Forced System Growth

It’s been a busy few weeks between work and a sick kiddo at home. Sorry for missing the last two posts.

The changes I’ve recently experienced at work has inspired some thinking on this post’s topic. While I typically have a good mind for keeping track of projects (with some liberal use of a notebook), the updates to my job and the sheer scope of accrediting an engineering degree has proven to be more than my current organizational and productivity systems are capable of managing. Tasks were rapidly multiplying and open-loops weren’t being migrated for tracking; there was no translation between meeting notes and what was getting scheduled into my calendar.

I functionally hit a crossroad. One path was to keep trying to do the same thing and fall further behind, and the other was to force a systems growth to accommodate my new workload. What got me here won’t get me there, if you will. Put another way, my outputs were optimized to how I managed my workload, so if I wanted to change or improve my output, I would have to change the system. Changes in work forced the system to grow.

On one level, I want to deny this – why do I have to constantly adapt the system to new work? Can’t I find one universally applicable approach to managing my workload? Sadly, no. This is the pipedream sold by productivity wizards who claim their one system will take care of everything. The reality is that those systems are often tweaked to meet the unique cognitive needs of the person. If you want to use those prescribed systems (GTD, Building a Second Brain, etc), you will need to adapt it to how your mind processes information. And it makes sense that as you grow in your career, you will need to grow the systems that you use to keep on top of things.

Most of my systems have developed “organically.” I would implement new features on an ad hoc basis in response to specific needs. This is one of the first times that I’ve had to make large changes by first thinking through what I needed and how I wanted things to play out. As weird as it is, it reminds me of Stephen Covey and seems to combine two of his principles – begin with the end in mind, and sharpen your axe. By knowing where you want to go, and by spending a lot of front-loaded work setting things up, you have a better chance of dealing with bumps as you go.

Stay Awesome,


Getting the Need for GTD

I seemed to have hit an inflection point in my job recently that I’ve been struggling to overcome. While my work has had multiple buckets of concern, I’ve been able to managing things fairly well using my memory and jotting notes and to-do’s in my notebook. However with moving into a position that requires managing complex, long-term, and poorly-defined processes, I’ve been increasingly finding it difficult to keep everything straight in my mind. My tasks aren’t are clearly defined, and I’m required to be more independent in how I manage both my own personal workflow and the various areas under my responsibility.

Simply maintaining a to-do list doesn’t seem to cut it anymore. There is too much to keep track of, too many legacy pieces of information that has accumulated over time, and the pace at which things are added or change is steadily increasing in velocity. Add to this the need to keep on top of things in our personal life at home, volunteer work, and activities that I find gratifying, and I’m feeling slightly paralyzed in knowing what I should fix my attention to.

In an effort to get a handle on things, I’ve picked up David Allen’s Getting Things Done. It’s the first time in a while where it feels like the text is speaking to me. I went into the book a little leery of going after yet another gimmick or shiny new toy. GTD is a seminal system in the productivity space, and so it sometimes carries with it some baggage from some of the more problematic areas of the space. Yet, I’ve found it helpful so far in thinking through my problems. At its core, my problem is in two areas: the meaningful transformation of input, and in execution.

I suppose GTD will eventually help me with the latter (I don’t know – I haven’t finished the book yet as of writing), but it’s been incredibly insightful in tackling the former. I tend to take notes and capture to-do items all over the place. However, what I’ve been lacking is examining each of these pieces of input and doing something with it; processing them into their buckets. The list has grown so large and unwieldy that I am having trouble finding stuff when I need it. I have tried popping items into information systems like Notion, Trello, or using tags to help me find it later, but most of these systems have lacked the context to help make the inputs useful later. Instead, they sit in whatever capture system was used to grab them at the time – physical notebook, email inboxes, Trello, tags in OneNote, calendars, or tasks in Teams.

I’ve found GTD helpful in suggesting organizational structures and parse out what will be meaningful later and what can be archived out of mind. I’m still working through developing a system, but so far embracing ideas from GTD has helped keep things more readily at the top of my mind, which has translated into less general anxiety as I go through the work day.

