received on my earlier writing about email workflow is that I didn’t include a concrete enough set of instructions for getting started with task-management workflow, particularly with low-friction options that are available for people who don’t necessarily have $100 per year to drop on the cadillac of task-management applications.

Given that the piece seems to be enjoying a small resurgence of attention, I’ve significantly expanded the “Make A Place For Tasks” section of that article, with:

  • more no-cost, low-friction options for getting started (if you’re stuck on this step “if you use Gmail, just start using Google Tasks” is the main takeaway)
  • a guide for how to evaluate a task-management application for yourself, if you are trying to pick something that fits your work style better
  • several links to the specific “create a task from an email” tools and workflows for each app

It was nice to be doing this update now, because in the years since that piece was published, almost every major email application has added task-management features, or upgraded them into practical usability; gone are the times when properly filing your emails into clearly-described tasks was an esoteric feature that you needed expensive custom software for.

Lenses

Squinting harder never cured my ADHD.

I suffer from ADHD.

photo of a man with his head in his hands Photo by Taylor Young on Unsplash

Update 2021-08-22: Almost exactly a year after this post was written, I sought and received a clinical neuropsychiatric diagnosis of ADHD (predominantly inattentive, sluggish cognitive tempo), so I’m no longer self-diagnosed.

I want to be clear: when I say I suffer from this disorder, I am making a self-diagnosis. I’ve obliquely referred to suffering from ADHD in previous posts, but rarely at any length. The main reason for my avoidance of the topic is that it still makes me super uncomfortable to write publicly about a “self-diagnosis”, since there’s a tremendous amount of Internet quackery thanks to amateur diagnosticians.

This despite the fact that I’ve known for the past 15 years that I have ADHD.

I am absolutely not trying to set myself up as a maverick unlicensed freelance psychiatrist here. If you think you might have ADHD, or any other ailment, whether mental or physical, call your primary care physician. Don’t email me.

At the same time, for me, this diagnosis is not really ambiguous or in a gray area. This is me looking down and noticing I’ve only got one arm, and diagnosing myself as a one-armed person. I’ve taken numerous ADHD screening questionnaires and reliably scored well into the range of “there is no ambiguity whatsoever, you absolutely have ADHD”, so I feel confident to describe myself as having it.

Terminology aside, this post is about a set of cognitive and metacognitive issues that I have, and some tools that I found useful to remedy them. I think others might find those same tools useful in similar situations. So if you’re also uncomfortable with the inherently unreliable nature of self-diagnosis, or the clinical specificity of the term “ADHD” — and I absolutely don’t blame you if you are — I invite you to read “ADHD” as a shorthand for some character traits that I informally believe fit that label, and not a robust clinical analysis of myself or anyone else.

With that extended disclaimer out of the way, I’ll get started on the post itself; and where better to do that than at the start of my own challenges.

The ‘Laziness’ model

photo of a cat relaxing on a couch Photo by Zosia Korcz on Unsplash

Throughout my childhood, I was labeled an “underachiever”. I performed well on tests and didn’t do homework. I was frequently told by adults — especially my teachers — that I was “brilliant” but “lazy”.

Was I lazy? Is there even such a thing as “laziness”? Here’s a spoiler for you — “no”1 — but I didn’t know that at the time. All I knew was that I couldn’t seem to do certain things — boring things: homework, long division, and cleaning up my room, for a few examples. I couldn’t seem to do the things that my peers found routine and trivial.

This is a common enough experience that it shows up clearly even in systematic reviews and meta-analyses of adult sufferers of ADHD. Everybody tells you you’re lazy, and so you believe it. It sure looks like laziness from the outside!

In retrospect, that’s the interesting problem with this false diagnosis: “from the outside”. Assuming for the moment that laziness does in fact exist and is a salient character flaw, what would the experience of the interiority of such laziness actually feel like?

It seems unlikely that it would feel like I what I actually felt at the time:

  1. Frequently, suddenly remembering, in contexts where it wouldn’t help — walking to school, in an unrelated class, while walking to work — that I had to Do The Thing.

