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Year 2018

End Game Analysis: Connectedness

This article, and the articles that follow analyze my thoughts on what I am calling my “end game.” You can read more about this concept here.

In my “end game” narrative, I shared the following topic which is one I find to be omnipresent throughout the spectrum:

“The challenge at this level is balancing one’s ability to produce efficiently and effectively while remaining reasonably connected with others.”

As a refresher, the primary reason for focusing so heavily on “deep work” is a continuous desire to maximize one’s potential. However, there is a second reason which exists at a more subconscious level that requires examination.

While this may not be obvious to some, one’s ability to form and maintain close relationships with others depends heavily on the quality of past relationships. This is true in both professional and personal contexts.

If one’s “success rate” is low, the desire to form new relationships in either context will also be low.

This can pose a problem for two reasons:

Reason #1: Challenging assignments and new ideas typically originate from other people. Not staying connected with others places an artificial restriction on one’s ability to learn about, and engage in new opportunities.

Reason #2: Spending too much time working, and not enough time interacting, goes against the principle of deep work. Hard work requires intense concentration, and thus time spent in this area is somewhat limited by default (~4 hours per day). Maintaining a balance is considered beneficial.

Over the past decade, I have personally experienced numerous challenging relationships which have tested me in countless ways. With each experience comes a period of recalibration, which is a necessary step towards establishing appropriate boundaries and controls.

I will explore this topic in greater detail in my next post.

Heroes.

“Heroes inevitably experience at least one very big failure (which Campbell calls an “abyss” or the “belly of the whale” experience) that tests whether they have the resilience to come back and fight smarter and with more determination. If they do, they undergo a change (have a “metamorphosis”) in which they experience the fear that protects them, without losing the aggressiveness that propels them forward.

“[…] I also saw that being a hero is typically not all it’s cracked up to be – they get beat up a lot, and many are attacked, humiliated, or killed even after they triumph. In fact, it’s hard to see the logic for choosing this hero role, if one were to choose. But I could see and relate to how a certain type of person would start and stay on that path.”

Principles, Ray Dalio

End Game Analysis: The Performance Spectrum

This article, and the articles that follow analyze my thoughts on what I am calling my “end game.” You can read more about this concept here.

In my recent description of the end game I referred to a (“deep work”) performance spectrum. While my ability to concentrate for longer periods of time is increasing, I’m left to wonder where I fall within this performance spectrum. What equates to maximal deep workability?

The quality of one’s life, if measured along this dimension, relies heavily upon this understanding.

As a starting point, one can argue that corporate life, due primarily to excessive meetings and the prevalence of open office environments, falls just outside this spectrum. To further this point, some of the practices shared below would be considered idealistic, foreign, and at their worst, wrong. For these reasons, let’s classify this as “Level 0” (status quo).

Given this starting point, what do the remaining levels look like?

Levels 1-4: Foundation Building

The challenge at this level is balancing one’s ability to produce efficiently and effectively while remaining reasonably connected with others. The remaining levels omit this internal struggle, at least for now. I will return to this point later on.

Level 1: Utilization of time management tools (e.g., RescueTime) to establish performance baseline; initial email and meeting reduction; greater focus on meaningful work (initial implementation of 80/20 rule).

Level 2: Performance baseline obtained; high-density communications; fixed work hours; further email and meeting reduction (near elimination); hourly time tracking; narrower focus; meditation practice begins.

Level 3: Dedicated workspace and purposeful breaks; work hours aligned with maximum concentration ability; prioritization of projects based on complexity and available energy; explicit stopping points; 80/20 rule fully realized.

Level 4: Utilization of tracking document to monitor training, diet, and work schedule; weekly schedule planned in 30-minute intervals; accelerated ability to produce.

Levels 5-6: Refinement

At this level, what would normally be considered maximal performance is only the starting point for one’s true potential. As of March 2018, I consider myself operating between Levels 5 and 6.

Level 5: Time spent in deep work becomes further concentrated (what would have otherwise been “idle” time is now purposefully omitted to make room for more challenging opportunities); meditation practice increases in frequency and ability; increased journaling.

Level 6: A greater percentage of time is spent on “moderately challenging” or “challenging” subject-matter; weekly schedule takes on increased precision; daily journaling; reading requires greater concentration.

The End Game

The following is an email I wrote to a friend speaking in some depth about what I describe as “the end game.” I will expand upon several aspects of this communication in future posts, but I think sharing the original message here is valuable in itself.


