• As you may have seen in previous year-in-reviews, I’ve been on a lifelong quest to read more because I think it’s one of the most efficient ways to acquire knowledge. Unfortunately, in the modern age it’s hasn’t been so easy. When I was growing up, it was mainly TV, then the early internet, and now it’s social media and all those addictive algorithmically optimized apps. At the same time, I’ve started a family and have a more demanding career so I simply have a lot less time to read (I’m talking minutes at a time, not hours anymore). Given all of these constraints, here’s what I’m currently doing, which I feel is a pretty productive workflow for me:

    • Physical books are out, mobile devices are in: It took me a long time to embrace reading on a device, but it’s the one thing I have with me all the time. And the only way I can read now is sneaking in reading 15-30 mins at a time, so availability is key. Perfect is the enemy of good as they say.
    • Reduce distractions on the mobile device: I’ve turned off most notifications (and all sound related ones) for a while now, and additionally I’ve installed the Opal app to set more precise screen time rules. Generally my rules are no “junk media” (e.g. social media, Hacker News, Reddit etc.) in the morning and before bed, and limit 30 mins on social media and 30 mins on games (mostly Go). I still allow YouTube, Netflix etc. anytime because I count them as long form video, which usually is not as much in contention with my reading time. The one danger here is that up until now I’ve been staying away from YouTube shorts (e.g. Tiktok) content but have recently been watching more as I’ve needed more distractions in the middle of the night while tending to a newborn. Going to try to cut this as soon as possible, shorts are just way too addictive.
    • Buy e-books without hesitation: Generally, I’ve been pretty liberal with buying physical books because it’s usually worth it. However, I’ve been more stingy with e-books because I hadn’t fully embraced reading on a device. But now that I’m all-in on device reading, I basically will just immediately buy e-books if there’s a slight hint that I might find it interesting. If I really like the book, I’ll also buy a physical copy (for that warm fuzzy feeling). I’m at a place financially where I can indulge in this area, and I’m happy to pay more money if it helps me learn. I almost exclusively use the Kindle app, which I don’t have any complaints about, and buy everything from Amazon simply for the convenience.
    • Read many books at once: I’ve kicked the habit of just reading one book at a time. The way I see it, it’s just like watching TV or YouTube, you don’t often just watch a single show or channel at a time. Sure, occasionally you might find something you want to binge, but most of the time the mind wanders, gets bored, and you need a break to regain that excitement you get from watching something for the first time. It’s the same with books: I often find I can easily blaze multiple chapters but slow down as the novelty effect wears off. Give it a few days to a couple of weeks though and that feeling of excitement is restored. This process also gives me more time to digest the material. Although I’d like to be the kind of person who can have a singular focus to read one thing non-stop, I’ve reflected enough to know that that’s not me. Better to work with my monkey brain than against it.
    • Taking notes: I mentioned it before but I find it’s incredibly important to take notes while reading. It helps me digest and absorb the content better. As per this excellent methodology for learning something well, I mainly highlight key passages I find important, and then try to summarize it in my own words. The Kindle app has a good way to do it where I highlight a span of text and then attach a note to it. It’s a bit clunky on my phone but good enough is better than nothing at all.
    • Reviewing notes: Up until recently, I’ve had a bunch of highlights that I’ve accumulated but didn’t do anything with afterwards (because I almost never go back to look at them). That’s changed though with the Readwise app where it sends a daily digest of highlights/notes that I read through every morning. It can easily import all your highlights from Kindle or any other numerous sources. I’m not serious about trying to study them, but it’s nice to review important ideas I’ve highlighted in the past periodically. Now that I have this review, I’ve found myself highlighting multiple paragraphs so that I’ll have the context when reading later. This is one of the nice benefits of a digital format where you don’t have the friction of having to physically highlight a lot of text.
    • Send all other content to a reader app: Coincidentally, Readwise has recently launched a Reader app. I know there are others but since it comes with a Readwise subscription (in fact, the reason I signed up is because of the Reader app), I’ve found it perfect for my use-case. I can automatically forward all my email newsletters to the associated Reader email address so they show up in one list. For other media like web articles or PDFs, I can just send it to the Reader app from my mobile browser. The actual app has some nice features like auto AI generated summaries at the top, taking notes, converting PDF to text for mobile-friendly reading (which is decent enough), and asking AI about an article. The thing I like about it the most is that I have a one-stop-shop for all the things that I want to read (minus books). This allows me to pick and choose what to read based on my mood. Again, this is playing off my tendency to crave novelty, and the more I have conveniently located in one place, the more likely I’m going to find something that suits my mood. At the same time, having a dedicated app allows me to get into a deeper reading state vs. the web browser, and along with the PDF-to-text feature, I’ve probably deeply read more of these media types in the last month than I have in the last year. Having a single interface with these features also allows me to choose how fast I want to read it (e.g. fast skimming, AI summaries, or slow absorption). It’s a big win for me all around.
    • AI for Directed Learning: As I mentioned in my latest year-in-review, I’ve been very impressed with how accessible LLMs have made knowledge. I’m now very regularly using them to ask questions about everything. Recent examples include the biological process of a prescription drug I’m on, detailed questions about government programs, and tips for dealing newborns to name a few. The nice thing is that I can chat back and forth with it to really drill down to a satisfactory answer, which is, well, satisfying versus a static wiki page. I’m mainly using ChatGPT out of habit since that’s the first one I signed up for, but I’m pretty sure other frontier ones are just as good. The other feature that I’m loving is OpenAI’s Deep Research mode, which can write a report up on random specific topics I have. It’s included in the $200/month plan but I’m sure that price will come down (or it’ll get better), and I’m happy to pay if it can actually improve my knowledge. I’ve found that it basically can generate a Wikipedia-level article on whatever topic I want. It’ll scour the web, and put together a coherent report (that’s a bit wordy). I then take this report and email it to my Reader email address to get it into my app. The only downside is that it’s only available on desktop right now, so I have to generate the answer and then manually copy and paste into an email. I’m really seeing a lot of value from AI to help me acquire knowledge and I feel like I’m mostly just limited by my curiosity (and time).

    So that’s my basic reading workflow right now. The most recent changes have all happened in the last few months, which include my current paternity leave, so we’ll see how well they work when I’m back to work full-time (with two young kids at home). But as an example of how well it’s working: the Reader and Kindle app were 3rd and 6th most used app from last week. The other spots were all taken by video (YouTube #1, Apple TV #2, Netflix #5) or the browser (#4). The video apps are a bit anomalous because I’m at home mostly holding the baby so I spend a lot more time watching videos right now, but I’m amazed how high reading apps are on the list! I’m continually trying to improve my setup so if you have some ideas, feel free to drop me an email, I’d love to hear if you’ve found something that works for you.