  2. Anxiously, yearningly, often desperately wishing I could Do The Thing.

  3. Trying to Do The Thing at the responsible time, finding that my mind would wander and I would lose several hours of time... sitting for hours, literally bored to tears, while I attempted and failed to Do The Thing.

  4. At long last, finally managing to start. Once I was truly exhausted and starting to panic, I’d drink a gallon of heavily-caffeinated and very sugary soda at 2 in the morning and finally finally find that I suddenly had the ability to Do The Thing, and white-knuckle my way through an all-nighter to finish The Thing. (This step was more common after I got to my late teens; before that, The Thing just wouldn’t get Done.)

Sitting up night after night destroying my mental and physical health, depriving myself of sleep, focusing with every ounce of my will on tasks that I absolutely hated doing but was forcing myself to complete at all costs: it doesn’t seem to line up with the popular conception of what “laziness” might be like! Yet, I absolutely believed that I was lazy. If I were not lazy, surely Doing The Thing wouldn’t be so difficult!

I took pains at the start of this post to point out that mental health diagnosis is usually best left to professionals. I think that at this point in the story I should emphasize that “I’m lazy” is also itself a self-diagnosis, and — at least in every case where I’ve ever heard it used — a much worse one than “I have ADHD”.

If you are not a licensed psychologist or psychiatrist, any time you decide with certainty that someone (even yourself!) has an intrinsic, persistent character flaw, you’re effectively diagnosing them. If you decide that they’re inherently lazy, or selfish, or arrogant, you’re effectively diagnosing them with a sort of personality disorder of your own invention.

So, although I didn’t see it at the time, laziness didn’t seem to describe me terribly well. What description fits better?

The ‘Attention Deficit’ model

photo of a squirrel in a grass field Photo by Tom Bradley on Unsplash

In my late 20s, my Uncle Joel gave me a gift that changed my life: the book “Driven to Distraction: Recognizing and Coping with Attention Deficit Disorder”2 by Edward M. Hallowell. The life-changing aspect of this book was not so much that it showed that there were other people “like me”, or that my problem had a name, but that it gave me a different, and more accurately predictive, model to understand my own behavior.

In other words, it allowed me to see — for the first time — that the scarcest resource limiting my efficacy wasn’t the will to do the work, but rather the ability to focus. With this enhanced understanding, I could select a more effective strategy for dealing with the problem.

I did select such a strategy! It worked very well — albeit with some caveats. I’ll get to those in a moment.

Although my limiting factor was the ability to pay attention, the problem that prevented me from recognizing this was one of metacognition — the way I was thinking about how I think.

My early model of my own mind was that I was a lazy person who just needed to do what I had assumed everyone else must be doing: forcing myself to do the tasks that I was having trouble completing. If I really wanted to get them done, then what possible other reason could there be for me to not do them?

The ‘laziness’ model didn’t generate particularly good predictions. For any given project at school, it would predict that I would not try very hard to do it, since the very dictionary definition of ‘lazy’ is “unwilling to work or use energy”. The observed behavior, by contrast, was constant, panicked, intense (albeit failed, or at least highly inefficient) uses of significant amounts of energy.

The main reason to have a model of a thing is to make predictions about that thing. If the predictions that a model gives you are consistently wrong, then the model isn’t directly useful. At that point, it’s time to discard it and find a better one. At the very least, it’s time to revise the model in question until it starts giving you more accurate, actionable information.

The ‘laziness’ model is wrong, but worse than that, it’s harmful. What it routinely predicts, regardless of context, is that I need more negative self-talk, more ‘motivation’ in the form of vicious self-criticism, more forcing myself to “just do it”. All of these things, particularly when performed habitually, cause real, significant harm.

If I gave myself the most negative self-talk I could muster, the most vicious criticism, and really put Maximum Effort into forcing myself to do the thing I wanted done... if it didn’t work, of course that just meant that I needed to engage in even more self-abuse! I could always try harder!

