The Deliberate #40: Good Riddance

#MundaneLife

A new type of hazard on the golf course, apparently. Maybe a "birdie" dropped it?

A new type of hazard on the golf course, apparently. Maybe a "birdie" dropped it?

What Has My Attention

Nothing. I’m on vacation. See you in 2021!

Ok, I guess that's not entirely true. I have been using my time off to do a bit more writing than usual:


As always, I'm curious to read other folks' year-in-review articles so please send me ones you've enjoyed by replying to this email.

Thanks for hanging out with me in this profoundly weird year and here's to a much calmer and pandemic-less 2021!

For Your Attentional Consideration

The Munger Operating System: How to Live a Life That Really Works

Ever since we landed on the “operating system” as the foundational metaphor for how we think about organizations at The Ready I’ve been enamored with using it at the individual level, too.
 

 This Japanese Shop Is 1,020 Years Old. It Knows a Bit About Surviving Crises.

I hate the “growth at all cost” assumption of run-of-the-mill capitalism so stories like this — which seem to be a particularly Japanese phenomenon — are my favorite. 
 

’I’m just measuring myself with myself’ — ping pong as a route to Sufi spiritual practice

“I’m just measuring myself with myself” is maybe the best encapsulation of me and what/why I do what I do. 
 

No Jedi

It’s easy to invest unearned levels of confidence in extremely experienced folks. They’re just trying to get by, too.
 

My Monastic Academy Journey

A fascinating, and ongoing, story of how someone decided to become a monk.
 

No More Forever Projects

If I had to make a personal t-shirt I’d get “I’m just measuring myself with myself” on one side and “no more forever projects” on the other side. I’m going to be taking a hard look at the “forever projects” I currently have ongoing in 2021 and will be figuring out some ways to put some boundaries around them.

Closing Round

  • Watching: A new season of Letterkenny dropped on the day after Christmas so you know I’m working my way through that. Have also watched the first episode of The Stand and am excited to see how they handle it.

  • Listening: A second Taylor Swift album in 2020? Yes, please. It has been on repeat for the last couple weeks.

  • Playing: Hades! It comes highly regarded from my brothers and The Besties, so I had to give it a shot. I’ve loved the other stuff Supergiant Games has made (primarily Bastion) and so far I haven’t been disappointed.

  • Reading: Ever since I saw the trailer for the new Dune movie it has been floating around in the back of my head. In preparation for that flick (which is still extremely far away) I decided to re-read the book. I remember loving it the first time I read it — but apparently that’s all I remember because it has felt like I’m reading it for the first time again.

Feel free to respond to this email if you have something you think I should read or just want to say hello. Or pop on over to Twitter. God knows you can find me over there more easily than you probably should...

Until next time,
Sam

The Deliberate 39: Frivolous

#MundaneLife

Let's be honest, most days I'd consider feeling 50% human a win.

Let's be honest, most days I'd consider feeling 50% human a win.

What Has My Attention

It’s a tough time to care about individual attention. The swirling forces of racial injustice, the crushing hopelessness of an unchecked pandemic, the exhausting overwhelm of a campaign season devoid of rationality and decency, and a post-election interregnum teetering on a Constitutional crisis. The systems surrounding us often feel like they’re failing and that there’s little one person can do to shift this trajectory. It’s times like these where writing that the deliberate use of individual attention, often at the extreme micro-level, feels crass or woefully out of touch. And yet, it’s when I’m paying attention to how I do seemingly mundane or trivial things that I actually feel most capable of interacting meaningfully with these overwhelming systems. 

Focusing on individual attention isn’t an abdication of responsibility or a sign that I’m ignoring what actually matters. If showing the boring behind-the-scenes work that keeps the lights on in my own battered psyche is helpful to others dealing with the same overwhelming forces then I’m happy to do it. The world can be a serious and overwhelming place -- my writing doesn’t necessarily need to mirror it in its seriousness. 

Ultimately, I’m afraid of being called frivolous. Of being called out for being out of touch or oblivious to what’s going on around me. Of being accused of being some kind of stooge who is all too ready to place an undue burden on individuals instead of railing against the larger societal and organizational forces at play. I get it. It has been easier to hang out on the sidelines the past few months than to throw my hat back into the ring. While there is a certain comfort to not participating in the potentially bruising game of sharing ideas publicly, it comes at a cost of feeling like I’m forgoing one of the things I’m best at -- and for the wrong reasons.