The question you posed – “what is the end-game?” – is one that I have considered for many years. Ironically, you are the second to ask this within a 2-month timeframe (a friend of mine, whose personality is somewhat similar) asked me the very same thing.

I think what I enjoy most in life is the ability to think critically.

The inner struggle that I have been in for as long as I can remember is to “get closer to” sources of complex subject-matter. I think that will pursuit will always be a source of discontent in my life, with varying degrees. At some level, I have learned that this underlying discomfort is normal.

To elaborate, I find myself concerned when things get too “easy” from an intellectual or creative standpoint. In the past, this would equate with abandoning the topic for another. Now, I’ve adjusted my approach in that I will try to stay engaged but do so in a different way. That could be something as simple as getting the work done more efficiently or approaching the topic in a completely different manner. But, at some level, and for certain topics, I feel I am simply pushing the same pieces around on the same board. My goal is to find “boards” that allow for expansion; I have found “design” to be one.

This belief was further reinforced by a quote from Garry Kasparov in his book “Deep Thinking:”

“It’s also a better of opportunity cost. If the focus is too heavily on optimizing, nothing new is created and stagnation can result. It can be too easy to concentrate only on making something better when we might be better served by making something new, something different.”

Two years ago, I went to the GPU Technology Conference in San Jose to explore topics that are beyond my (current?) reach. I went to a talk where the speaker was giving a talk about personal performance. The question I raised in the session was essentially:

“How are some people able to rise to such a level where they are giving talks about complex topics, as discussed in this conference, while others are merely spectators?”

Needless to say, not everyone can be a visionary, but it was a question that I have been thinking about for a very long time. The answer he offered was one in a book called “Deep Work” by Cal Newport.

At the heart of deep work is an intense ability to focus, particularly on challenging subject matter. The book goes into a fair amount of detail in terms of overall strategy and the underlying benefits of “deep work.” Over the past several years (even prior to this talk) I have been steadily working to improve my ability to concentrate and deliver work of increasing quality and depth.

To this point, I recently formulated a deep work “spectrum” to help me understand where I fit within this journey. I have included some early notes about this below.

[Author Note: The details of this spectrum will be discussed in a separate post.]

To bring this email to a close, I fundamentally believe that everyone has untapped potential. As an example, if I look back at my personal training (read: exercise) journey over the past decade, I have made material progress. Surprisingly, I am at a point where I am comfortable with where I am in this space. I could go further on this journey (and likely will), but I have reached a point where I feel I don’t have to.

The difference for me in the intellectual/creative space is that I have not reached a similar juncture. In fact, I feel like I am still far away. Fortunately, I fundamentally believe that the principle of “deep work” is a clear path towards reducing this gap. And while I have made material strides over the past several years, I am really only at the starting line in terms of how deep my concentration ability can go. The benefit of this ability is a greater likelihood of producing new and innovative “work” which is very important to me.

(To be sure, there are other many other (psychological) barriers to realizing “greatness” but I am trying to address those separately, although they play a critical role nevertheless.)

Illegitimate Suffering

When I consider the personal losses I’ve experienced over the past decade, and in particular, my most recent experience, I am left to wonder why these experiences have entered my life, and why I find myself increasingly isolated after each one.

Given the majority of these experiences involved some form of mental disorder, this provides some assurance that all is not “random.” Yet, these experiences leave deep scars that will never truly heal.

What’s perhaps more unfortunate is the feedback shared by friends and family. In their desire to move past the visible suffering, they are inadvertently negating the experience all-together:

“Bad things happen to good people.”
“Now you’re free to have someone else enter your life.”
“There is a reason why this happened to you.”

(And any derivation thereof)

These comments, in particular, are reduced versions of their originals; the longer versions, ironically, drive an even greater wedge between giver and receiver. In my personal experience, I’m frequently left confused, conflicted, and angry. I don’t feel heard, and worse, my feelings appear illegitimate.

Ultimately, these comments reflect a lack of courage to lament.

Taking the necessary time for deep introspection, counseling, or other forward-moving actions is a necessary, albeit eventual, component of grief. All too often, I have found that people omit these valuable exercises with the intent of “getting on with life.” And, unsurprisingly, they wish others to do the same.

Ironically, persons with ADHD are unfortunately programmed for this type of behavior. By its very nature, they are able to quickly “forgive and forget” which only worsens the pain on the inflicted (partner) and, unfortunately, leaves them in an increasingly vulnerable position over time. Not everyone heals as quickly.

