Optimizing, Values, and the Right Answer

Engineers love clear problems with delineated right and wrong answers. Data, especially quantified data they think, is objective and clean. Without painting too strong of a stereotype, they don’t like to muck around with soft skills, or social/political factors in problems. They like to keep engineering pure.

The problem with this view is that it’s not correct – it makes an underlying assumption about what makes something a right or wrong answer to a problem. Most problems that engineers deal with when designing a solution are not value neutral. When we think of problems with clear right or wrong answers, we think of problems that are purely mathematical or having discrete binary solutions (e.g. “will the object handle the forces that it will be subjected to under normal conditions?”). The secret is that all problems have “right” and “wrong” solutions based on the underlying values you are trying to optimize for.

An engineering problem that is optimizing for maximizing return on investment might have different solutions than one that optimizes for addressing systemic inequity for particular people. The tradeoffs are not just opportunity costs, but instead are tradeoffs on which values inform the vision of the final outcome of your solution. When you seek to return on investment, to maximize profit, the answers are pretty clear – drive down expenses, raise prices as high as the market will bear, communicate the value proposition to the customer, and produce enough goods at the right rate to meet demand without excess goods sitting idle. When you seek to address systemic inequity, your solutions will have decidedly different considerations – your expenses will go up as you pay fair wages, prices might not maximize your margins, you will be more candid with your customers, and your manufacturing and distribution will be likely slower and more intentional as you make ethical considerations in your processes. You will also consider all sorts of other externalities that pop up as a result of your solutions, boosting the positives while capping the downsides.

This is not to say that all solutions will be equally easy to implement under any one set of values systems that you choose. However, it’s fallacious to believe that the same answer will always be given for “can we build this?” and “should we build this?” if you aren’t also examining the underlying values that you set in your assumptions.

Stay Awesome,

Ryan

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,

Ryan

Blocking Distraction

For as much as think I am in control of my impulses, the reality is I am buffeted around by my whims far more than I wish were true. The biggest bane to my daily work is the mighty well of distraction that is YouTube. I’ve lost hours of time in a day allowing my subscriptions to serve me fresh content. I try to justify it to myself – “I’m just going over for a quick mental break,” or “I just need to see a tutorial on how to do x-action in Excel.”

Then, I look up and hours might have passed without me consciously knowing it.

Some time ago, I used a browser blocker to prevent me from accessing the worst offenders for distraction (all social media, YouTube, and Reddit specifically). I’m no stranger to signing an Odysseus contract, which I’ve written about before. However during the pandemic, I relaxed it a bit since, hey, we are all going through a rough time.

As of late, I’m forced to conclude that enough is enough, it’s time to hold myself to a higher standard. I went back in, and toggled StayFocusd back on, and so far have done a better job of accounting for my time. Between blocking distractions, using pomodoro sprints, and writing down what I do in my time blocks (quick estimates, nothing too detailed), I’ve done a pretty good job of limiting distracted time.

It’s not perfect, but it’s more than a 1% improvement, which will hopefully compound over time.

Stay Awesome,

Ryan

Leverage

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,

Ryan

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,

Ryan

World Limits

I’ve been thinking about the limits of my world, specifically as it relates to my ability to understand it. Much of the time, I operate as if I have access to capital-T Truth, that I have some connection with facts about the world. It’s easy to fall into this kind of thinking – when I can predict and explain events, it gives me feedback that I know things about the world in a meaningful sense.

But I also know that this confidence in my knowledge is not as strong as I assume it to be. I have to remind myself to adjudicate the claims I encounter, or to remind myself of the difference between history and the past. It’s also good to listen to others who have learned about issues from multiple vantage points (see this amazing conversation on the Tim Ferriss podcast with Noah Feldman, and his experiences with constitution building in the Middle East).

Generally speaking, all of our experience in life has presented us with a mostly successful set of interactions with the world, but those interactions are subjective and limited. Taking the long view of world events, learning new languages, and empathy provide the Archimedean point beyond ourselves to attempt to stand on some point of objectivity (if this is even possible).

As Wittgenstein says, “the limits of my language are the limits of my world.” This shouldn’t be literally taken to mean language (though I’m assuming that’s what Wittgenstein meant), but we should apply this to our understanding vis a vis experience. The limits of my world are constrained by the limits of my experience and the mental framework I use to make sense of it. If I want to seek to expand my worldview, it’s important to both prune out the dead branches of knowledge while cultivating new seeds of wisdom.

Stay Awesome,

Ryan

Evidence, Credibility, and the Homunculus Courtroom

We should think of our beliefs and the evidence we engage with as if we had a little homunculus tv courtroom in our brain adjudicating whether to admit evidence into the record. Obviously, this is incredibly difficult to pull off in real time, but it’s a nice thought experiment to pause and consider the weight of a claim being made.

This idea came to me while watching a YouTube video covering the recent downfall of a famous hustle influencer, where the presenter made an observation that she (the presenter) would normally not take people’s personal lives into consideration when judging their professional work, but the case that the influencer sold conferences and products marketed as relationship coaching courses under the pretenses of having a great marriage was swiftly undermined by her (the influencer) getting a divorce approximately two years later.

I was impressed with this statement by the presenter – she was right! Under normal circumstances, the personal life of a person shouldn’t bear weight on something like this, but given the fact that the evidence under consideration was whether someone was misleading about their personal life and getting others to pay for her “expertise,” it would be grounds to consider this piece of evidence as relevant or bearing weight. My homunculus courtroom judge ruled that the testimony was admissible.

This is a silly thought experiment to anthropomorphize cognitive thought-processes that are otherwise just a black box to me. I suppose it’s a little farfetched to think that we have this much control over our beliefs, but maybe the next time I listen to a claim (or gossip, or something that doesn’t jive with my experience… or claims that I want to be true…), I will remember my homunculus courtroom and think twice about the claim’s believability.

Stay Awesome,

Ryan

My Best Interest

If you want a good newsletter, you should check out Arnold Schwarzenegger’s newsletter. I signed up a few months back and have thoroughly enjoyed each update. I find him such a fascinating and inspiring person, not just from his bodybuilding work, his acting career, or even his time in politics, but above all because he strikes me as a fundamentally decent person.

He made two interrelated observations in the latest issue that stuck out for me. A significant portion of the email dealt with his clarifying and elaborating on his viral “screw your freedoms” moment during an interview talking about why people should get their vaccines. In his expanded comments, he urges his readers to pay attention to the motivations of people trying to give them advice, and discard those opinions which are not in your best interest (including his own). By this, he means fitness influencers and politicians, whose motivations are clicks and ad revenue in the former, as well as outrage, donations, and votes in the latter. When it comes to your health, these people are not giving advice based on your own health and wellbeing.

The second related comment is that if you can’t trust government or social media, who should you trust? To that, he says you should trust your doctor because your doctor took an oath to protect you. Your doctor is paid with only one expectation in return – the promotion of your wellbeing and health.

Talk to your doctor, not people who don’t have your health as their main responsibility. The Instagram and Facebook accounts you follow that give information on vaccines are not concerned about your health. They are concerned with getting more followers and making money.

I have seen way too many stories about people who listened to politicized information about the vaccine instead of their doctors, and then changed their minds when it was too late.

At the end of the day, everyone has to make their own decision about getting vaccinated. But if I can inspire even a few of you or your friends or family to avoid another one of these tragic stories that tore families apart, I want to do it.

He urges us to trust the experts and take wisdom from their experience. When presented with advice, we should ask ourselves what the advice-giver gets in return for our compliance. Do they benefit from our participation? What do we lose by their gain? These are important checks that we should make when deciding what’s in our best interest.

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