Stay Awesome,


Cross-Domain Knowledge

I’m a huge fan of cross-domain knowledge. Coming from an academic background in philosophy, I feel my greatest strategy for creating and building a career is leaning in hard to knowledge and skills that are learned in one domain or context, then applying it to a unique area. You get a large confidence boost when you make connections by spotting patterns and connections that map analogical cases to each other.

The first time I truly appreciated this was in my days working for the university gambling lab. We were collecting data on slot machine players by recruiting participants into our study to measure the effects properties of the machine user-interface had in gambler’s cognitive awareness. In other words, did how the graphics and sounds play on the screen help the gambler understand their relative wins and losses over time. In one study, the simulation we were using for participants to play on during the trial had been modified, but on some of the laptops the wrong version of the software was copied over, and we didn’t realize the mistake until the end of the day. Of the three laptops, two had the right software, and one did not. At the end of each session, we uploaded the user data to a secure repository and deleted the local files, which meant that once we were back in the lab, there was no way of knowing which participant file batch came from the defective software.

We thankfully caught the issue early and limited the damage, but afterwards we had an issue with figuring out which files to exclude from analysis. On the face of it, there was no way of knowing from the participant’s biometric data which simulation they used. So instead we had to dig into the debug files that were spit out by the machine to verify that the simulation ran successfully.

All the files were generated in an XML format, however I had neither experience in basic coding nor reading XML files. I had to figure out a way of showing whether the version of the software was correct. To me, the XML files were largely gibberish.

But, I was able to spot a pattern in the files that reminded me of my formal logic courses from undergrad. While I did poorly in the courses at the time, I did retain some of the strategies taught for understanding the structuring of the syntax of formal logic arguments, specifically how nested arguments worked and how assumptions were communicated. I started to see the same structure in the XML code, how sub- and sub-sub arguments were written to call different files into the program, and where those files were being drawn from.

And there it was. At the bottom of one of the debug files, was a list of the files being called on by the simulation. In the broken simulation, the file path to a certain sound that was meant to be played was empty, meaning that when the simulation was supposed to play and auditory cue, there was no file name to look for, and so the simulation moved on.

I compared this with the files we knew came from the working simulators and saw that this was the main difference, giving us the key for finding the bad data points and justifiably excluding them from the overall data set. By finding this, I saved an entire day’s worth of data files (a cost savings that includes the some-30 participant files, their remuneration, three research assistant wages, per diem costs, travel, and consumable materials on site).

I grant that computer programming is entirely built on the foundations of formal logic and mathematics, so it’s not that I was gaining a unique insight into the problem by bringing knowledge from one separate domain into another. However, this was one of the first times I encountered a problem where I lacked the traditional knowledge and skill to address it, so I came at the problem from another angle. It was a case where I gained confidence in myself to be resourceful and tap into previous learning to address new/novel problems.

As I noted above, being trained in academic philosophy has pushed me in this direction of career development. On a superficial level, relying on cross-domain knowledge is a career survival strategy because philosophy doesn’t always teach you skills that are easily applicable to the working world. I have sadly, never once, had to use my understanding of Plato’s arguments in my workplace. But on a deeper level, I think training in philosophy naturally pushes you into this kind of problem-solving. Most of my experiences in philosophy involves approaching a thought experiment or line of thinking, considering what it’s trying to tell us, then testing those arguments against counter-factuals and alternative arguments or explanations. To do this well, you have to reduce a problem down into its constitutive parts to tease out relevant intuitions, then test them out, often by porting those intuitions from one context into another to see if they still hold as both valid and sound.

It’s not all that dissimilar to the processes used by engineers or designers to gather data and accurately define the problem they are intending to design for. Whereas the engineer will apply the tools they’ve been taught fairly linearly to create a design for the problem, my strategy is to adopt cross-domain knowledge to make connections where they might previously had not been apparent. The results can often be solved quicker or more efficiently if I had the relevant domain knowledge (e.g. an understanding of coding), however when I lack the specific experience to address the problem, as a generalist thinker I have to rely on analogical thinking and a wider exposure to ideas to suss out those connections. What I lack in a direct approach, I make up for in novelty and creative/divergent thinking, which has the benefit of sometimes opening up new opportunities to explore.