  • After writing my latest year-in-review, I realized that I had already done eight of them! It feels like yesterday when I started writing them. Given that this body of writing is probably the most personal and raw prose about me on the Internet, I thought why not put it into an AI and start asking questions? So I copied all 8 blog posts (31,000 words in total) into ChatGPT (The “o1” model was the only one that would let me copy that many words in), and started chatting with it.

    My first question was “Given the above context about Brian, summarize his personality in one paragraph.” Here’s what I got:

    Brian’s personality shines through as a thoughtful, introspective, and growth-oriented individual who consistently balances ambition with humility. He values lifelong learning, embracing challenges like learning to sing, speak Mandarin, and deepen his technical expertise. At work, he’s driven to build effective teams and deliver meaningful results, all while reflecting on how to improve both himself and his organization. His commitment to family, the joy he finds in being a parent, and his awareness of the trade-offs between work and personal life reveal a caring nature that integrates professional success with personal fulfillment. He is analytical yet empathetic, methodically pursuing goals and viewing setbacks as opportunities to refine his understanding of the world.

    Not bad! Hits some of the key points that I would say about myself like being a lifelong learner, thoughtful about trade-offs, and analytical. Given what I have written, it’s all pretty obvious, but it was a good synthesis of it. Interestingly, I don’t really characterize myself as empathetic, but maybe I am? I think I often have an awareness of how people might be feeling, which I feel comes more from analytical reasoning than intuition so maybe that’s what the AI picked up on.

    Next question: “Tell me something about him that he did not explicitly say.”

    He never explicitly mentions it, but he consistently adopts structured, almost systematic ways of tackling every challenge he faces. Whether it’s learning Chinese through daily flashcards, investing with a probability-based framework, or iterating on team processes, he shows a natural inclination toward methodical, data-driven progress rather than relying on flashes of inspiration or ad-hoc efforts. This tendency suggests he gains as much satisfaction from refining the process of learning or building solutions as he does from the outcome itself.

    Also pretty good because I make big efforts to be systematic in my way of approaching things. If you read what I wrote, it’s probably not a big insight but still pretty accurate. The part about gaining satisfaction from process of refining instead of the outcome is pretty good too. That I feel is a bit deeper of an insight where you may have had to reflect a bit to get it out of my writing.

    I started asking a whole host of random questions, more curious about how the AI would respond rather than actually looking for insight, here are a few interesting ones with some commentary:

    • “Tell me 5 things he can improve on”: I got back social engagement, stress management, clear boundaries, delegation and oversight, and leisure and creativity. Some of them are a bit generic, but the one on social engagement was spot on. I think that’s one area I’m not actively prioritizing but probably could have the highest leverage for me.
    • “What kind of life partner would best suit Brian?”: It hit on a lot of themes from my writing on someone who appreciates my need for quiet time, supports my values, and someone who will nudge me toward balance. Good advice, even if pretty generic.
    • “Use a popular personality test framework and evaluate him based on the context above.”: Using Myers-Briggs, I got INTJ (Introversion, Intuition, Thinking, Judging). I don’t think I’ve ever taken this test but the overall explanation makes sense to me.
    • “What investing advice do you think you could give Brian given his style?”: It took some of my lessons learned and thought up some things to help manage it (e.g. investing checklists). It also had some generic advice like diversification. Not great but impressed it got some specifics in there.
    • “What’s 5 phrases that can be used to describe Brian.”: These kinds of prompts are great for brainstorming. Most of them are close but off. I usually use it to brainstorm and then mix and match. My favourite one from this response was “analytical yet introspective thinker“.
    • “Which philosophy does Brian match best with?”: Stoicism, no surprise there, but I don’t think I’ve written about it explicitly. Pretty good for the AI to understand it.
    • “Which books would you recommend him to read?”: All popular books on topics that I write about with suggestions like Meditations by Marcus Aurelius, Principles by Ray Dalio, Deep Work by Cal Newport, Range by David Epstein (haven’t heard of this one), and Atomic Habits by James Clear. Not bad for a superficial list but probably misses the range of things I’m interested in.
    • “What about fiction?”: Mostly came back with a bunch of sci-fi books. I’m not a big fiction reader so I’m sure some of them are good, but at the same time I do have more diverse interests. Again, the AI is spitting out the ones that are most associated with someone of my personality without consideration other data. If I gave more context, I’m sure it could give better recommendations.
    • “What about 5 TV and 5 movie recommendations”: Again mostly sci-fi / computing. It definitely has bucketed me into a certain segment. It’s based on the writing from my year-in-review, so I can’t fault it too much.

    My first conclusion from this exercise is that it is way cool! To be able to even get responses like this probably would require someone knowing me for at least a year. It’s so cool that I can just plop in a bunch of my personal writing and it gets to know me, even if the insights aren’t deep.

    The other obvious conclusion is that it is solely basing the responses on the writing that I gave it. And while the answers were generally in the right ballpark, my writings are not sufficient to define me. I’d like to believe I’m more multi-dimensional than the public prose that I put on the internet. The answers I would say were not deeply insightful but were directly reasoned from my writing. It’s not going to replace a therapist, but it’s still useful as a Socratic tool to ask questions about yourself.

    One last thing I’ve been thinking about: is the AI just telling me what I want to hear? Is there is a horoscope effect going on? On the one hand, it did give specific references to things I said. On the other hand, the AI is explicitly trained to give human preferable responses. Given how agreeable it is, and how scalable has become, there are a lot of dark use-cases with this technology. However, I’m an optimist and I think the good will outweigh the bad (I explicitly don’t think we’re not even close to the Terminator scenario).

    There is so much boring, low-priority work that needs to get done but doesn’t. I want to live in a world where I don’t need to fill in PDF forms, where I don’t have to figure out how to use vlookups in Excel every time I need them, and where my mom doesn’t need to ask for my help with computers. These are modest but each one of these things adds small amounts of friction to the world and make it objectively worse. And while these problems don’t matter that much, there are millions of problems like these that can be solved with AI, it’s just a matter of time. The future is going to be awesome! (Although this doesn’t quite address the source of our biggest problems (i.e., people) but that’s a topic for another day.)

  • Personal

    Family: My home life is pretty similar to the year before with me trying to spend as much time as I can with my daughter. While it can be frustrating at times, there are at least many joyful moments too. The trick is ensuring that I’m in the right state of mind and body to play (young kids are almost always in this state). The usual rules apply on health, sleep, and fitness. Of course the big difference this year is that we’re expecting another one! Surprisingly, we’ve done much less preparation for this next one. It’s likely a combination of having already gone through it and being super busy with my first one. I’m not quite prepared for the sleepless nights, and I either don’t remember what they’re like or I’m in denial that they will be coming, but no one is ever really prepared so I’m not too worried. More recently though, I have been looking at my daughter’s baby pictures and getting excited by how cute she was at that age. I’m going to take a bit of time off work so I’ll be able to enjoy the glorious first few months of human life. Wish me luck!

