Thankful for Options

While I am Canadian and our Thanksgiving was back in October, I’ve been reflecting this week on what I continue to be thankful for. This week, my kid has been home sick from daycare. In the before times, this would be difficult enough, but now you have to be mindful of covid tests and access to healthcare risks.

This week, I’m finding myself being thankful for my employer and my supportive colleagues who show compassion and sympathy as I take time off work to wait out my kid getting over his daycare cold. Not everyone is fortunate to be in a position like we are, and we should support more accessible childcare options for everyone. Children deserve better, and parents need slack in the system for their sanity.

Stay Awesome,

Ryan

Planning and Preparation

Last week, Seth Godin wrote a poignant observation about the wisdom of refilling your gas tank at the right time. This of course was a metaphor; it’s not about literally filling your gas tank (except when it is). Instead, the observation is about recognizing that you are better able to weather uncertainty when you are mindful about resources, whether that’s financial, physical, human, or even your own attention.

Yes, sometimes we are so strapped for time that it’s hard to remember to prioritize fil1ing before empty, but if you pay attention to your resources, then as he says you can “have your emergency on your own schedule.”

His post was well-timed, because I’ve found myself falling behind this week on some critical tasks. When I reflected on it in my journal, it’s easy to say I was busy. It’s true, I was busy – I was in a lot of long meetings, I had appointments, and obligations at home. But I’m always busy, so this week wasn’t necessarily out of the ordinary.

Instead, my lack of progress is due less in part to other people’s demands on my time, and instead it’s largely due to my own poor planning and preparation. Without an appropriate plan for the time that was all my own, I was left to flit carelessly to this whim and that urgent thing.

As a reminder to myself, open blocks of time in my calendar are not default downtime. I have more control over my time than I realize (or behave).

Stay Awesome,

Ryan

Initial Assumptions

I was reflecting on Seth Godin’s musings about the number of moons in our solar system. The initial assumptions we use to make predictions about our world can sometimes be orders of magnitude off from truth.

We as humans don’t like to be wrong, but we shouldn’t be overly concerned with our initial assumptions being off the mark. After all, if we knew the truth (whatever “truth” happens to be in this case), there would be no need to start from initial assumptions. It is because we are starting from a place of ignorance that we have to start from an assumption (or hypothesis) in order to move forward.

The problem lies with whether we realize we are making assumptions, and how committed we are to holding on to them. Assumptions made about the physical world can often be value-neutral, but assumptions that intersect with the lived experiences of people always come pre-packaged with history that’s value-loaded. It’s fine to make an assumption that your experiences are shared with others, but that assumption can only be carried so far. At some point, you have to acknowledge that there will be a lot missing in your initial assumptions that need to be accounted for.

The lesson then is this: when working from an estimation or prediction, be careful with your initial assumptions. It’s fine to begin with your own experiences, but always put an asterisks beside it because your experience is likely not universal. We must guess, then check. Test, verify, then revise.

Aiming at truth is a noble goal, but we should settle for asymptotically moving closer towards it as it more likely reflects reality.

Stay Awesome,

Ryan

Falling Through My Systems

This late post is a nice springboard into something I’ve been thinking about throughout the pandemic. Pre-pandemic, when I was still commuting to work, I had a fair number of systems to help me get stuff done. My commute to work helped me film daily vlogs, listen to books, and think about big ideas for blog posts and Stay Awesome vlogs. When we started working from home, those outputs began fading. Now, I feel behind on my blog posts, I *maybe* film a personal vlog once every two weeks, and Stay Awesome has been put on an indefinite hiatus until Jim and I get some extra headspace bandwidth to devote attention to it.

I was also known for my notebook. I carried a Field Notes notebook everywhere with me, and was constantly scribbling notes into it. Then, around 4 months into working from home, I found myself abandoning the monthly notebook and appropriating a disused larger notebook to jot down tasks, lists, and random thoughts. The Field Notes book was small, portable, convenient, and had many systems to track things I found important, such as exercise, health, habits, etc. Now, my notebook is largely devoted to task management, because when every day feels the same, you can quickly find yourself several weeks down the line having nothing to show for your time.

In a sense, I’ve fallen through my systems. The various “systems” I implemented succumbed to inertia when I both lost the cues that triggered them and lost the will to keep putting effort in the system to power the flywheel, and friction has ground them to a halt.

James Clear has a pithy phrase, that “you do not rise to the level of your goals. You fall to the level of your systems.” This is a riff on an older Greek observation from Archilochus: “We don’t rise to the level of our expectations, we fall to the level of our training.”