This is the worst way that a model can be inaccurate: an unfalsifiable, self-reinforcing prediction. I could never demonstrate to myself that I’d really been as unkind to myself as was possible; there was always room for escalation. Psychologically, it’s also the worst kind of behavioral advice, which is the kind that generates a self-reinforcing negative feedback loop.


Once I started putting my newfound knowledge into practice, the difference between interventions predicated on an understanding of the problem as “lack of usable attention span” and those based on “lack of willpower” was night and day. I stopped trying to white-knuckle my way through all of my challenges and developed non-judgmental ways to remind myself to do things.

I knew that I, personally, was never going to spontaneously remember to do things at the right time, so I developed ways of letting computers remind me. I knew that I’d never be able to stick with routine, repetitive tasks, so I made a unified list of all the tedious administrative tasks I need to perform. I can’t keep important dates and times in mind, so I rely completely upon my calendar.

Even given these successes, “it worked!” is a colossal oversimplification. Today, it’s about 15 years later, and I’m still sifting through the psychological rubble wrought by the destructive, maladaptive coping mechanisms that I just described, and still trying to find better ways to remain effective when I’m feeling distracted... which is most of the time.

Simply having a better model at the coarsest level is just the first step. Instantiating that model in a working, fleshed out technological system is a ton of work in its own right.3 But it’s work that starts having little successes, which is a lot easier to build on and maintain momentum with than the same failure repeated day after day.

Given that I was starting — nearly from scratch — at 25, and had a lifetime worth of bad habits to unlearn, constructing a workable system that addressed my personal organizational needs still took the better part of a decade.

So as I move into the next, slightly more prescriptive section here, I don’t want to give anybody the idea that I think this is easy.

Don’t give up!

Listen up, Simon. Don’t believe in yourself. Believe in me! Believe in the Kamina who believes in you!

Kamina, Episode 1,
Tengen Toppa Gurren Lagann

At the start of this post, I specifically mentioned that I hadn’t wanted to write at length about ADHD due to my discomfort with self-diagnosis. So, you might be wondering: what was it that overcame this resistance and prompted me to finally write about my own experiences with ADHD?

The original inspiration was a pattern of complaints about suffering from ADHD I see periodically — mainly on Twitter — that look roughly like this:

  • “ADHD means never being on time for a meeting and having no excuse, forever.”
  • “It’s great to have ADHD and never be able to complete a routine task. Sigh.”
  • “I can’t take out the trash and my roommates just can’t understand that this is just part of who I am and I will never get better.”
  • “Why can’t neurotypicals understand that I’m just never going to “get stuff done” like they can. It’s exhausting.”

These are paraphrased and anonymized on purpose; I really don’t want to direct any negative attention towards someone specific, particularly someone just venting about struggles.

Of course, no blog post in mid-2020 would be complete without some reference to the ... situation. The original inspiration for this post predates the dawn of the new hell-world we all now inhabit, but, to say the least, COVID-194 has presented some new challenges to the coping mechanisms I’m writing about here. (Still, I know that I’m considerably better off than the average American in this mess.)

The message I’m trying to get across here is hopeful — others suffering with executive-function deficits similar to mine might be able to do what I did and fix a lot of their problems with this one weird trick! — and the constant drumbeat of despair all around us right now makes that sort of message feel more urgent.

Posts like the ones I described above seem to represent a recurring pattern of despair, and they make me sad. Not because I can’t identify with them; I have absolutely had these feelings. Not even because they’re wrong, exactly: it really is harder for folks with ADHD to handle some of these situations, and the struggle really is lifelong.

They make me sad because they’re expressing a fatalistic perspective; a fixed mindset5 that precludes any hope of future improvement. The through line that I have seen from all of these posts is a familiar, specific kind of despair; a thought I’ve had myself multiple times:

When somebody that I care about asks me, ‘Can you do the dishes later?’, I want to say ‘yes’ and have them believe me. I want to be able to believe myself, and I don’t think I will ever be able to.

Unlike myself when I was younger, the authors of these posts already have a name for their problem: ADHD. Sometimes they’ve even tried some amount of therapy or even medication.