    Friends: Similar to last year, I’ve done quite a poor job of keeping up with my friends. I’m pretty bad at chat, and don’t really use anything like Facebook or Instagram so I don’t have a great way of keeping in touch. The one thing I did this year, which was my wife’s idea, was to have an actual birthday party where I invited my closest friends over. This was incredibly fun and a great way to generate new memories with them. With the new baby coming, I likely won’t get much leisure time but hopefully I can at least find a yearly event like my birthday to get together with them. The blessing of having old friends is that you can easily pick back up with them from where you left off. I’m so fortunate to have a group of friends like that. Family is still my top priority so I’ll ask for a bit of forgiveness from my friends and count my blessings that they still hang out with me.

    Fitness: This year I started up again with (approximately) weekly sessions with personal trainer. As my life has gotten quite busy, this is pretty much the only outlet I have to exercise at the moment. Luckily, it’s really good. Even when I’m dead tired, he pushes me to have an intense work out. I’m noticeably stronger, feel like I have more muscle, and have been injured a lot less recently (although my weight has climbed up a bit). I’ve hit some personal records for some of my exercises, so no complaints here. The goal now isn’t to push my performance, but really to gain strength and prevent injury. I’m going to want my body functioning well when I’m older, and making sure that I have enough muscle mass is one key factor that I’ve identified. Maybe when I get time to play sports again I’ll change it up, but for now this is more than enough for me.

    Health: I have a minor healthy issue that I’m dealing with that I’m not ready to talk about publicly. It’s more annoying than anything but does degrade my quality of life a bit. Luckily, there are multiple physicians in my extended family so we’re working through some treatments, which I think are moving in the right direction. Somehow I suspect that the issue somehow is related to age. It’s quite alarming that your body can suddenly behave differently as you get old (e.g., getting allergies). Luckily modern medicine has a lot to offer (if you can find the right type of doctor). Otherwise, thankfully there isn’t else much to write about related to my health.

    Hobbies: Basically I haven’t done much this year at all. Things have been so busy in all other aspects of my life, this is on pause indefinitely. It’s all about prioritization, and right now this is just not high on my list.

    Blog: This year has been pretty slim on writing. I did two blog posts on my technical blog and this is the only post for my personal blog. Again, priorities. The lack of blog posts however were mainly driven by being busy at work (see below). Nothing much to say here except that I hope I get more time to write next year because this is my main vehicle for learning new things.

    Professional

    RBC Borealis: One of the big changes at work is that we did a reorganization that created a new department called RBC Borealis that is a combination of the old Borealis AI and another data and analytics group within RBC. Along with the reorg, I also got a promotion to Senior Director, AI Solutions, leading a much bigger group of highly talented people developing cutting-edge AI-powered products and capabilities for the bank. As with most reorgs, it has kept me quite busy and I’ve had a lot less time for many things like my blog, but I’ve made sure that it hasn’t significantly impacted my family time. This new opportunity has been quite exciting for me because it’s a new role leading a bigger team (thankfully with a ton of support) so I’ll have the opportunity to learn more and do bigger things — exactly what I’m looking for.

    Rotman: On the teaching side, the big change I mentioned last year was adding new material for LLMs. It went well enough but like most new lecture content, it needs to be tweaked. Even though I added the material last fall, one year is an eternity in this space so I’m afraid some things are a bit out of date already and will require some more iteration for the course this spring. I’m still quite excited about this space and improving material for the course is a good excuse to learn more about this subject. I also helped run a couple of events with folks from Microsoft (listed below). It used to be a big deal finding speakers and organizing these events but now that I’ve done it so many times, it’s just a normal sort of thing I do (to be clear Rotman has a wonderful events team, all I work on is the content and speakers, not the logistics). I’m doing more of both in this school year so I don’t expect too much to change.

    Events: Here are the public events that I was involved with this past year. Most of these are either through work or Rotman, which I suppose is par for the course unless you are active in the scene (which I am currently not).

    Investing

    It’s been a good year again whether you’re trying to pick stocks like myself or invest passively. Similar to the market, the gains I’ve had in my concentrated portfolio are in tech stocks that I bought at opportune times. Recently, I’m still slightly ahead of the S&P 500 (my benchmark) but it fluctuates a bit. I’m still ahead over the long term by a bit, so it’s still sensible to keep doing it myself.

    The key to my success (or luck?) has really been buying stocks at reasonable prices and just holding on to them. Superficially, it’s not that hard: buy low and hold. The hard parts are really around buying the right company at a fair price and not selling.

    Buying the right companies at a fair price is the fun part. Searching for that outstanding business is incredibly rewarding for me. I love learning about how they make money, what’s so special about them, and how they respond to competition. My process is likely quite less effective than the industry analysts out there with me having less data and less time dedicated to analysis, but I find joy in it. I’m doing better against my benchmark and I like it so I think I’m still coming out ahead.

    The fair price bit is something that I do a lot less quantitative work on than I probably should. My approach really is just having a reasonable metric that roughly correlates with the company’s value then buy when it’s an obviously good deal. I’m a bit of a cheapskate when buying stocks or maybe a better term is that I’m quite risk averse. This mostly has protected me from buying too high, even when it’s not so great a company. The way I see it is that I’m quite a bit more ignorant than the average professional analyst, so if I’m going to buy something I want to make sure I have a big margin of safety. It’s quite an imperfect approach, but given the time I dedicate to the whole endeavor, it’s worked out to a satisfactory degree.

    Recently, I’ve been investing much more in tech and growth stocks as I’m getting a better sense of how their business models work. Most of the time you do not get to buy companies growing at 30%+ per year on discount, more often than not you’ll instead pay nose bleed valuations for them. The trick is to buy them when they’re knocked down to a more fair (but I wouldn’t say cheap) price, which in itself is hard to determine. It’s not easy though since whenever they get knocked down, the media surrounding them is super negative. It’s hard to be a contrarian when you see the price drop by half (especially if you own the stock). But I’m kind of weird in that I get excited when stocks drop a lot. I also like it when they go up too, but also get more disappointed because I’ll have fewer places to deploy my cash. I’ve observed that this isn’t how most people think about investing, which is probably why most people really shouldn’t be actively investing themselves.

    Related to that point, the last part of my investing process may sound the easiest: holding, but in fact, I think this is the hardest for many people. Seeing one of your stocks drop by half is pretty hard on the psyche. On the flip side, when your stock goes up 50%, it also takes equal (if not more guts) to hold it. Again, as Buffett always mentions, you need to have the right temperament or else it doesn’t matter how smart you are. Luckily, I have a bias for thinking rather than action (which is not so good in others situations) and this really helps me from making any sudden moves like prematurely selling low. The real money is made when you can hold companies through their low points to when they rebound to new highs. If you bought at a reasonable price and it’s a quality company, you’ll usually do quite well.

    My moderate success over the past 18 years has more or less used the above process (a lot less so when I started out though), which has become more refined as I learn more about businesses and how they work. There’s still a long way to go but that’s the exciting part! There’s so much more for me to learn and that’s really one of the joys of life!