Regardless, the question I have is whether I truly had a system if it was a fair-weather operation that wasn’t robust enough to adapt to these kinds of radical changes. When I lost the external liminal cues that came from commuting to work, or from even leaving the house on a regular basis, the things I called systems disappeared as well. Is it charitable to call these things “systems”? In virtue ethics, you aren’t said to possess a virtue if you only exercise it some of the time – you aren’t considered courageous if you don’t act courageously in a moment that requires it. Does this apply to systems as well?

Part of me says yes, but that’s not very helpful. Perhaps I should reframe my thinking and consider the quality and attributes of the system. Borrowing from Taleb, some systems are fragile, some are robust, and I suppose some are antifragile. I understand antifragile systems in the context of biology (e.g. stressing muscles can allow them to get stronger over time), though as of writing I can’t think of any productivity system that get stronger under pressure.

Regardless, it’s clear that much of my productivity was built upon what can now be labelled as fragile systems. They worked under certain conditions, but outside of that narrower band they are less able to withstand fluctuations or variance. In my reflections over the last few months, I’ve been seeing the value in understanding the causes of system failures so that I can create new processes to help me in work and life. For now, the first step is to acknowledge that I’ve fallen through my systems, and having acknowledged this, I can stop spinning my wheels and start seeking traction.

Stay Awesome,

Ryan

Writer’s Block and Bad Writing

According to Seth Godin, there is no such thing as writer’s block. He’s been on my mind recently, not just because I listen to his regular podcast, but also because he’s doing the book marketing circuit on the podcast shows I typically listen to. As of writing (November 3rd), his latest book was just delivered to my door.

From what I understand, Seth’s belief is that writer’s block is a function of our desire to not ship bad work. Instead, we hold out until a good idea arrives and we work on it. His advice to overcome “writer’s block” is to constantly write regardless of how bad you think it is. It’s a bit of a spaghetti approach – you throw as much at the wall and see what sticks. He maintains that buried under all the bad writing, there is bound to be some good stuff. The job of writing bad stuff is to eventually unearth the good stuff for you to work on and polish to completion.

Seth is known for having posted on his blog every day for over a decade, tallying over 7000 posts. He says that for every post we read, there are up to 8 that didn’t get published.

I’ve been talking recently about how I’ve missed deadlines on this blog due to poor planning. If what Seth says is true, it would also be the result of a bad ratio of published to unpublished ideas.

2:1

I guess that means I need to get to work pumping those numbers up.

Stay Awesome,

Ryan

Paying to Be Upsold

After a bit of a hiatus, it’s time I dust off my keyboard and get to work.

I attended a digital summit last week organized by a reputable platform. I’m going to deliberately keep this post’s detail vague because I’m not upset by being upsold to the point of it changing my opinion about the platform or the purpose of the summit. On the other hand, it clarified a few things about the nature of online business that I thankfully only paid a few bucks to learn.

The summit was meant to bring together content creators to discuss the business of making money online. I’ve flirted with this idea, and I have some project ideas for online content that I intend to provide for free for the ethics boards I serve, so I thought learning about some of the business and strategic best-practices would help me think through the project steps.

The three-day event brought together a few creators I’m familiar with, and I bought in at the early bird pricing, so I thought even if I attended the equivalent of one-day’s worth of sessions, I wouldn’t feel bad having put down some money for the access.

The first session was about creating an online course using the best practices used on the platform. Since I work in academia, I’m aware of some of the work that goes into creating a course. I would charitably say that I’m not the best fit for the target audience of the course, but I took notes and found some of their insights useful.

But just after halfway through the scheduled event, they switched from presenting about the tools and tactics of content creation to discussing some of the exclusive perks that could be available for a limited time to the summit attendees. As I sat watching, I was amazed that a lot of the various tactics they discussed in the previous 40-minutes were being applied to the session attendees in an effort to upsell a package. For a limited time, if you bought into a $100+ monthly subscription, you’d have access to a half-dozen pre-recorded courses, a half-dozen 2-month trial access to software, a more in-depth set of lessons about all the topics we just learned about, and a few other odds and ends (like unlimited replay of the summit sessions).

I don’t blame the platform for choosing to go this route, but I was shaking my head when I thought that I paid to be given a reduced-value presentation of a larger set of courses, and was being upsold on it. I paid to be sold to. I was even interested in one of the keynote Q&A’s and was disappointed that it was a twenty minute video call. The guest speaker has put out more value for free on his various social media channels than what I received at the summit.

Again, I’m not above this – I think there is some value in what I learned, and I’m not necessarily the target audience, so it’s wrong of me to complain about not liking the content. I just hate that I had to pay a small price to learn this lesson about the nature of online content creation. It’s a series of remixes of content (a cousin of the animated bibliography, it seems), trickled out slowly to optimize the conversion rate of your mailing list.