Stay Awesome,


Stepping Back Into The River

As the saying goes from Heraclitus, you can’t step in the same river twice. There are two ways we can interpret this metaphor. The most common interpretation is that you cannot step in the same river twice because the river is constantly changing. The water is flowing past, the flux of the water is changing the boundaries and composition of the river, and so it’s impossible to step into the exact same river twice. But another way to interpret the metaphor is to place more emphasis on the youYou can’t step in the same river twice – whereby the you stepping into the river changes and is not the same over time. This can be taken as literally as when describing the flux of the river – your cells are changing, etc. But I like the more poetic version of the metaphor that speaks to us changing with our experiences through our lives.

When you return to a river (the river being a stand-in for any number of things), you are a different person, and your past experiences make the phenomenological event that you experience different. The first time I encountered this was retaking a course in high school. I was the kid that took a course called Writer’s Craft, loved it and the instructor so much that in the following year I enrolled in it again with the same teacher. However, the materials selected for the class by the teacher, and indeed my fellow students, were all different. It was different, less enjoyable this time around. I still enjoyed studying under my teacher, Mr. Steffler, but with it being a different cohort of students (students from the grade below me), I realized that the experience lacked the magic of when I took it with my original cohort. I tried to step in the same river twice and was surprised when it was different; that I was different.

There is also the case where you revisit a book you read previously and it speaks to you on a different level. Maybe your experiences help you connect with the characters on a different level, or you empathize with the characters differently. Your values might have changed. Or just that you are older and more knowledgeable, you understand more of the text and draw different connections.

This happened to me recently. My job promotion at work was approved, and I’m taking on management tasks as part of my portfolio. Maybe because I have mild imposter syndrome (I sometimes believe I am continuing to fail upwards), or maybe because I’m trying to be proactive, I decided to pull my copies of books by Peter Drucker off the shelf to learn what it means to be in management and how to do it well. I started with a short text of his called Managing Oneself, which I read back in 2017.

Something in the book landed differently this time, which I think breaks down to two differences about me now versus who I was five years ago. The first is I am busier now than I was then. This isn’t to say I was idle then – I was working three jobs, heading up a non-profit, in a relationship, etc. However now my life feels fuller with things that feel more critical – a higher stakes position at work with more responsibility, co-managing a household with my wife, the responsibilities of family and childcare, dealing with a pandemic, etc. I might have fewer work domains on my radar than I did in the past, but things have higher stakes now, and the idea of more effectively managing myself speaks to who I am as a person, where I’m trying to be mindful of others, plan for the future, and lay down a good foundation to support our family as we go.

The second thing that landed differently was the section about learning more about yourself and how you operate as you manage yourself/your life. I don’t remember this sticking in quite the same way (and based on my blurb from Instagram, it seems I was slightly underwhelmed by the text). For as much as I feel like I’m an imposter sometimes, I also know myself more now, am more confident in my skills, and have cultivated experience and expertise as I travelled along my career path from then until now. And so to revisit this section about managing yourself (that is, identifying what you should prioritize your focus on nurturing and developing) speaks to me. Rather than being frenetic and jumping on every opportunity while you are early in your career, it is better to slow down, be mindful, and think through what will add value to your life.

I don’t need to worry about losing out on opportunities by not acting fast. Instead, I can think about enhancing quality, enriching life, and paring down the things that no longer serve me.

I thought I was going to read the book a second time to remind myself of its content. Instead, I realized I was coming at the book afresh, for the first time, ready to learn.

Stay Awesome,


What I Read in 2021

book lot on table
Photo by Tom Hermans on Unsplash

The calendar has rolled over, meaning it’s time to provide an update on my reading over the last year. For my previous lists, you can see what I read in 2020, 2019, 2018, 2017, and 2016.