    Insights and Learnings

    Here are a bunch of random things that I should’ve written blog posts on but I’ll just jot down here for posterity.

    • Attachment: I’ve observed that some people have a lot of attachment to things e.g. cars, toys, clothes etc. I don’t really have much of this attachment, relatively. I don’t really care much about most of my material things except to the extent that they are useful. I really like useful things. It might be my overly pragmatic disposition but it’s how I am. I think this has served me pretty well in that I have relatively modest wants for material things and it’s helped me be a bit more rational than others in this area. On the other hand, I think some people do get a lot of joy from their things, which I’m missing out on. I get more joy from learning new ideas and about how the world works. Everyone’s different I guess.

    • Sleeping: I recently discovered a great method to fall asleep when I wake up in the middle of the night. It’s so obvious I don’t know why I didn’t think about it before: listening to podcasts with my AirPods. It’s usually pretty easy for me to fall asleep at the start of the night (assuming I don’t consume too much caffeine) but my problem is that I often wake up in the middle of the night and am not able to fall back asleep. It’s usually because I start thinking about work or some other recent problem. I’ve tried several meditation-inspired ways to relax but it doesn’t work for me all the time. Of course the best way is to avoid the root cause all together but that’s not practical at my stage in life.

      The other idea I read about is that it’s better to stay in bed instead of getting up because at least it gives you some rest. It’s not as effective as deep sleep, but something is better than nothing. With these ideas combined, listening to podcasts helps distract me from other thoughts, which in turn helps my body relax. If I don’t end up actually falling asleep, at least my body gets some rest. Most of the time though (unless it’s close to wake up time), I’m able to doze off to sleep within an hour or so. At some point in a half-waken state, I take off my ear buds and fall into deep sleep. I don’t need to do it every time I wake up in the middle of the night, but it’s a good tool to use when I’m having a particularly difficult time sleeping. I like this method because it’s not aiming for perfection (in terms of sleep), rather it’s aiming for decent, which is much better than all the anxiety from the occasional bout of insomnia.

    • Being More Present and Procrastination: I think most are familiar with the advice that you should be more present in the moment. Easier said than done. I’ve been trying to do this more with my daughter. It’s hard though when I come back from work exhausted and wanting to zone out. The usual advice applies here of getting good sleep, eating well, and exercising regularly. However, one insight that I had about this subject is related to procrastination: if you can just get over that first hump of actually engaging in an activity, e.g., playing with my daughter, it’s much easier to stay present. It’s just like doing homework or some task at work, if you can just start the activity (as opposed to feigning a start while looking at your smartphone), it’s much easier to get into it. Obvious but it’s another frame of mind that sometimes helps me get off my smartphone and overcome that initial activation energy.

    • Novelty Cravings: One interesting thing I’ve noticed is that my brain craves novelty. It appears in so many places. For example, I think the main reason I like to follow the news and social media is to find new things that are happening (I’m using the Opal app to help control it). I have a huge backlog of books that are both more interesting and useful than the news but I still spend more time than I should on it simply because the news is new. For investing, I also realized that I’m anticipating the next quarterly earnings call because there will be some new development that I can learn about. This also shows up for me in anticipation for a new TV show or game that is coming out. The novelty is what I’m craving. Luckily, I feel that it’s mostly in these harmless areas that I get my “novelty fix”. I’m generally pretty good at being patient and optimizing for the long term, but I’m only human so my monkey brain needs to be fed from time to time. If this is the worst of it though, it’s not so bad.

    • Parenting: Something I realized (as I think most parents can relate) is that I don’t really know what I’m doing. My daughter is a very different person than me (which is obvious even at this age), and the surrounding environment has changed a lot too. So you would expect that the parenting approach should also change. The main problem is that when I’m tired and exhausted, my default instinct is just to revert to the not-so-productive parenting style I grew up with — that’s all I really know after all. At the same time, parenting is more of a real-time activity, it’s not something where I can take my time and do a careful analysis especially when it’s two hours past bedtime and there are crayon drawings all over the wall. Luckily, my wife has a much better intuition than me on productive parenting so I’m learning from her on how to deal with my daughter. I learn much better viscerally in these situations so I feel I’m slowly becoming a better parent.

    • AI and Information Access: I’m obviously deep in this AI space and I truly feel like we’re in a revolution. It was exhilarating in the early days of the internet (even though I was just a teenager) to have unlimited access to information and have any answer at my finger tips. At least that’s what I used to think. It’s only now with modern AI tools like Perplexity and ChatGPT that I really feel like I have the answers at my finger tips. I literally can ask any question and get the answer I want in the time it takes me to type it in. This is in contrast to clicking through half a dozen links, wading through a ton of ads, and piecing together the answer myself. It really has lowered the bar for information access. It’s so much easier to ask about questions outside my own domain like fixing up stuff around the house, or repairing my car. It’s also a great tool as a companion to reading where if I come across some idea or term I’m not familiar with, I can immediately ask the question with minimal disruption. I’m sure the different apps will eventually have all this built in, but it has already been a big productivity gain for me. The great thing is that we’re still in the early days, five or ten years from now AI is going to much more integrated in our lives and I can’t wait!

    • Experience: I’ve come to realize that there are a lot of skills that are hard to obtain (at least for me) without experience. I would put most people related things in this category like leadership, parenting, and relationships. Reading about these things just does not do them justice. This is tough because to be great at these activities, you really need the right role models. A joke (that is probably closer to the truth than fiction) is that the main way most managers learn about management is by watching TV! This points to a sad fact that we have poor management training. But more so it points to the fact that many activities can only be learned through experience. One thing I’m glad about is that early on in my career (and life) I put myself in uncomfortable positions with smart people so that I would learn faster. Startups are a trial-by-fire experience where you get an accelerated lesson in many different skill sets. I also did similar things in public speaking with Toastmasters, and to a lesser extent with other activities in my personal life. Right now I can point to two big places where I’m again in an uncomfortable position. The first one is obviously parenting, it’s totally new and I’m growing in ways that I could never have imagined. The other is at work where I’ve been put in a new role where there is a lot to learn. As you might be able to tell, one of the most important things for me is learning and growing, and you only get that if you are put in new, uncomfortable positions from time to time.

    • Lottery: It might surprise some folks to know that I occasionally buy lottery tickets. Logically, I know the math doesn’t work out (this is actually true even if the naive EV is positive, for many reasons including this one), but the chance of winning is the not the main reason why I do it. The tickets are mainly used as a fun exercise to think about what I would do if I were to become financially free (which I would hope is sooner rather than later). I’ve honestly been struggling a bit with the answer because the immediate thought of just doing leisure activities all day seems like it would be dreadful after a while. Sure, I’d like more time to do my hobbies, exercise, improve my relationships, but a core part of what I’m all about (i.e, learning) would be severely reduced. Despite all the stress and time spent at work, it is a great place to learn new things, not only because I get to ship leading edge AI solutions, but also because I have some world-class colleagues. Even if I was financially free, where could I as easily get that? So in the end, I’m not sure that I would be doing anything that different at this point. Things change so that may be different over time, but that’s the point of the whole exercise: to stop and reflect upon it.