Also, for what it’s worth, my new personal goal is to write a newsletter introduction that isn’t a veiled apology for going months without releasing a new issue. There’s always next time, right?

For Your Attentional Consideration

The Rise of Sleep in Mental Health

When I feel myself not being as productive as I want to be the first thing I think to do is either stay up late or get up early to get something done. Or, in other words, sacrifice sleep. I like to keep a small arsenal of articles like this on hand to remind myself not to be a flippin’ idiot and that the sleepy version of me is the worst version of me. 

The Observer Effect - Daniel Ek

Loving this new series of in-depth interviews with interesting people focused on their processes and approaches to doing whatever it is that they do. The first one with Marc Andreesen was great and this one with Spotify CEO Daniel Ek is a worthy follow up.

Oliver Burkeman’s last column: the eight secrets to a (fairly) fulfilled life

There will always be too much to do, when stumped by a life choice choose “enlargement” over happiness, the capacity to tolerate minor discomfort is a superpower, the advice you don’t want to hear is usually the advice you need, the future will never provide the reassurance you seek from it, the solution to impostor syndrome is to see that you are one, selflessness is overrated, know when to move on. Can’t argue with that.

How to design the perfect day

A helpful kick in the pants for when you’re feeling like your days are just happening  to you rather than being a thing that you can actually direct or mold into something you actually like.

The rise and fall of Getting Things Done

Considering the topic and the admiration for the people mentioned in this article (Merlin Mann, Peter Drucker, David Allen) and who wrote it (Cal Newport), I feel like I need to do a deeper dive than just a couple sentences here. A couple thoughts to get me started, though — the headline is terrible (which Cal admits), he's putting his finger near something important and I think he’s potentially missing the mark with what to do about it. I’m a little worried about academics pining for the days of Taylorism and the Industrial Revolution when making recommendations about how to create more structure in knowledge work. Cal’s new book should be interesting…

Closing Round

  • Eating: I’ve locked in a pretty great Default Breakfast/Default Lunch routine. Oatmeal with brown sugar and blueberries for breakfast and a Sweetgreen buffalo chicken salad for lunch. Can’t be beat.

  • Watching: Schitt’s Creek started really slow for us but we’re about to wrap up season 3 and are pretty much obsessed with it at this point. Taking this one nice and slow because the end is gonna be a real bummer.

  • Playing: I finally beat Dead Cells. Similar story in that it started slow but once I started to get that taste of progression and learning that roguelike games are so good at the hooks were set deep in my brain.

  • Reading: I’m more than halfway into War and Peace and I’m legitimately into it by now. Took me awhile to figure out who was who but now that I more or less have a mental model of the characters and their relationships I can just enjoy the writing.

Feel free to respond to this email if you have something you think I should read or just want to say hello. Or pop on over to Twitter. God knows you can find me over there more easily than you probably should...

Until next time,
Sam

The Deliberate #37: The Privilege of Extra Unused Attention

Hi, I'm Sam and this is The Deliberate. I'm taking a break from the normal format this week to share some thoughts that I've been wrestling with for the last few days. Thank you for giving me the space to explore this and not just carry on business-as-usual.

Experimenting with my attention and then writing about what I’m learning is dripping with white privilege.


I don’t worry about being shot by the police. I don’t have to navigate an inherently racist society that systematically puts me at a disadvantage. I don’t have to carefully protect my attention just to navigate my daily life. Walking out my front door does not put me on alert.

Therefore, I have plenty of attention available for things like personal development and silly experiments like not drinking coffee for a week or trying to run everyday for a week. Creating artificial constraints and challenges to better understand myself and my capabilities has felt like a worthwhile endeavor — until recently.

The past few weeks have made this hobby and intellectual curiosity feel woefully out of touch and more than a little embarrassing.

I’ve always believed that the only thing I should worry about is the way I show up and interact with the world. That if I’m deliberately “not racist” (an admittedly low bar to clear) then I’m doing my part to make the world a better place. This is why I'm so obsessed about attention and what it means to make good decisions about how to use it.