TitleAuthorDate CompletedPages
1ClanlandsSam Heughan & Graham McTavish01-Jan352
2Lean OutTara Henley03-Jan336
3Moon of the Crusted SnowWaubgeshig Rice05-Jan224
4SovereigntyRyan Michler12-Jan266
5Eat a Peach: A MemoirDavid Chang14-Jan304
6NeverwhereNeil Gaiman19-Jan480
7The Office: The Untold Story…Andy Greene24-Jan464
8Angels & DemonsDan Brown30-Jan736
9*MeditationsMarcus Aurelius07-Feb256
10The PracticeSeth Godin23-Feb272
11*The Righteous MindJonathan Haidt12-Mar528
12A Clash of KingsGeorge R.R. Martin29-Mar1040
13Hold Me TightDr. Sue Johnson26-Apr320
14*To Pixar and BeyondLawrence Levy26-Apr272
15Cool SexDiana Richardson & Wendy Doeleman30-Apr128
16MindfuckChristopher Wylie10-May288
17*The Massey MurderCharlotte Gray24-May336
18*On ImmunityEula Biss21-Jun224
19At The Existentialist CaféSarah Bakewell30-Jul448
20Learn Like a ProBarbara Oakley & Olav Schewe05-Aug160
21The Great InfluenzaJohn M Barry05-Aug560
22The New FatherArmin A. Brott07-Aug336
23EffortlessGreg McKeown07-Aug272
24Can’t EvenAnne Helen Petersen13-Aug304
25The Happiness HypothesisJonathan Haidt13-Aug320
26SwitchChip Heath and Dan Heath16-Aug320
27The Bully PulpitDoris Kearns Goodwin22-Aug912
28Saving JusticeJames Comey22-Aug240
29An Elegant DefenseMatt Richtel27-Aug448
30Infinitely Full of HopeTom Whyman06-Sep218
31*The Black CountTom Reiss22-Sep432
32Think AgainAdam Grant01-Oct320
33Lives of the StoicsRyan Holiday and Stephen Hanselman03-Oct352
34*A Knock on the DoorTruth and Reconciliation Commission of Canada06-Oct296
35Our Own Worst EnemyTom Nichols07-Oct256
36A Storm of SwordsGeorge R.R. Martin11-Oct1216
37How Ike LedSusan Eisenhower17-Oct400
38Braiding SweetgrassRobin Wall Kimmerer29-Oct408
39*Social EmpathyElizabeth Segal05-Nov256
40NoiseDaniel Kahneman, Olivier Sibony, Cass R. Sunstein09-Nov464
41Finding Your ElementKen Robinson with Lou Aronica12-Nov320
42The StorytellerDave Grohl14-Nov384
43Why We Make Things and Why It MattersPeter Korn16-Nov176
44For Small Creatures Such As WeSasha Sagan18-Nov288
45Courage is CallingRyan Holiday24-Nov304
46*The Seven Principles for Making Marriage WorkJohn M Gottman and Nan Silver06-Dec288
47Mr. Dickens and His CarolSamantha Silva08-Dec288
48The Ghost of Christmas PastRhys Bowen14-Dec272
49Why We SleepMatthew Walker19-Dec368
50In A HolidazeChristina Lauren20-Dec336
51Christmas Every DayBeth Moran24-Dec408
52A Christmas CarolCharles Dickens24-Dec112
Entries whose number is asterisked was read for our bookclub.

This year was a huge step up in the number of books I got through. In 2020 I came in at 38 books, whereas I settled into a good groove and managed 52 books for 2021, or a book per week on average. The big months were January (8 books), August (10 books), and October through December (7 books each month). 2020 was a tough year on everyone as we made the pivot to pandemic life; I was also preoccupied with my wife’s pregnancy and later the birth of our son. For 2021, things settled and we found new normals to operate within. I still relied heavily on audiobooks, but I found that where I made the majority of my reading progress during my work commutes in the before-times, I now find time while walking the dog and doing chores around the house to squeeze in a listen.