Even so, they’re still buying in to the maladaptive strategy of “just try harder”. Since they already know that ADHD is, at least in part, a structural brain difference, they despair of ever being able to actually do that though, which leaves “giving up” as the only viable strategy.

Don’t give up! I believe in you!

Different problems, different tools

I have had another lifelong problem since when I was young: I am severely nearsighted. Yet, I never developed any psychological hangups around that; nobody ever told me that I needed to buckle down and just squint harder. This problem was socially quite well understood, so… I got glasses. Then I could see, as long as I consistently used those glasses.

Nobody ever expected me to be able to see without glasses.

photo of a pair of eyeglasses resting on a book Photo by NordWood Themes on Unsplash

Calendars, to-do lists, and systems like Getting Things Done are the corrective lenses for the ADHD brain.6.

If a to-do list is a corrective lens for ADHD, one of the major issues around understanding how to use it is that the mass-market literature around to-do lists assumes a certain level of neurotypicality. Assistive devices may frequently be useful to non-disabled people, but their relationship to and use of such affordances is very different.

Through the Looking-Glass ...

Let’s stretch this lens metaphor into absurdity.

In our metaphorical world, ADHD is myopia, and so most — or at least many — folks are “sight-typical”. Productivity systems are our “lenses”.

If nearsightedness were as poorly understood as ADHD, and you were nearsighted, you wouldn’t be able to pop on down to Lenscrafters and pick up a pair of spectacles. You might realize that the problem was with your eyes, and think, “lenses might help me see farther”. Many kinds of lenses might be commercially available in such a world! Lenses for telescopes, cameras, microscopes...

The way that someone with 20/20 vision might use a lens to see farther is to use a telescope to see something really far away. But you, my hypothetically-nearsighted friend, don’t need a powerful zoom lens to take surveillance photographs from a helicopter. Even if you could make such lenses work to correct your vision, you wouldn’t want to carry a pair of 2-kilogram DSLR zoom lenses everywhere you go. You want eyeglasses, which are something different.

photo of a picture of a giraffe with DSLR lenses over its eyes Photo by James Bold on Unsplash

The lenses in eyeglasses are — while operating on fundamentally the same principles of optics as the lenses in a telescope or a microscope — constructed and packaged in a completely different way. But most importantly, the way you use them is to wear them every day, not to deploy them on special occasions in the rare event where you need to do something extreme, but all the time, every day, in the same way.

... and What I Found There

photo of a to-do list written in a notebook Photo by Glenn Carstens-Peters on Unsplash

A person with nominal executive function might use the occasional free-floating to-do list to track a big, complex project with a lot of small interrelated tasks. Most folks in the modern information-driven economy routinely need to do projects that are too complex to easily memorize all the required steps. Even doing your own personal taxes has enough steps to require at least a little bit of tracking.

Such a person could make a to-do list for that one project — their telescope, if you will — put it in a place where they’d remember to look at it when they’re working on that project, and then remember to check things off when they’re done.

They could have one to-do list on the fridge for groceries, a note on their phone for stuff to get for their spouse, and a wiki page outlining some tasks at work. They would probably have enough free-floating executive function to remember which list maps to which project and when each project is relevant, and remember to check each one at the appropriate time.

I spent a lot of time trying to make disconnected to-do lists like this work for me. They never have. Even when I’m feeling particularly productive there is a cycle of list-generation, that goes like this:

  1. When I want to work on the project in question, I can’t remember where the to-do list is, but I need to figure out what I need to do again.

  2. So I go and write a new to-do list, spend a bunch of time rewriting the one I’d already written but can’t quickly find. Then I do some work on the project, check off a few things, and put the list away.

  3. Later, I’ll find both lists, both half checked off, and now I waste a bunch of time trying to figure out which one is the right one.

  4. Repeat this process a few times, and now I have a dozen lists. The lists themselves start generating more work than the actual project, because now I am constantly re-making and finding lists, trying to figure out which one is the most up to date.

This is the simplest case, but the real problem happens at a higher level: one of the biggest problems caused by any executive function deficit like ADHD is the difficulty of task initiation.