Where I've gone wrong is thinking that the best use of that attention is to direct it mostly inward. To better understand and learn about myself. At best, it’s simply myopic. At worst, it has made me an unwitting accomplice to the construction of the racist society we find ourselves in.

A personal development philosophy built on the deliberate use of attention feels insufficient in this moment. It puts an unfair expectation on folks who rightfully don't have freely available attention because they are using all of it — and then some — just to navigate a racist society.

I don’t know what this means for the future of this newsletter and my other writing. For now, though, I just wanted to say that I’m just starting to scratch the surface of understanding my own privilege and how it permeates everything I do — including writing about meaningful attention and personal development. I’d like to think that this will push me to further develop and improve my ideas to be more accessible and useful for even more people in the future.

For now, though, I’m going to use some of my privileged attention to be quiet, listen, and learn from others who have been thinking about this topic for much longer than I have.

Your friend,
Sam

The Deliberate #28: How to Engage with An Overwhelming World

Check-In Round

We start every newsletter like I start every meeting I run at work — with a quick question to get us checked in and ready to go. Feel free to send me your response to this issue’s question!

“What’s the first concert you went to and what’s the best concert you’ve been to?”

I’m almost positive my first concert was Something Corporate and Rx Bandits at Clutch Cargo’s in Pontiac, Michigan in 2003. Best is probably Manchester Orchestra at House of Blues in Anaheim?

I’ve been exploring life as a 1920’s paper boy/man.

I’ve been exploring life as a 1920’s paper boy/man.

What Has My Attention

It’s possible to be deliberate about lots of different things. When I think about the word — and my obsession with it — I tend to think about it first in terms of information. What’s worth paying attention to? How can you set yourself up to get the information and experiences that will help you live a life you’re proud of while not getting sucked into the distractions that our sorely overmatched brains crave? 

Last week I published an article with my first take at a relatively holistic framework for thinking about how to construct and interact with an “information ecosystem.” To be honest, I wrote the first draft of this article over eight months ago and it had been sitting in a mostly finished state since then. I felt like I had started to put my finger on something profound, or at least interesting, and I wanted to make sure that what I ended up publishing would be as good and as clear as possible. Each week, though, it would fall to the bottom of my to-do list. Finally, I decided to just take it largely as written, fix the obvious typos, and get it out into the world.

Surprisingly, it has garnered the most reaction (primarily on LinkedIn, but also in text messages and on Twitter) out of anything I’ve recently written.

I have a long list of follow-up articles related to this basic idea that I’m excited to dig into: really defining an “information ecosystem” and why you should care about yours, deep dives into each of the quadrants in my framework, an exploration or what types of information are best suited for certain approaches — there’s a lot to dive into.

I’d love if you would check out the article and let me know what questions you have. What would you like to see me explicate more? What’s unclear? What resonates and what doesn’t?


What Has My Attention Elsewhere

After culinary and literary acclaim, she’s moving into the woods. (New York Times)

“After consulting and literary acclaim, he’s moving into the woods.” This is the header of the article they’ll hopefully write about me in like 30 years. 
 

Finding the one decision that removes 100 decisions (or, why I’m reading no new books in 2020) (Tim Ferriss)

I love the essentialism of this. “I’m now asking myself across the board: what can I categorically and completely remove, even temporarily, to create space for seeing the bigger picture and finding gems?” I really like the idea of reading no new books for an entire year. As someone who generally reads over 50 new books every year it sounds kinda bonkers — which is why I think I like it.
 

Your New Year’s resolution has already failed (CGP Grey)

I wrote about the idea of yearly themes in my Year of Intensity/Simplicity article and Grey does a great job explaining the gist of the approach in this YouTube video. If you’re curious about the idea of choosing a yearly (or quarterly) theme to help guide your life this video will set you on the right path.
 

Doing a digital declutter (The Focus Course)

If you don’t want to read all of Digital Minimalism this article extracts the most actionable bit in a really straightforward and cogent way. I think I’m due for a digital declutter and this is the article I’ll use to refresh myself on the parameters.
 

Productivity advice for the weird (I Will Teach You To Be Rich)

If I was more comfortable coming across as a total ass this is the article I would’ve written. A pretty no-bullshit look at what sorts of fundamentals you need to lock in place if you want to be more productive.
 