I’m also happy to see I continued my trend started in 2020 to move away from predominantly reading self-help and business books. While they are still sprinkled throughout, I embraced more fiction, memoirs, books on history, and discussions of complex social issues.

My book club was down slightly over last year, coming in at 9 books for the year. We also celebrated a birth and added a new member which is exciting. In the table above, the asterisked numbers denote book club entries, but I have included them collected below:

  1. Meditations by Marcus Aurelius
  2. The Righteous Mind by Jonathan Haidt
  3. To Pixar and Beyond by Lawrence Levy
  4. The Massey Murder by Charlotte Gray
  5. On Immunity by Eula Biss
  6. The Black Count by Tom Reiss
  7. A Knock on the Door by Truth and Reconciliation Commission of Canada
  8. Social Empathy by Elizabeth Segal
  9. The Seven Principles for Making Marriage Work by John M Gottman and Nan Silver

And to round out the post, here are my top five reads of the year in chronological order:

  1. Moon of the Crusted Snow by Waubgeshig Rice (this book was so good, I bought two copies and mailed them to friends as gifts – one going all the way to Scotland!)
  2. The Great Influenza by John M Barry (if history doesn’t repeat itself, then at the very least it rhymes, and so learning about the Influenza Pandemic of 1918-1919 helps to contextualize our experiences over the last two years)
  3. How Ike Led by Susan Eisenhower (I took so many notes reading this book and will revisit the lessons of Dwight Eisenhower often)
  4. Braiding Sweetgrass by Robin Wall Kimmerer (this was my first proper introduction to Indigenous ways of knowing, and my worldview has been made richer for it)
  5. Why We Make Things and Why It Matters by Peter Korn (a beautiful memoir and reflection on the nature of making, craft, art, and finding your calling within a career)

2021 was a great year of reading for me. Despite feeling adrift in the monotony of the pandemic (or languishing, as Adam Grant claims it), I found exploring both ideas and fictional worlds to be immensely rewarding. My horizons have expanded and I’m looking forward to continuing this exploration into the new year. I’m intending on tackling more biographies, books on history, and works of fiction. I’ve also decided to explore another genre – comic books! With all the great media being adapted from comic books (and now that I have disposable income), I’m intending on diving into some of the celebrated collected volumes that I missed out back in my Wizard reading days.

Happy New Year!

Stay Awesome,


Ethical Shopping

While I don’t condone thinking of capitalism, consumerism and consumption as hallmarks of Christmas, it’s something that is nevertheless on my mind. After a record year for some big box (or big warehouse) retailers last year, many folks in the ethical space really hammered home that we must vote with our money wisely and choose more ethical options when it comes to shopping. Supporting local, supporting products or services that aren’t wasteful, supporting employers that pay good wages are all values that hit louder when we felt safer just staying home and shopping from our phones.

This year, I’ve made some attempts at being more mindful of my shopping, though with a toddler at home during a pandemic, my flexibility is a little more constrained than in the past. Recently I came into an ethical shopping scenario that I found difficult to find a perfect solution for, and it involves comic books.

I’ve been a nerd for a long time and loved comic books as a kid. While I didn’t always have the means or funds to regularly purchase comic books, I would try to keep up with stories through alternative sources like the now shuttered Wizard magazine. Now that I’m older, with more disposable income, I’d like to step back into comics and attempt some regular readership.

Off the top, my goal would be to support local and to ensure I’m paying for the art, rather than finding easy, cheap access to the stories. The first constraint is, as of writing, we don’t have a comic book shop here in town. There is a shop that’s closer to me the next town over, however I feel a deeper connection to the comic shops in Kitchener-Waterloo, a town not that far from me, but still a commitment to travel to for things like this.

The second constraint is I’m trying to be mindful of the environment and the fact that I tend to be a packrat, and I’ve accepted that I don’t intend to collect comics, but just want to read the books, so I would be fine with paying for digital versions of the comic books. However, there is no service that I can find that would purchase the rights to read the stories from comic book shops. Instead, the near-universal option would be to pay for digital books from a platform called Comixology, which is unfortunately a subsidiary of Amazon (side bar – many publishers have their own digital archives that you can pay for access to, though Comixology seems to be the only service that allows you to buy current books, whereas publishers seem to have a lag of when the stories appear in their lists). I already have an Audible subscription, and I purchase way too much from Amazon already, so I am hesitant to give more money to the big A.