Those who have not experienced mental illness first-hand are unable to comprehend the severity of the disorder. All too often, relationships involving partners with BPD, NPD, or ADHD, exhibit behaviors that are clearly visible within the relationship arena, but are invisible in normal, daily “life” interactions. The result of this disconnect should be obvious.

Through no choice of my own, there is the benefit in transforming what would otherwise be a positive and supportive relationship to an academic exercise.

The “illegitimate” dimension of suffering is initially manifested through the seemingly detached guidance just shared. It’s only when this suffering extends into inaction, and potentially subsequent unhealthy relationships, that it becomes self-inflicted.

And this is what requires my greatest level of attention.

 

> 10bn

“There are, at a conservative estimate, 100 billion stars in our own galaxy. With an average 1.6 planets per star observed so far, we can estimate that there are more than ten billion Earth-like, rocky planets in our own galaxy alone. Statistically, this makes the discovery of a life-sustaining planet very likely. We already know that many planets orbiting distant stars might be very much like those we find in our own solar system. All we need to do now is ascertain whether or not they support life. When we do, that will radically alter the understanding of our place in the Universe.” – Kai Staats, Exoplanets will become a reality” (Wired – The World in 2018)

Attention IV – Habits and the Objective

In February 2013, I decided to begin working with a personal trainer.

From 2007 up until this time, I had been steading improving and expanding my training regimen having completed my first marathon and my fourth triathlon. I made this decision to push myself to the next level of fitness, and I needed formal guidance to get there.

Over the next three years, I learned an incredible amount about strength training and was able to significantly improve my overall condition through consistent and dedicated effort. In early 2016, I was awarded “Most Improved.”

Then, in early 2017, I learned that my trainer was relocating. Coincidentally, it was around this time where the purpose of our working relationship was beginning to lose its meaning. After all, we had gone through similar routines for an extended timeframe, and I didn’t require any further instruction or guidance in its current form. I was also operating within a fairly consistent routine.

Fortunately, via this foundation, I was able to maintain, and even expand upon, our original routine and continue to do so today.

While I set out to take my fitness to “the next level,” I never really defined what “the next level” really looked like. I just knew instinctively that I was operating well beneath my potential.

I am thankful to have had the financial means and opportunity to work with an experienced athlete for so long, and while his expertise contributed a great deal to my success, I discovered that the sheer habit of meeting with him represented half the effort.

Ironically, when coming up with the idea for this post, I came across an article by Marcia Reynolds entitled “Stop Making New Goals, Create Habits Instead.”

When I stop to consider this experience, and aspects of the book “Why Greatness Cannot Be Planned: The Myth of the Objective” by Kenneth Stanley, I’ve learned you don’t need a specific “objective” to get started, but you do need to plan and repeat small shifts in behavior to experience positive, and lasting change, regardless of what the “change” entails.

The Betrayal of ADHD

“When we’re first betrayed by someone we relied on to love and protect us, we may be frightened by our own rage. Years or even decades later, we may be frightened of letting go of that anger. We may resist moving forward because we are not yet ready to detach from our suffering.” – Harriet Lerner

In May of 2017, my relationship of two years began disintegrating. Less than two months later, the additional misunderstanding resulted in a total relationship collapse, leaving me bewildered and incredibly hurt. The confusion, anger, and anxiety that resulted are feelings that I would not wish on anyone.

Since that time, through exhaustive research I’ve learned that relationships where ADHD is present start off incredibly strong with considerable potential (due primarily to a condition known as “hyperfocus”), only to end up, if left unchecked, in a state of confusion and resentment. It’s a unique and terrible contrast.

All relationships incur minor “ruptures,” but if the damage is genuiely addressed, these ruptures eventually heal themselves. However, when ADHD is involved, the damage is consistent, yet the repair mechanisms are few and far between. Words are rarely if ever, followed by necessary action.

This lack of attention, both in the true meaning of the phrase, and as it relates to relationship “repair,” results in the inability for the non-ADHD partner to place trust in his/her partner, and to the relationship as a whole. When disorganization and impulsivity are added to the mix, trust erodes further and eventually becomes impossible to rebuild.

What is ultimately left, at least for me, is a deep feeling of betrayal. Lack of repair and attention to address the problems at hand resulted in an unfortunate tipping point. Ghosting was a surprising, and painful add-on.

I started this post with Harriet Lerner’s quote because I am only starting to recognize why I feel the way I do. Feelings of anger and resentment cannot be harbored forever. It’s exhausting, incredibly unproductive, and emotionally blocking.