I understand that in order to make money online, you have to play the game. The problem is I hate that the game is mostly concerned with optimizing for views, rather than genuinely trying to help solve problems. Perhaps it’s a signal that I should heed. If I don’t want to play the game by the rules, I either have to get out of the game, or be so good that I invent a new category. Either way, my main takeaway: creating content online is going to remain a side initiative for me, rather than my main source of income for the foreseeable future.

Stay Awesome,

Ryan

Friday Round-up – July 31, 2020

Here is my round-up list for the week ending on July 31st:

💭Reflection – Writing Daily, But Posting When Ready | Derek Sivers

I started this blog for two reasons – because I wanted a public way of practicing what I was learning at the time, and to force myself to write consistently. I decided posting once per week was a manageable target, and I’ve been relatively successful for the last few years. Recently, I’ve added the Friday Round-up as a way to force myself to write more and to share interesting content I stumble upon. When I added the Friday posts, I questioned whether it was worth putting in the effort – was I adding value to any part of the process? On some level, I feel it’s worth it, if for nothing else than to force myself to be a bit more reflective on what I consume. However, Derek Sivers’s point about forcing one’s self to post rapidly comes with some trade-offs. I imagine Seth Godin (another prolific blog poster) sometimes feels the same way by posting daily – that most of his posts aren’t what he would consider good. The mentalities are a bit different; Godin posts as part of his process, whereby you have to make a lot of crap to find the good stuff. Sivers would rather keep the crap more private to give him time to polish up the gems. I’m not sure which style is better. Both admit to keeping the daily writing practice, which is probably the more important lesson to draw from their examples, but it’s still worth considering.

*Addendum*

After drafting the above, I kept reading some bookmarked posts from Sivers’s page and found this one written in 2013 after a friend of his died. It’s a heartbreaking reflection on how one spends their time, which included this:

For me, writing is about the most worthy thing I can do with my time. I love how the distributed word is eternal — that every day I get emails from strangers thanking me for things I wrote years ago that helped them today. I love how those things will continue to help people long after I’m gone.

I’m not saying my writing is helping anyone, but the thought that my words will live beyond me touched something within.

📽Video – The Biggest Bluff: Poker as Life | Book Review from ThePoptimist

I’ve known the author of this YouTube channel for a few years, and I follow him on ye ol’ Instagrams (I love his scotch and cigar posts). But I didn’t know until last month that he also reviews books as part of the BookTube community. I wanted to share this link to show him some love, and because it reminds me of one of my roomies in undergrad who introduced me to the world (and language) of poker. While I’m a terrible player, I have fond memories of watching my roomie play online, if for nothing else than the humor of him yelling at the screen.

Oh, and I like Maria Konnikova’s writing, so I think I’ll check out her book. Another good book by a poker player about thinking better – Annie Duke’s Thinking in Bets.

🎧Listen – “Your mask questions answered” | The Dose podcast by CBC

With all the anti-mask beliefs floating around, I wanted to do my part to share good information about the benefits of masks and to help dispel some of the dis/misinformation out there.

Wear your masks and stay awesome,

Ryan

Friday Round-up – July 24, 2020

Let’s keep the momentum going from last week!

Here is my round-up list for the week ending on July 24th:

💭Reflection – Books as Monuments – Ryan Holiday (Instagram)

Last week Ryan shared the following post:

I have a vague recollection of when Madison Holleran died by suicide in 2014, though less about her as a person and more because of the conversation it sparked around mental health and how social media can portray a perfect life despite the hidden struggles of the person. I’ve yet to read this book, however as I was reflecting on this post I realized that this isn’t a book about a famous person, but it still stands as a monument to a life. That felt like a weird mental juxtaposition against the conversation going on about monuments in general and what we choose to remember. During a recent conversation with my grandmother, she was showing me photos of friends from her past that have since passed away. For nearly every person on the planet, your legacy extends only as far as your genes and the living memories of those who knew you. And yet, sometimes we pulp trees into paper and create a monument that will be read in the future. Monuments are not accidental – it’s a reflection of what we choose to remember. Madison’s life was tragically cut short, but at least she remains more than a fragile memory.

🎧Listen – What You Need To Know About Protective Face Masks – NPR Life Kit

There is a lot of misinformation around the effects of wearing a mask. Here is a good quick summary. tldr: it prevents the wearer from spreading germs and it does not prevent one from breathing adequately. I’ve demonstrated this for myself by donning a non-surgical mask for the last two weeks of running on the elliptical. To date, in the 30 masked-miles I’ve run (roughly 3.5-hours of exertion), I have yet to have any symptoms related to hypoxia.