The way I see it, there is no easy solution for this – I can pay money to a big corporation for the ease of reading at home (and hoping that the money spent through Comixology makes its way back to the creators fairly – which I doubt given the comic book industry, artists and writers are not compensated well) but then I’m not supporting local businesses, or I can make special trips into town to buy from the local shop, which is inconvenient, requires driving, and requires me to purchase physical books.

In the end, I made a trip into town (I had other errands to run, so it was a more efficient trip) and bought recent releases at the shop, AND (in full, shameful disclosure), I bought a collected series on Comixology that wasn’t available in the shop. While this was hardly the most ethical solution in the moment, I still think it was a good exercise in thinking through the options and consequences of my choices.

Not fully related to the comics example, but in parallel to this consideration is voting with your money on art worth making. Chris Stuckmann released a short meditation recently on films and the question of why movies aren’t made like they used to be (in the sense of artistic films that were riskier box office bets, rather than the safe intellectual properties we see coming out all the time). The same conversations are being had in music, where it’s harder for bands to get a foothold in the world of streaming, and the only big acts tend to be bands that were big before streaming.

In his essay, Stuckmann reflects that our choices to see certain kinds of film sends messages to studios and the system of what works are likely to make money, so the incentives are to continue making only those kinds of art. I’ll let his video speak for itself, but it gives me something consider when I’m choosing how to support art and how to consume more ethically (if such thing is really possible under capitalism).

Stay Awesome,



I’ve been reading ‘self-improvement’ books for the last five years. Some of those books dealt with financial and life management, where you leverage the money you earn to create more value for yourself. But until you reach that point in your life, it’s only a theoretical exercise to engage with – there is no point in thinking deeply into investing options or buying your way into freedom until you have money to buy options. I’m sure there are self-improvement adherents who will vehemently disagree with this, but the reality is you aren’t going to gain access to the game by saving money not buying lattes or avocado toast unless you are playing a really long game with a lot of good luck.

I’ve now hit a point in my life where options have opened up for my family, and we can make choices and trade-offs to build out a lifestyle that works best for our goals. This is not to say that all options are available to us – we have to carefully look at the tradeoffs and determine whether the downsides of any option are something we are comfortable living with (e.g. to pay for a given option, should we, say, reduce from two cars to one).

Part of this exercise is critically examining each of our assumptions and systems to determine if they are moving us towards what we want, or if they need to change to better align with what we want. This is where the concept of leverage has entered my mind, because when evaluating costs or expenses, it’s important to note that not all expenses are net negative. Some expenditures end up buying more value than what we spend on them.

This is the game in a nutshell – you trade your time for money. Money represents quantified time and effort that can be exchanged in markets with mixed goods. I spend time at work and my employer gives me money in return. I then take that money to purchases goods or services.

Until now, most of the way I thought about the game was surface-level transactions of 1:1 value transfer – I work x-hours for y-dollars. I then trade y-dollars for a good or service with a transactional value of y-dollars. I haven’t really given much thought to the value (that is, how much I value it subjectively) of the good or service provided back to me, and whether that value is higher than what I’m spending. I suppose I’ve thought about it in an abstract way, such as I receive more enjoyment from the thing than the money I spent on it; the opportunity cost is not higher than the value I’m getting from it.

By focusing on the surface-level transactions, the only metric that was critical was to ensure the revenue was not exceeded by the expenses, that I wasn’t spending more money to buy value than I was getting in exchange for my labour. It’s worked up until now, but the direction my family wants to head requires me to think more deeply about what those expenses are buying us.

Ideally, I should be seeking to engage leverage – I trade time for money, then use the money to buy time in greater quantities. What might this look like?