The more irrelevant distractions I can see while I’m trying to work out what to do next, the harder that decision becomes. And there’s nothing quite so distracting as the detritus of a thousand half-finished to-do lists.

One List To Rule Them All

What I’ve found works for me is a single, primary to-do list that I can obsessively check in with every minute of every day, which subsumes every other list related to every other project in my life.

I’m hardly the only person to have this insight — if you start engaging with the “productivity” noosphere, reading all the books, listening to the podcasts, this is a recurring theme. You don’t just have an ‘app’ or a ‘list’, you have to have a System. It has to be reliable; you have to know you’re going to keep checking it, or it’s worthless for storing your commitments. But unfortunately this is frequently buried under a lot of other technical complexity about the fiddly details of how to set up one system or the other. It’s very easy to miss the forest for the trees.

Having ADHD means that I routinely forget what I’ve decided to do over the course of only a minute or two after I’ve decided to do it. Just this week, I had to remind myself no fewer than three times to write down “buy more olive oil” because I kept remembering that we were running low when I was in the kitchen and by the time I finished washing my hands to put it into my phone I’d already forgotten why I did that and went back to making dinner.

I need to write everything down. I’m not going to remember five or six, or even two or three places to check for what to do next. I need to have one place to check what comes next, and then build the habit of constantly going back to it, both to add new things and to see what needs to be done.

Technology can help. Technology might even be necessary — it is for me.

But if you’re considering trying this out for the first time, be mindful that piles of to-do apps can be just as distracting as piles of paper. The important thing is to clearly, singularly decide on the one place which is the ‘root’ of your task tracking system.

You can even do this with a pen and paper. Carry the same, single notebook with you everywhere, and make it absolutely clear that it is your primary list, which is where you have to put any references to other lists. Some people have a lot more success with something tactile, to engage all the senses.

For me personally, the high-tech portion of this strategy is indispensable. I use a combination of OmniFocus for things that have to be done and Apple’s built-in calendar application for places I have to be at a particular time.7

OmniFocus8 defines the core gameplay loop of my life. Rather than having to cultivate and retain an elaborate series of interlocking habits and rituals to remain functional, I have a single root habit which triggers every other habit.

That habit? Consulting the unified “what should I do next” perspective in OmniFocus. Every time I am even marginally distracted, I check that view again.

Any time I have trouble initiating a task, I start breaking down the top task in that list into smaller and smaller “next physical action”. I don’t even rely on myself to do this; since I know I’ll forget to break things down, I frequently make tasks that look like this:

  • thing I want to do
  • plan the thing I want to do
    • break down the planning task into tiny actions and write them down here
    • break down the task itself into tiny actions and write them down here

To reduce distraction, I routinely close down any windows that are not necessary for whatever I’m currently working on. Particularly, I routinely sweep to get rid of browser tabs, asking (as I would with an email) “does this window represent a task I should do?”. If yes, it goes in the task system, if no, I close it so it won’t distract me further.

To facilitate this clean-up, on every computer that I use, I have a global hot-key set up to turn the thing that I’m looking at — some selected text, an image, an email message, a browser tab, a chat message at work — into a task that I can look at later.

Everything I have to do on a regular basis is in this system as a recurring task; for example:

  • taking out the trash
  • doing the dishes
  • logging in to Jira at work to look for assigned tasks
  • checking my email
  • brushing my teeth

Yes, even basic personal hygiene is in here. Not because I’ll necessarily forget, or that it takes a lot of energy, but I don’t want to waste one iota of brainpower I could be devoting to my current task to worrying about whether I might need to do something else later. If I don’t see ‘brush teeth’ in my “what should I do next” view, then I know, with certainty, that I don’t need to be thinking about tooth-brushing right now.

The “what should I do next” view is available on all of my computers, on my tablet, on my phone, and it even dominates my watch-face; I check it more often than I check the time:

screenshot of an apple watch face displaying a to-do item saying “write ADHD blog post”

No single feature is a hard requirement of my system; I could get along without any one of them in a pinch. However, the way that they combine to constantly reinforce what the next thing I need to do is in any given context, at any given time, means that I need to expend less energy trying to consciously hang on to all the context.