“[People] rely on this emotion to preserve the very dignity and integrity of the self. Anger is not a “bad” or “negative” emotion. It can take great courage to acknowledge and express anger. But it requires just as much courage to free oneself from the corrosive effects of living too long with anger and bitterness—a challenge that may include forgiveness but does not require it.” – Harrier Lerner

It has taken me a long time to identify these feelings and begin to come to terms with what happened, both during the relationship and its unfortunate and painful end.

I have no plans to forgive, but I am ready to begin closing this chapter to allow someone better into my life.

Attention III – Tactics to Strategy

While the previously shared tactics helped improve my raw productivity score, the approach wasn’t airtight.

For example, the use of Evernote helped me distinguish writing from communicating, but was I using Evernote too heavily now? Was the reduction in email traffic somehow giving the perception that I was disengaged? Am I focusing too much on productivity?

As with any shift in approach, there are pros and cons. Focusing too heavily on productivity did pose the potential that I would become further disconnected from the day-to-day reality of the agency. And perhaps I was spending too much time writing, and not spending enough time in other essential creative and technical pursuits.

These were indeed liabilities, but they didn’t reflect my primary concerns. The shift from communicating to writing (read: transactional emails to critical thinking) was a primary tactic. Tactics typically build from a core strategy, and I was absent one.

What does a productivity strategy really mean? Am I interested in further improving my productivity, or is there something else?

One answer came in the form of a best-selling book entitled Rapt – Attention and the Focused Life by Winfred Gallagher.

The book addresses the topic of attention, and how “your life – who you are, what you think, feel, and do, what you love – is the sum of what you focus on.

My focus on productivity is to do more with less. Given the diverse subjects that interest me, and the work required to learn and “realize” the material, transforming what would otherwise be “routine” work into a continuous stream of “high density” engagements is a critical and necessary shift.

If I can refine my focus even further, both in terms of subject-matter and the actual practice, I believe I can accomplish far more than what I’ve accomplished to date and in areas that would have otherwise been left unturned.

Attention II – Realization

While I have always been focused in pushing myself along professional, personal, and physical dimensions, it’s only been recently where I’ve identified the fact that one’s ability to focus is what ultimately matters when it comes to taking on harder challenges.

When I was in high-school, I had a desk that had four small storage areas located towards the rear of the primary work surface. These areas were originally designed to hold small items such as envelopes, tape, and writing instruments, but they frequently attracted many other items that I simply didn’t know what to do with.

While my workspace was fairly well-kept, I found myself distracted by these random items that would find their way within or adjacent to the work area. To alleviate this, I built a wooden structure that encapsulated the work area and allow my mind to focus on the work instead of these random belongings. I also went as far to purchase ear protection headphones (!) in an attempt to eliminate, or at least further reduce, all distraction.

This “physical barrier” strategy had a positive effect on my ability to produce, although I recall struggling internally whether all of this was really necessary. After all, my friends seemed to focus reasonably well void of such scaffolding.

Over the next two decades, I continued to refine my ability to focus and made steady improvements across fairly diverse contexts. However, I always felt that more could be done.

Several years ago, after realizing that the vast majority of my time appeared to be spent compiling and responding to emails, I decided to try a new approach; I signed up with an online service called RescueTime.

The premise behind RescueTime is that it assumes that you spend most of your time on the computer, yet you aren’t really sure how much time you are spending on activities that add real value.

RescueTime monitors the applications that you are using and the time spent on each. It identifies, with your help, those applications that are considered “productive” (e.g., Adobe InDesign) and those that are “distracting” (e.g., YouTube). Further classification ability is also provided for those who wish to dive deeper into the underlying data.

The first year’s score came as somewhat of a surprise: 52% productive

RescueTime confirmed my suspicion, and I felt good knowing that improvements were not only desired but necessary. I decided to take action through two simple tactics:

  • Tactic #1: Send less email. The less email I send, the less I’ll receive. Volume problem solved.
  • Tactic #2: Stay out of email completely, and turn off all notifications. Distraction problem solved.

This didn’t mean that I stopped sending email, but I found that what I was really interested in doing was thinking critically, and I accomplished this through writing. The solution? I replaced Outlook with Evernote.

Now I had a tool for writing versus a tool for communication. Both are necessary, but recognizing this difference is what really matters.

Using these two simple tactics, my productivity score improved nearly 30% over the next 4 years, and I am just getting started.