    • Love Letters: I’ve started writing a love letter (via email) to my wife on her birthday. Day to day I’m not the most romantic person, and it’s even tougher when you have a four year old causing chaos around the house, but I thought it would be the least I could do to show my love for her. I think it’s also special to be able to look back on them decades later and remember the earlier times in our lives. Time passes by so fast that I’ve found it more and more important to document things so that my future self can enjoy my present. It’s a form of long term thinking if you will.

    • Journal: As I mentioned in a previous review, I also write a letter (via email to an account I made for her) to my daughter every year. I keep a journal of notes about her throughout the year too, which I also send along. This year, I changed how record these notes. Instead of just plain text, I’m using the Day One app to journal now. In addition to text, it lets you attach pictures and videos. After looking through my notes, it’s just so much more interesting to see a curated and annotated set of pictures versus just the raw notes I took. The app makes it really easy to select pictures you’ve taken, tag specific dates, and write a blurb about what happened. Exporting is available in several formats (although I haven’t really tested it yet). I now anchor my journal entries in photos I’ve taken, which also encourages me to take more photos so I can have more journal entries. At the end of the week, the app lets me attach photos on the date they were taken and then write a short blurb about what happened. The nice interface greatly reduces the friction needed to takes notes, which is much more important now that my life is more hectic. I just started this year so I’ll let you know how it goes.

    Next Year

    In 2025, the big thing I’m looking forward to is the new addition to my family, which I’m sure will change the dynamic at home quite a bit. At work, things are changing quickly and my new role is also going to keep me as busy as ever. The challenge for me will be trying to manage everything outside of those two things. Who wants an easy life anyways? Looking back, the most rewarding experiences in life weren’t the easy ones, rather they were the ones that I was fully invested in, regardless of how hard it was. I’ve never been one to shy away from a challenge, so I’m just going to keep moving forward into 2025 learning, growing, and most of all collecting beautiful memories along the way. Good luck in the new year everyone!

  • Personal

    Family: Similar to last year, my home life has primarily been focused on my daughter. And while it feels like that’s the only thing I do, if I think about it, that’s exactly how I want it to be! The last few years have passed by so fast, and it’s obvious to me that if I don’t spend a lot of time with her when she’s young (and wants to spend time with me) I will regret it. The one challenge though is balancing time with her and everything else. As she’s getting older and doesn’t necessarily need to spend 100% of her time with her parents, I’d like to dedicate some time to other things like date nights, hanging out with friends, hobbies etc. Overall though, I’m pretty happy with the amount of time I get to spend with my immediate family (maybe less so with my extended family though), and it’s directly in line with my insight last year about quality time.

    Friends: Speaking of friends, I’ve done a pretty poor job of hanging out with them. For most of my close friends, I probably saw them maybe once or twice in person, usually for some occasion like a birthday. I’m hoping that I can do more of it as my daughter grows up, and (hopefully) will start to accept a non-parent baby sitter. In any case, I’m grateful that I have a bunch of old friends where whenever we hang out we can just pick up from where we left off. Still, I know I can do better but I’m still trying to find the right balance. Finding this balance is probably the hardest thing for me as I get older.

    Fitness: In terms of fitness, I’ve been taking baby steps. I’ve committed to doing some form of exercise at least once a week, and I had a six month streak going before I injured my back recently. I’m slowly building up my cardio and strength but I’m realizing that I should be shifting my goals. Whereas in my 20s, I wanted to be stronger and faster to be better at sports or do some moves (e.g. back flip), now I want something different: to be injury-free and not be in pain.

    One thing that I realized as I have been getting older and more sedentary is that I have more muscle tightness and pain, am more prone to injury and, am taking longer to recover — the trifecta of old age. The muscle tightness is the most noticeable issue on a daily basis where I wake up and all my muscles are tight. I think this is primarily a function of old age. When I was in my youth, I didn’t feel like warmup stretching did much for me. Now, I’m acutely aware of how tight my muscles are and how much looser they can be after stretching. So I’ve mostly been doing a daily stretching routine to ensure that I’m (mostly) functional. Ditto for moving my muscles. It’s not enough for them to be loose, I’m much more acutely aware of “use it or lose it” rule with my body. So getting some form of movement (and range of movement) have been important.

    The other thing that stretching and movement helps with is injury protection. This is particularly important for my core, which historically has been pretty weak. I attribute my back injury directly to a weak core (and overuse from lifting my daughter all the time). The sad thing is that it also takes a lot longer to recover. I would sometimes get injuries in my 20s and after a week or two I was back at 100%. Now, not so much. I’ve been going to a physiotherapist recently, learning exercises to strengthen key stabilizer muscles, and being much more mindful of how I perform actions. I can’t just power through everything physical anymore, I have to be smarter about how I use my body, compensating reduced physical prowess with hard-earned wisdom — what other way is there to age?

    Health: Besides the minor injury to my back, health wise I’ve been pretty lucky. Luckily, COVID did not have any lasting effects on me. My weight has been pretty steady, which is a win in itself given my sedentary life. I’ve mostly learned to cut back when I overeat from time to time, creating a sort of homeostasis state for myself. Mentally, I’m feeling pretty good too. There were various times that were stressful during the year due to (self-inflicted) increased workload, but nothing too prolonged or intense compared to my startup days. Having a great partner at home, interesting work, and a young daughter to keep me on my toes, I feel like I’m exactly where I want to be right now.

    Hobbies: My hobbies from before my daughter was born have all been put on the side lines. Music lessons has not been a priority for me, and since my daughter doesn’t like me playing anymore (maybe because she has a better ear for music? lol), I don’t play that much either. That’s all right for me for now since I’m sure I’ll be able to get back to it later.

    On learning Chinese, it’s also taken a back seat. I’ve stopped my biweekly lessons because it’s simply too busy on the weekends. I’m trying to work in some more organic Chinese reading into my schedule with an app I downloaded but I’m still struggling to make a habit out of it. I do get a bit of practice with my extended family but that’s more maintenance than active learning. My hope is that my daughter will start going to Chinese lessons soon and I’ll schedule parallel lessons for the both of us! (I’ll let you know how that works out.)

    Blog: I have been able to keep up with some amount of blogging. I wrote a nice post on Charlie Munger soon after his passing on this blog. I also managed to eek out three posts on my technical blog, mostly because the posts weren’t as long as the previous years monster posts. My technical blog has been my highest priority “hobby” because it overlaps with my professional development. As I mentioned in the past, I can directly attribute key career opportunities to it, so it remains a top priority. However, that’s mainly just a positive side effect. I use the projects on the blog to learn and code, and it remains the one outlet where I get to do “real” technical work (not management or leadership), so it’s one of the few techy oasis’s in the rest of my busy, hectic life.