Limitations and Risks

I don’t want to give an overly rosy view of this strategy. Getting a single unified to-do system that works for you is not the same as getting a brain that can remember to do stuff. So here are some caveats:

  1. Implementing and maintaining such a system is never easy. It just takes tasks like ‘making sure I renew my passport before I need to travel’, ‘show up on time for the meeting’ and ‘buy a gift at least a week before the wedding’ from totally impossible to possible to do at least somewhat reliably with a sustainable level of effort. The main thing that I believe is possible for everyone is being able to commit to simple future tasks.
  2. Building enough data about one’s own habits and procrastination triggers also takes time, and to make such a system effective, one needs to do that work as well. (A passive time-tracking tool like Screen Time on your phone or RescueTime on your workstation can be quite illuminating — and surprising.)
  3. The initial wave of relief I felt when I started tracking tasks masked a gradual increase in my general anxiety over time. Checking and re-checking the ‘what to do next’ list can become a bit of an anxious compulsion, a safety behavior that doesn’t always help me plan my day. As one builds the habit of routinely checking the list, it’s important to avoid developing constant anxiety about the list as the only motivation to do so.
  4. Similarly, it is important to learn to under-commit. Not only does one need to avoid putting an unrealistic amount of stuff into the system, everybody (but especially everybody with ADHD!) needs non-trivial chunks of unstructured, unplanned time, where the system will clearly say ‘nothing to do now, just relax’. The “poor self-observation” and “time blindness” symptoms of ADHD ensure that properly estimating things before committing is a constant challenge that never really goes away either.
  5. This strategy definitely won’t be sufficient for some folks. ADHD is a spectrum and there’s no precise mechanism to calibrate where you are on it. Some folks will respond really well to this strategy, some folks will need medication before it helps to a useful degree.

Finishing up (about finishing up)

If you’re suffering from ADHD and despairing that you will never finish a task or be on time to an appointment: you can. It’s possible to do it at least pretty reliably. I believe if you commit to one and only one task tracking system, and consistently use it every single day, all the time, you can commit to tasks and get them done.

If you do it consistently enough, it will eventually become muscle memory, and not something you need to consciously remember to do every day.

It’s still never going to be easy to Do The Thing, even if your digital brain can perfectly remember what The Thing is right now.

At the very least, it was possible for me to learn to trust myself when I say that I will do something in the future, by designing a system around my own limited attention, and if I can do it, I think you can too.


Acknowledgments

This was a big one! I’d like to particularly thank my Uncle Joel, without whom this post (and many of my other achievements) would not be possible for the reasons described above, as well as Moshe Zadka, Amber Brown, Tom Most, and Eevee for extensive feedback on previous drafts of this post.

Additionally, I’d like to thank David Reid for introducing me to many of the tools and techniques that I still use every day, and Cory Benfield, Jonathan Lange, and Hynek Schlawack for many illuminating conversations over the years about the specifics and detailed mechanics of the tools whose use I describe in this post.

Any errors, of course, remain my own.


  1. The broader topic of the nature of “character”, fundamental attribution error and the extent to which the entire concept of a “character flaw” is a cognitive illusion that arises from the expedient but cruel habit of ignoring the context in which someone is making decisions is more than enough fodder for another post, but here are some good articles covering a newly-emerging psychological consensus that laziness as we understand it doesn’t really exist, and that there are always mitigating factors

  2. Paid link. See disclosures

  3. It was 54 years from Einstein figuring out the photoelectric effect in 1905 to the first MOSFET in 1959; and another 45 before we got MicroSD cards out of the theory of quantum mechanics. 

  4. Hello, future archaeologists! If you’re reading this in the far-flung future, as of this writing, shit is just incredibly fucked up right now. Just incredibly, horrifically fucked up. 

  5. Growth Mindset is a useful concept, but it definitely has a lot of problems, and has been a particularly pointed casualty of the replication crisis. This is a pretty good post outlining its remaining utility, even in the face of its relatively small remaining effect size. 