📖Read – Graduating during a downturn | A Learning a Day blog

Two paragraphs stood out in this post that resonated with me:

By all accounts, COVID-19 is a ridiculously bad time to graduate. It isn’t just a bizarre year from the perspective of the job market. Graduates who have a job will face an unusual first year as part of the workforce. With organizations and the people generally unprepared and dealing with multiple stressors, they’re unlikely to get the training that they need on the job.

These are moments when you realize how big a role dumb luck plays in any professional success we enjoy. It is so easy to attribute things that are going well to our smarts and hard work. But, there’s so much more to any success than that.

Reading this made me reflect on my own career to this point. I finished my undergrad in 2009, the year after the 2008 economic downturn. I was fortunate to be accepted into grad school, where I stretched a 1-year program into a 3-year experience by the time I finished writing my thesis. That put me into the formal job market at the tail end of 2012, four full years after the markets took a dive. I was lucky to enter the working world while the economy was rebounding, and I didn’t have to face the same setbacks and struggles that many of my cohort felt (that is, had I not did my 5th year “victory lap” in high school, I would have finished undergrad a year earlier with my secondary school classmates). In this, I was very fortunate that my choices became opportunities of timing, and something worth keeping in mind as context.

Stay Awesome,

Ryan

Friday Round-up – July 3, 2020

As I noted in my post earlier this week, I missed my last Friday roundup post. This is my first effort in doing better.

Here is my round-up list for the week ending on June 26th July 3rd, 2020.

📽 Video: The Toxic World of Self Help: Hustle Culture, Toxic Positivity, Addiction, and Fake Gurus. | James Jani (YouTube)

I am guilty of buying into the world of self-help. The vast majority of my reading over the last five years has been variations on the self-help genre (to the point that I’ve coined the term animated bibliography to describe its form). I know that the returns on investing in self-help diminishes quickly, and I am aware of how dubious the promise that self-help sells is, but I constantly find myself getting sucked into it. This video doesn’t necessarily say anything new that I haven’t realized myself, but it pulls it together nicely with many examples of how dark this world can be for the copycat authorities that use the same tactics in different domains. This video is a good summary and reminder to myself the next time I’m sold the promise of a better life through tactics and strategies for sale.

Listen: A Recipe for Caesar | Common Sense Podcast by Dan Carlin AND Jon Stewart | Joe Rogan Experience Podcast

I covered a different interview with Jon Stewart in my last published Friday roundup, but I wanted to link these two different podcast episodes along a similar theme, despite the shows being wildly different. I noticed that both Dan Carlin and Jon Stewart remarked on the difficulty that comes with being a voice that people turn to when making sense of the world. Stewart noted that towards the end of his time on the Daily Show, he sometimes struggled to be the person to go on television and say something smart or comforting after a tragedy struck (it might have been part of the reason why he burned-out and needed to retire). Similarly, Dan Carlin has not put out an episode of his podcast Common Sense in a few years, but he released this episode earlier this year. In it, he notes that he’s tried recording an episode multiple times but felt he was adding nothing of substance to the conversation. He struggled to, like Stewart, be a voice for people (like me) who turn to him to help understand the world we find ourselves in. I listened to both of these episodes in the same week, and gained a new appreciation for those like Carlin and Stewart who make livings giving me monologues to pre-digest current events. It must be tough to strike a balance by being both insightful and non-inflammatory, where you avoid stoking the audience against “the other side” (whatever side that happens to be at the time). A YouTuber I follow recently commented on folks like Tim Poole whose sole purpose is to inflame the left/right hostility, rather than adding anything of substance to the discourse. It’s causing me to slowly evaluate what voices I allow in and whether they’ve earned their place in my attention.

Read: Why I’m Leaving Academia | Ozan Varol

I have some deeper reflections that this article prompted, but I wanted to capture this here first. Varol has been a law professor for 10 years now, and with the success of his recent book, he’s decided to move on from his teaching duties to pursue other endeavors. This reminds me of Nassim Taleb’s idea of via negativa. Varol specifically invokes this idea (though not by name) by reflecting that decisions he’s made in his life that had the greatest positive impact were often decisions that “subtracted” from his life. It’s a reflection I applied to my own circumstances and still need a bit more time to process.

Watch: Every Race in Middle-Earth Explained | WIRED (YouTube)

Because we all need to have some fun once in a while, here is an informative half-hour from a Tolkein scholar who covers the history of Middle-Earth through its inhabitants.

Stay Awesome,

Ryan