    Professional

    Borealis: I had quite a busy year at Borealis where I led the Incubator program where we ran more than half a dozen AI projects. The purpose of the Incubator is to get projects off the ground from concept to delivery. Around half of these projects have matured with lots of potential to make a big impact at the bank. One of my colleagues asked me a question I hadn’t thought about before: “Was this my best year (ever)?” And thinking about it, it quite possibly has been the best year of my career, at least from a value delivery point of view. It wasn’t without some stress at times but it was made a lot easier from working with lots of smart, dedicated people on meaningful problems for the bank. Although there is a ton of hype around generative AI and how it’s going to transform society, there are many less visible use-cases within non-technology businesses that could massively benefit from AI (generative or otherwise). My career, in retrospect, has been delivering AI solutions (in all its iterations from symbolic to ML to generative) to some of these less well known areas of the economy. It’s not as sexy as working at OpenAI or Instagram but it’s an important niche where most of the value of AI is going to be from. Maybe I’ll write more about this some day.

    Rotman: This past year at Rotman has been quite similar to the past years with the one exception being the boom in generative AI. On the teaching side, we all had to scramble to see if we should be doing anything differently now that everyone has access to ChatGPT. My approach last year (February 2023) was to assume students were going to use it BUT to make them accountable for any errors, penalizing them more heavily than usual. I think the policy only had a minor effect in the end. Some students used it, others did not, and, on average, the grades were similar to previous years.

    I’ve got a few things that I’m experimenting with this year in this era of ChatGPT. One obvious thing that I’ve had to do is to add material specifically geared towards modern generative AI (I had some GAN stuff before but that’s a lot less relevant). How can one of my students confidently say they learned AI without knowing both how to use ChatGPT and how it works (at least conceptually)? I’m most of the way through the material and I think I have a good overview for the students that covers most of the topics, but who knows what the state of the art will be by February, it’s all moving so fast.

    On the education side, I organized a panel on generative AI last May that was really thought provoking (at least for that moment in time). Much more discourse on LLM’s have been had since then, but at the time there were many issues from jobs to regulation to risks that were discussed. Even now, many of the topics and points are still relevant although, obviously, there is a lot more depth and understanding of how LLM’s work now. Generative AI is still in its infancy so you can expect that I’ll be organizing more related events next year.

    Events: Here are a few public events that I was involved in either through Borealis or Rotman throughout the year:

    Investing

    My portfolio (like most of the market) is quite a bit higher this year. As with most value investor portfolios, I’ve been outperforming the market in the last little while since the end of the COVID boom. Overall, I’m probably beating the general market by 2-3% over various long term horizons depending on how your count things, which is pretty satisfactory overall. I’ve all but given up on trying to get Buffett like returns because, quite frankly, I’m not as good as him (obviously), and more importantly, I simply can’t dedicate the necessary amount of time. However, based on the last 17 or so years of my investing career, I believe I have good evidence that I can consistently outperform the market by a few percent, so I still think it’s worth it for me to keep investing, especially as my portfolio gets larger.

    The other part of the investing process for me is that it’s so interesting! The myriad of businesses out there are so complex and tell an important part of the story of civilization (if I’m being romantic about it). This gives a ton of motivation to learn more about how the world works. I dare say that I’m getting better at it too, although I wouldn’t call myself good at it yet. After so many years of casually investing, I feel that I’m in the conscious incompetence phase, possibly on my way into conscious competence in the next little while. The stock market is such a humbling place because it is in many ways a great reflection of reality with no safety net. You either make money or you don’t. And in a true reflection of reality, sometimes there is hype and you totally fall for it, and sometimes you can still lose (because of timing) even though you were right in the end. It’s hard to fool yourself (in the long term) because there is a quantitative measure that you have at the end of the day.

    My only saving grace from my incompetence is that I’ve taken the idea of margin of safety pretty seriously. I’ve developed a habit of really only buying into a position if it’s obviously cheap (but still have got it wrong many times). This has protected me in a lot of places from buying into crazy overvalued stocks only to see them fall a gut-wrenching amount (but still have experienced this situation more than I’d like to). I know that I’m ignorant, so I really want a big buffer to protect myself. Of course, this means that I probably miss many more opportunities than I could otherwise take advantage of, but it’s easier for me to sleep at night. I’m still optimistic that I’m getting better at investing but it’s a lifelong journey, and it’s still quite possible that I’m still fooling myself — that’s why it’s interesting (just like life)!

    A few random thoughts about investing this year for posterity:

    • I trimmed down a few of my larger positions (including Berkshire) earlier in the year to rebalance my portfolio hoping to take advantage of some deals. Most of those trims were getting rid of leverage (LEAPS options) to reduce my risk. As usual, I sold too early but better safe than sorry.
    • I was able to take advantage of a couple of deals throughout the year affecting individual stocks but there was no general downturn, which I had hoped for. Despite that, I still have about 20% of my portfolio in cash or equivalents in case something does happen in the next little while. This is usually the position I’m in as I’m still accumulating and I always want to be able to jump on a good deal (if it’s obvious to me).
    • My biggest position is now that fast growth company I took a position in last year, which is up almost 100%. I’ll say that most of that is luck. But the more I learn about this company, the more I like it, especially at the price I got it at. It’s hard to say that it’ll be the next Microsoft/Google/etc. but it definitely has some potential to be. One of the ideas that I’ve been crystalizing in the last little while is to buy companies that have upside optionality for cheap. There’s probably some reasonable mean expected growth rate, but you want a skewed distribution to the right with some fat tails. As long as you buy at a reasonable-lowish price, then you protect a lot of your downside risk as well.
    • On that end, another insight that I feel that I finally have internalized is to buy great businesses and be happy holding them forever. Took me long enough! Honestly, Buffett and Munger have been saying this for longer than I’ve been alive, yet it still took me 15+ years for me to deeply understand it. On the one hand, these are the businesses that have the longest potential for growth, making it so that you only need to sit on your ass and watch them grow. Who wouldn’t like that? On the other hand, great businesses have relatively fewer problems. They navigate downturns better, outcompete rivals, and generally have less sources of worry. The corollary here is that, I’ve stopped being tempted by cheap opportunities even if it is a potentially decent business. It’s quite hard to buy them cheap and figure out when to sell them. Now I’ve shifted (for the most part) my focus to buying companies I want to hold (nearly) forever. I’ll repeat this again: took me long enough!
    • The one thing that I really have no mental model of approaching is when to sell. A couple of my investments in Chinese stocks have been a big flop for me so far. Yet at current prices they seem cheapish and they still have dominant positions in the Chinese market. So should I sell? I don’t really have a good framework to think about it. In the absence of having a framework, my default action is no action. So I continue to hold. Maybe this is the next level of my investment journey where I either have enough detailed research to be confident one way or the other, or I really bite the bullet and realize that I don’t know enough (and maybe never will) about these businesses to stay invested in them. Being consciously incompetent, I guess I’m not there yet. Check back in with me next year.
    • The sudden rise in interest rates have also motivated me to take action on where I’m keeping my cash (both for investing and my rainy day fund). There are some high interest savings ETFs where they essentially park your cash at banks but provide an interest rate pretty close to the overnight rate (both in Canada and US) versus essentially zero at my original big 5 Canadian bank brokerage account. The one detail is that you can only purchase them at non-big 5 Canadian bank accounts since most of them don’t allow you to trade since they are worried about deposit flight (I presume). This wasn’t too big a deal since I’ve been moving more of my new savings to a different brokerage because the FX fees at my big 5 bank were killing me because I predominantly invest in US stocks. This should also help my performance relative to the index because I hold a decent percent of my portfolio in cash, and have been getting basically no interest on that cash throughout my entire investing career.
    • One important tactic that I’ve been using to do more research (that I can fit into my schedule) is to use the Quartr app. It’s a really convenient way to listen to quarterly earnings calls and other investor conference presentations. It’s obviously not the same as reading a transcript and/or watching a video, but it’s much easier to fit into my day during a drive to work or brushing my teeth. So while the consumption of information is less focused, it does help with passive acquisition. In addition to podcasts, I’ve been working quarterly conference calls into the rotation, which has been a good source to indirectly learn more about various businesses and industries, even if it’s not super efficient.