  6. This is to say nothing of medication, which is also quite useful. More or less necessary, in fact, for some of those suffering from ADHD. One thing I want to be very careful to point out is that in this post I’m talking about my own experiences with ADHD here; without a proper diagnosis, I haven’t had the opportunity to try a pharmacological solution, so I can’t comment on its efficacy for me. However, there’s a school of thought that since some people can resolve some of their ADHD problems with non-medicative interventions, therefore all people should refrain from medication. I want to be as clear as possible that I do not endorse this point of view. 

  7. I’m not going to get into what I use for email here, since I’ve written about that before, and you can just go read that. 

  8. Since I know many of my readers are not in the Apple ecosystem, and might be motivated by this post to put some of these ideas into action, there are plenty of cross-platform apps with similar capabilities. You might check out Taskwarrior, Todoist, or Remember The Milk. There’s definitely something out there that can work for you! 

Make Time For Hope

Pandora hastened to replace the lid! but, alas! the whole contents of the jar had escaped, one thing only excepted, which lay at the bottom, and that was HOPE. So we see at this day, whatever evils are abroad, hope never entirely leaves us; and while we have THAT, no amount of other ills can make us completely wretched.

Bulfinch’s Mythology

It’s been a rough couple of weeks, and it seems likely to continue to be so for quite some time. There are many real and terrible consequences of the mistake that America made in November, and ignoring them will not make them go away. We’ll all need to find a way to do our part.

It’s not just you — it’s legit hard to focus on work right now. This is especially true if, as many people in my community are, you are trying to motivate yourself to work on extracurricular, after-work projects that you used to find exciting, and instead find it hard to get out of bed in the morning.

I have no particular position of authority to advise you what to do about this situation, but I need to give a little pep talk to myself to get out of bed in the morning these days, so I figure I’d share my strategy with you. This is as much in the hope that I’ll follow it more closely myself as it is that it will be of use to you.

With that, here are some ideas.

It’s not over.

The feeling that nothing else is important any more, that everything must now be a life-or-death political struggle, is exhausting. Again, I don’t want to minimize the very real problems that are coming or the need to do something about them, but, life will go on. Remind yourself of that. If you were doing something important before, it’s still important. The rest of the world isn’t going away.

Make as much time for self-care as you need.

You’re not going to be of much use to anyone if you’re just a sobbing wreck all the time. Do whatever you can do to take care of yourself and don’t feel guilty about it. We’ll all do what we can, when we can.1

You need to put on your own oxygen mask first.

Make time, every day, for hope.

“You can stand anything for 10 seconds. Then you just start on a new 10 seconds.”

Every day, set aside some time — maybe 10 minutes, maybe an hour, maybe half the day, however much you can manage — where you’re going to just pretend everything is going to be OK.2

Once you’ve managed to securely fasten this self-deception in place, take the time to do the things you think are important. Of course, for my audience, “work on your cool open source code” is a safe bet for something you might want to do, but don’t make the mistake of always grimly setting your jaw and nose to the extracurricular grindstone; that would just be trading one set of world-weariness for another.

After convincing yourself that everything’s fine, spend time with your friends and family, make art, or heck, just enjoy a good movie. Don’t let the flavor of life turn to ash on your tongue.

Good night and good luck.

Thanks for reading. It’s going to be a long four years3; I wish you the best of luck living your life in the meanwhile.


  1. I should note that self-care includes just doing your work to financially support yourself. If you have a job that you don’t feel is meaningful but you need the wages to survive, that’s meaningful. It’s OK. Let yourself do it. Do a good job. Don’t get fired. 

  2. I know that there are people who are in desperate situations who can’t do this; if you’re an immigrant in illegal ICE or CBP detention, I’m (hopefully obviously) not talking to you. But, luckily, this is not yet the majority of the population. Most of us can, at least some of the time, afford to ignore the ongoing disaster. 

  3. Realistically, probably more like 20 months, once the Rs in congress realize that he’s completely destroyed their party’s credibility and get around to impeaching him for one of his numerous crimes.