  • With my wages, I can lease or own a car. The money I spend on the car frees me up to commute to work on my own terms. I could get to work more cheaply, such as public transportation or cycling (ignoring environmental costs in this calculation), but then I’m trading cost for time. Having my own vehicle is more convenient, more comfortable, and faster, allowing me to maximize time at work and time at home.
  • With my wages, I can pay for cleaners to clean my house. This frees up more leisure time and cuts down on bickering in the house. It is cheaper for me to buy the supplies and do it myself, but I value the leisure and time with my family more than the cost.
  • With my wages, I can pay for daycare for our child. My spouse or I could quit our job to care for our child at home full time and save the money. However, the money we spend on childcare frees us up to earn multiples of what we spend for the childcare – e.g. at $1,000/month, we would spend $12,000/year for daycare so that we can make north of 5x of that in our jobs.

This is not an easy exercise as many of our expenses feel necessary on the one hand, or scary large in context. However at this point in our lives, we have to accept that our raw effort will only diminish (I can’t work all-nighters like I used to without significant physical cost), and there are no more hours in a day we can squeeze out through discipline and efficiency. We must now turn to leverage and force multipliers to translate what we have into higher value.

Stay Awesome,


The Beachhead

A friend who recently was appointed CEO of a company called me this week looking for a soundboard to sort out ideas he had in his head about how to proceed with company operations and strategic direction. The company is looking to shift strategic priorities, and he was looking for an outside voice to make sense of the new direction in relation to the legacy systems he’d need to grapple with.

One of the topics that came up reminded me of a concept I learned about while reading Susan Eisenhower’s book about her grandfather’s time during World War 2 and his subsequent Presidential years.

At two times during Dwight Eisenhower’s tenure in significant leadership roles, he had to create a beachhead to establish his forces (literal and metaphorical) to push towards his objectives. During the war, Operation Overlord’s first phase was to establish a beachhead in Normandy to create a defensible position to allow Allied Forces to work their way into Europe to push back Germany’s army. Establishing a beachhead is critical to success, but is often difficult for offensive forces to complete as the defending force usually has the upper hand in terms of resources and strategic positioning. While the offensive forces need to both set up a foothold and protect its lines to allow more troops to arrive, the defending forces merely have to reinforce it’s occupying positions to clamp down on fresh troops from joining the beachhead. Once the effects of first-mover advantage wears off, the offensive force must contend with protecting supply lines, fighting active defense from the opponent, and pushing past inertia to avoid grinding to a halt in order to win. Once established, a successful beachhead serves as a ratchet for the offensive force – the location of which all future offensives are launched from, and from which the troops need not backslide past. Traction is gained, and the army moves forward.

Similarly, during Eisenhower’s presidency, he saw the importance of passing civil rights legislation, but saw the difficult uphill battle that would needed to both move the country towards accepting civil rights AND enshrining those rights in law (turning both hearts and minds of the nation). While he would have aspired to complete civil rights equality in his time, he knew that if poorly planned, then history, culture, and opposing interests would ensure that forward progress towards equality would halt. Instead, he sought to establish a kind of metaphorical beachhead for civil rights, working on government programs and legislation that would lay the foundation for future leaders to take up and ratchet their work – allowing the movement to progress forward without worrying about losing traction and backsliding.

In listening to my friend, I noted that he also needed to take this lesson from history and focus on his own beachhead. While we think that a CEO is all-powerful in terms of exerting their will over the company, we must also face the reality that comes with working with legacy systems and people. Change is difficult and slow, and when poorly executed either stalls from inertia or alienates your workforce. And so I suggested he take a leaf from Eisenhower’s example and focus on what his core objective is that is reasonable within the timeline he’s being given, and focus on establishing a beachhead to deliver value back to the company president.

Since reading about Eisenhower, I’ve thought about my own beachheads – what are the areas of my life that I must focus on to ensure I’m moving forward with my goals, whether they are family, work, health, or passions. It is still very much a work in progress, but I want to find those areas that I can carve out and secure so that when it’s time to take risks towards my goals, I have a safe space to launch from.

Stay Awesome,


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,