I’m playing Stardew Valley as Ernest Hemingway and I finally learned how to fish (Polygon)

I’m not sure this has anything to do with attention — I just love the idea of playing Stardew Valley as Ernest Hemingway.


Closing Round

  • Work: Last week was a doozy. Back-to-back all day sessions (one of which with a SVP and her entire team). Knocked me off my daily habits a bit but after a nice weekend I feel mostly recovered.

  • Play: Because of the aforementioned tough week I haven’t played much of anything recently. I sunk quite a few hours into Card of Darkness (Apple Arcade) over the previous few weeks but I’m feeling like I’ve mostly gotten it out of my system.

  • Read: Re-reading Getting Things Done. Re-reading Make Time. Still working on The Fall of Hyperion. Just started Turing’s Cathedral. Listening to Why We Sleep. So much for WIP limits, eh?

  • Watch: I have the last two episodes of The Good Place waiting for me and I’m avoiding them because I don’t want the show to end :(


Your friend,
Sam

The Deliberate #27

Welcome to the folks who made the jump from my very old and very defunct Conscious Living Newsletter and are joining us on the latest incarnation of my obsession with attention.

Check-In Round

We always start with a check-in; a quick question and a top of mind answer. You’re more than welcome to send me your answer by hitting reply and sending it my way. This week’s check-in question:

“What new year resolution would have the biggest impact on your life if you were 100% successful in implementing it?”

Something about getting my self-critic to take a hike, probably. Without that guy hanging around I have a feeling I would be a much happier, more prolific, and generally better version of myself.

Apparently my dad is an Instagram advertiser’s dream. Shark socks.

Apparently my dad is an Instagram advertiser’s dream. Shark socks.

I’ve been putting fingers to keyboard pretty regularly and have managed to get a couple articles out the door since the last time I said hello to all of you. First, I took a look at how 2019 and my “Year of Deliberate” went. In it I try to not go down too many data rabbit holes and instead get in touch with my overall subjective experience of the year — with a little data thrown in as seasoning. Read “Looking Back at a Year of Growth, Grief, and Calm.”

Then I turned my attention to 2020 and explored my yearly theme(s). A yearly theme helps give some structure and guidance to my year and this year I’m trying something a little funky — a dual theme with opposing(ish) intentions. Read “The Year of Intensity/Simplicity.”

What Has My Attention

I’ve been thinking a lot about why I find personal data collection so interesting and useful. I think some people have this idea that I’m running all my various data through complicated algorithms and looking for correlations that give me some sort of counterintuitive insight into how I should be living my life. Some quantified selfers may be into that — but that’s not me. 

Here’s the thing... I don’t really do all that much with the data once I’ve collected it. Once a week I pull it all into a spreadsheet, do some color coding to indicate whether I exceeded, met, or failed to meet my expectations, and then mostly forget about it until the following week. 

That’s because the data collecting I do is more about momentum. The worst thing in the world to a data fan is an incomplete dataset. Once I start collecting data on something I want to have as complete a dataset as I can possibly muster. That means keeping my attention on it and checking in with it from time to time. With my current system, I can’t really go longer than 7 days without interacting with some kind of data. In a world of distractions and nearly infinite things I could be doing my personal data collection habit helps me keep bringing my attention back to what matters. 

It’s that exercise of never letting something I care about fall too far outside my attention that I actually find valuable. Sitting down every Sunday morning and putting in the numbers makes me think about why they’re doing what they’re doing and what that means for how I’ve been (or should be) living my life. That’s where the rubber actually meets the road for me. The data is a MacGuffin. A fun MacGuffin, but a MacGuffin nonetheless.

What Has My Attention Elsewhere

Closing Round

Work: Using the beginning of a new year as an excuse to introduce new dynamics and practices to the project. Mostly, getting back to basics around some practices that we know work but are easy to let fall by the wayside when you feel busy.

Reading: Apparently I pre-ordered BJ Fogg’s new book, Tiny Habits, so when it unexpectedly showed up on my Kindle I decided to give it a go. Pretty good! Also re-read Watchmen for the first time since 2008 (in preparation for the new HBO show I want to start soon).

Watching: Just finished Letterkenny season 8 and The Expanse season 2. Emily and I are almost finished with Patriot season 1 (new for her, re-watch for me). I can’t wait to start season 2.


Your friend,
Sam