    Insights and Learnings

    In this section, I’ve jotted down a bunch of insights that I’ve had over the year. If I was more serious about social media, I would probably make each one of these its own blog post or tweet, but I’m not. In general, I’m pretty bad at social (including the in-person kind) and besides, who has the time to do this throughout the year? In any case, I’ll leave them here for posterity in a more raw form than I would have otherwise done, hoping that it will be useful to you (or my future self).

    Multifactorial Problems: Something that is almost obvious in a complex world is that the causes of most things are multifactorial; not understanding this is the fallacy of a single cause. Most of the time, it’s much easier mentally to say, “oh, it’s because of X”, or “Y explains it”, and very likely that’s part of the reasoning, however, it’s unlikely the whole story. It’s so hard to tease out the causal components of why things happen so it’s important not to fall into this trap. I’ve also found that this leads to a false sense of confidence where I feel that I know more than I should. Acknowledging ignorance is a good way to stay humble and avoid overconfidence, which is optimal for learning. Lately, when something like this comes up in conversation, I’ve been agreeing with the X or Y cause, but also adding that, it’s probably complicated and a multifactorial problem. I’ve yet to hear someone disagree because it’s almost always true when you are thinking about any non-trivial problem. A small but meaningful trick to help you try not to fool yourself.

    Boundaries and Constraints: Earlier this year I was listening to Tim Ferris interview Seth Godin, and they touched upon an important idea of defining your (true) boundaries and constraints first then thinking about what’s possible. Part of the motivation is that if you just imagine what you want, you will be overwhelmed because you can probably do anything (but not everything). Starting with your (true) boundaries and constraints allows you to reduce your solution space to search for things that are truly important for you. In some sense, this is like inverting the problem. Reflecting on where I want to go, the biggest constraint at this point in my life is my family. This is my number one priority and I’ve decided to rearrange most other things in my life around that. This obviously limits me in some ways, for example, greatly reducing time with friends, or aggressively pursuing “career success” (whatever that means). But in the end, this is exactly the tradeoff that I want to be having now, and this framework helps me accept that I can’t do everything but at least I’m doing the important things.

    One Question When You’re Feeling Down: A question that I’ve been getting into the habit of asking myself this year when I’m feeling down or upset is: why? The most frequent answer: being tired. There’s this acronym you learn in management training called HALT, which stands for Hungry, Angry, Lonely, and Tired. It’s there to remind you that we are all humans, and we are very often not in a good mood due to one of those basic causes. I can attest that pretty much every tantrum that my daughter has is due to one of these causes. And at the end of the day, adults aren’t that much different than children, just better at hiding (or ignoring) the reasons for being upset.

    For me personally, being tired is usually the main reason or amplifier of the other three feelings. I get angry more easily when I’m tired; I get more lonely when I’m tired; and I’m generally more upset when I’m tired (I overeat when I’m tired, which is another unhealthy negative). Asking myself this question usually doesn’t make me not upset but it does help a bit because identifying the proximate cause (even if multifactorial) helps me understand that it’s a temporary feeling. If I can get a good night’s sleep (at least for me), it’s magical how many problems that solves. Whatever anxiety, worry, or problem I have seems so much less intense the next day, and I’m able to face it more easily. So this little trick has helped me cope better with the inevitable times when I’m down. Hopefully it helps you too.

    Improving Sleep: Ever since I’ve started working full time, I’ve had on and off problems falling asleep at night (or waking up in the middle of the night and not being able to get back to sleep). Most of the times I can’t sleep I can attribute to two primary causes: caffeine and stress. The caffeine part I’ve dealt with for a while by limiting myself to one Coke Zero at lunch per day. I’ve switched to decaf and/or caffeine free drinks for coffee or Coke. I occasionally drink a bit of caffeinated tea or a second can of Coke Zero, but generally I consume a limited amount of caffeine. Whenever the coffee shop mistakenly gives me a caffeinated drink, I always end up awake in bed cursing myself for not double checking. I now know the feeling of being awake due to caffeine, which just feels like my mind can’t get into “sleep mode” (even if my body is tired). It just keeps going despite my best efforts.

    Stress is another hard one to deal with because it’s harder to control than caffeine. Thankfully, I’m not working at a startup where stress levels were through the roof so it’s a lot easier to control nowadays. One simple trick is to not work in the evening. Having more “space” (or time as it were) between your work and sleep (including vacations) is probably one of the best ways to deal with it.

    Despite having a more balanced work life now, even a bit of stress can prevent me from sleeping. This manifests in me feeling tension in my muscles or being too hot. One intuitive (but maybe not scientific) explanation I heard was that, if you think about it, to fall asleep, by definition your muscles need to be relaxed. You don’t have tension in your muscles when sleeping (mostly true), so you must be able to get to a relaxed state before you get to sleep.

    One trick that I’ve been practicing on and off for a while (but am using much more consciously now when I have troubles sleeping) is to lie flat on my back, start to take deep breaths, focus on them, and alternate on each exhale thinking to myself either “relax” and “sleep”. During the exhale, I’m actively trying to relax or “sleep” my muscles. That is, I’m trying to consciously relax my muscles or put them in a “sleep” state (whatever that means to you). Each exhale, I usually can make a small amount of progress where I feel my muscles go into a more relaxed state. I usually try to have my body remain completely still at the same time to help things along. At some point, some of the very relaxed muscles go into a different state, which is hard to describe, but it’s almost like a numb-sleeping kind of state. If I can keep this up long enough, my mind usually starts to drift off to sleep with a relaxed body (assuming not too much caffeine).

