Craig Constantine

Dashes

January 6, 2022

I find that working in dashes is a spectacular way to make incremental progress on something. My favorite these days is a ~40-minute dash using a large sand timer. My dashes always run a few minutes over, and then accounting for time after the dash—to deal with whatever has come up—these dashes effectively consume an hour of my time. Reading, listening to podcasts I’ve curated for myself, writing, or working on outreach to invite people onto a podcast show, are all things which will never be finished. They’re perfect never-ending projects to be tackled in dashes.

I’ve been using health tracking grids, which I keep directly in my personal journals, and a tasks and project management program called OmniFocus, for over a decade. I have a long running drive to track small steps that lead to big changes or big goals. For a specific type of step, or task if you prefer, this has consistently failed miserably.

The problem is that progress on such projects doesn’t have to be do-it-every-day perfect. I simply need to do it often enough. If I have a row in my health grid, it stresses me out if I go days without ticking it off. The same happens in my tasks and projects software; A recurring to-do item for “reading” just sits there with an aging “was due on” date, adding stress. When January rolled around this year, I removed all my forever-projects from both my health tracking grid, and my tasks and projects software. Perfection, in those two systems, is now something that I can actually achieve.

Now, what to do with the never-ending projects? I spent some time whipping up a spreadsheet of “don’t break the chain” style tracking. (This is not a new idea, I’m aware.) Here are three sheets, for three different groupings of never-ending projects: “Writing” for three different publication places; “Community Building” efforts in three different contexts; and “Reading/Listening” in three different mediums. (On one, I was drawing empty squares, but decided simple dots were fine for “didn’t do.”) I like the filled in panache of which ones are done… they are really done.

Most days, I set myself a rough list of tasks with any things at specific times marked as well, in a small notebook. The tiny size of the notebook helps remind me to not plan too much for each day. It’s an eternal struggle of course. I do not look at these sheets when I’m planning a day. I know what needs to be done—all 9 of these dashes are never-ending projects which I want to see move forward.

“I need to write some blog posts today…” goes on my day’s plan, and that’s going to be one dash, and blog writing is often much longer than 40-minutes. “I’m in an accountability session that’s part of Movers Mindset, and I’m being held accountable to write every day for that…” goes on my day’s plan as a dash. And some other things get added to my day’s plan. Then as my day goes on, I might spontaneously do some reading, or go for a walk and listen to some podcasts. At the end of the day, (or the next morning,) I pick up these sheets from where they site out of my sight and I fill the day in.

Several lessons are being taught me. 9 freakin’ dashes in a day is literally not possible; the most I’ve done is 5 so far. 2+ is the average, and 3 feels like it could really work. It’s interesting that 3 is the number, right? How often do we hear to pick no more than 3 “big rocks” to put into each day? It’s also really clear where my commitment actually falls; That “plan/outline” dash is not just a dash. I start by planning within an enormous outline document which contains all my plans for two entirely different and very large projects. And then I often spend an hour or three working on things from that plan. I should be able to get through that entire plan, and then retire that “project” from the dashes tracking.

What to focus upon

December 22, 2021

The practice is simply this: pause to consider what you’d like to focus on.
~ Leo Babauta from, https://zenhabits.net/everchange/

I’m great at focusing, but am weaker at intentionally choosing what I’m focusing on. I’ve no idea when I realized I was weaker at the latter point. While it’s clear I have a lot of habits and behaviors which work well to help me deal with the weakness, I cannot recall if those developed simply by trial and error.

One habit which works well to avoid disaster is dump it out of my brain into an outline. An emergency spillway prevents complete failure of a dam, but if water ever goes over the emergency spillway, something is terribly wrong. That’s me and brain-dump outlining. I flip my 40-minute sand timer and start a fresh outline, saving it to my computer desktop. (Aside: There is never anything on my computer desktop.) As I’m outlining, panic often nips at my heels. Eventually, I get most everything down. I find long strings of knock-down-doable domino tasks. And I usually find at least one Big Question buried in there.

And then I close the document. It’s cathartic. It’s as if, having written it down, it’s in some sense done.

Sand through the hour-glass

November 29, 2019

I mentioned recently that I sometimes use a cheap little sand timer when I want to know when to stop, but don’t want to be directly interrupted by beeps or alerts. The sand runs out quietly. At some point later, I notice the time is up and I bring the work to a stop.

Except when the sand timer gets stuck. My half-hour timer—just that one—every once in a while, stops dropping sand. It’s a pretty teeny stream of falling sand that I can easily miss at a glance. So it’s not at all obvious if it stops. I get into the flow of work. I’m thinking, “yeup, in the flow state.” I’m tearing along, confident that my little sand timer will quietly let me know when to stop.

…and like two hours later I notice the room is getting cold because I haven’t fed the wood stove. Wait wat. *taps sand timer* oh.

I can’t decide if this is good or bad. It’s like deep work roulette. I think I’m going to do a half-hour dash, but maybe I’m going down the rabbit hole. I could easily replace the cheap little sand timer, but I like the randomness of it. The analog-ness of it. Not only is its time keeping approximate, but sometimes it’s totally not keeping time.

Too much planning and structure kills spontaneity.

The humble sand timer

November 7, 2019

Over the years I’ve experimented with many forms of time management. One that works well for me—and I’ve heard this from others—is to work in a mixture of Pomodoro sprints, combined with open-ended deep work sessions. Combined, I mean, in the same day; A some-of-this and some-of-that approach.

Unfortunately, Pomodoro sprints don’t work for me with a “hard” timer. I’ve tried various timing apps on my computer and phone, and I’ve tried a digital countdown timer on my desk. (This cube timer is a nice one.) But I always find the firm interruption frustrates me. No matter how polite or subtle the alert, I’m annoyed by the interruption.

The solution is the humble sand timer. (Here’s a nice set.) Standing quietly, it is unobtrusive. Eventually, it has run out—but it remains patiently waiting for me to stop working. “No rush to stop Craig, but when you find a good spot, it’s time to move to the next thing.”