    Sometimes I’m very tense so it’s even hard to use that trick. In those cases, I picked up another trick from a video about the 4-7-8 technique (although, I remembered it as the 4-5-7 technique), which is basically breathing in for a 4-count, holding your breath for a 5-count, and then breathing out for a 7-count. I usually only need to do this a few cycles to calm my body a bit, then I can move onto the trick above. I don’t use this trick exclusively to go to sleep since it requires a bit more conscious effort so I haven’t been able to doze off while doing it.

    I explained some of my methodology to a friend and he said that it sounds an awful lot like meditation. I guess it is? I don’t do much explicit meditation, but boy do I like to get good sleep. So I’m happy to adopt any techniques that can get me better sleep.

    Reading on a Screen: Something that I’ve spent a lot less time doing recently is reading. Due to the ever changing schedule with my daughter, I’ve been finding it hard to find a consistent time for reading. And although I still prefer to read on paper, pretty much all the books I’ve actually read this year have been on my phone via the Kindle app. The convenience of always being there means that it’s just more accessible than paper when you’re strapped for time. I’ve just come to accept that it’s better to read on a screen than not read at all.

    The other big hurdle I’ve gotten over is to just buy the same book twice, one physical and one Kindle. I like collecting books even if I don’t read them right away (or ever?). In fact, I’ve probably bought more than a dozen physical books that I haven’t even touched this year. But if I really want to start reading it, I’ll just buy another copy for my Kindle app to get me over that friction. The cost of buying a book or two is just so massively out weighed by the potential benefit, that it’s a cost that I’m very willing to pay (even if it’s not the most efficient). What is the point of having money if not to be more productive (actually reading), have more convenience (second copy on Kindle) and/or have a warm fuzzy feeling inside (physical copies).

    Parenting: One insight that has become so obvious to me now as a parent is that there is no one right way to parent. This is frustrating from both the perspective of your child because you want to do the “right thing”, but also from the perspective of judging other parents and their kids. The important part about the former is to understand that all kids develop at different paces and have different strengths and weaknesses. It’s very unlikely that the one or two explicit choices you make about your parenting style (vs. the hundreds of unconscious ones, including genetics) are going to make that big of a difference. All of this is to say that you should find something that works for you and your child, and simultaneously accept that your kid is uniquely themselves (and not compare them to other kids as hard as that might be).

    The latter point about judging other parents, this is a tough one too because for most of us (including me), our ego is tied to our kids, and feeling good about the choices we made for our kid (even genetically), makes us feel good about ourselves. Some parents even feel the need to evangelize their specific way of raising kids, convinced it’s the best. Going back to my first point: there is no “best way”. It’s hard but I think the best thing we can do for each other is just let parents choose what works for them without all the judgement (outside of obvious abuse scenarios).

    Parenting Books: Two books that I’ve read this year on parenting which I thought were insightful: How to Talk So Little Kids Will Listen, and The Opposite of Spoiled. The former is more targeted version of the classic book How To Talk So Kids Will Listen & Listen so Kids Will Talk, which I’ve previously read with similar content but targeted for a 2-7 age group. Although there are multiple parenting styles that all probably are good, the ideas espoused in this series is closest to how my wife and me are approaching communication with our child. It’s quite a different style than I was raised on, which is closer to traditional Asian style parenting (not quite a Tiger Mom style though), and this book has really shifted my default ideas on parenting (based on my upbringing) to something that seems to just make much more sense to me.

    The other book, The Opposite of Spoiled, touched on several really important topics of raising kids not-spoiled (there’s no real word for that). My family was not wealthy when I was young, and I learned a lot of lessons on how to be frugal, work hard, grateful etc. through that experience (although some of that I’ve actively tried to unlearn but that’s a post for another time). So how can you raise a child who maintains those values but in an environment where money isn’t as scarce? There isn’t a universal answer to this question but this book gives many examples and ideas of how you might go about that. If you’re interested, I suggest you pick up the book and give it a read.

    Sensitivity: It’s difficult to understand how others perceive the world but it’s becoming more obvious to me that I experience the five basic senses much less intensely than others. For example, I like looking at nice things like natural scenery but it doesn’t really do that much for me beyond the moment. My sense of smell (and I think taste) seem to be less acute than others around me. I’ve also noticed my hearing is less sensitive than others, and similarly, at least compared to my wife, anecdotally I have a higher pain tolerance. It’s hard to know if it’s more a physical or a mental thing, but it’s definitely a thing (probably multifactorial where they both have feedback loops into each other).

    What’s interesting is that things that might excite others like extreme sports or traveling to exotic destinations do a lot less for me. It’s often hard to untangle the social peer pressure to want to go to these places versus how much they actually made me happy. Don’t get me wrong though, I enjoy going to Europe or Asia, but honestly, I value the people I’m traveling with much more than the places I go (although again, it’s hard to say if it’s just due to the way I interpret the world or some other things that are going on). That combined with my natural introvert tendencies make it so that my ideal vacation is easy going with family or really close friends, which fortunately could be most places in the world.

    Taking Notes: I watched this video from a philosophy professor named Jeffrey Kaplan who did a nice video series for his students on how to be a good student. One of them was about taking notes that I thought had a lot of good ideas in it. In the context of reading some dense text like a philosophy textbook, he suggested actively summarizing every paragraph, then every fifth paragraph or so summarize the summaries that you made, and then keep doing this recursively until you have a summary of the chapter or book. The main idea is the best way to understand something is to put it in your own words, that is, literally try to make a summary of it. It improves comprehension and recall, and it has the side effect of producing a good set of notes to study from. It’s definitely slower but he makes a compelling argument that it’s more efficient in the long run even on a total time basis.

    I never thought about taking notes so systematically when reading, rather I just jotted a thought down any time I read something interesting. This is useful for some types of reading. But the active summarizing note-taking method he explains is better for really dense text because often my mind will wander while reading. Worse yet, I finish reading a section and totally forgot what I read. I practiced using the method for a while, just doing every paragraph, and it was definitely helpful but also more mentally taxing. This also made reading a bigger task, eventually reducing the amount of reading that I did. I ended up going back to just taking notes more casually except when I explicitly wanted to digest something in more detail. This is probably the right balance for now until I have more time to spare, but it was useful to have another trick up my sleeve for better learning.

    What You Do: I’ve been casually browsing through Kevin Kelly’s Excellent Advice for Living, and he had this really good insight that I thought was really important to reflect upon:

    You are what you do. Not what you say, not what you believe, not how you vote, but what you spend your time on.

    Reflecting on what I spend my time on, it’s basically been family, learning (technical, investing, misc), and work. Those are the major dimensions of who I am right now, which is pretty much how I want it to be. As I wrote above, I hope to have more time for friends later on, and maybe hobbies or interests, but right now family is the number one priority (with work being a necessity). Hopefully, what you do is also as intentional?

    Next Year

    In 2024, I’m mostly expecting more of the same as 2023: family time, work stuff, and a bunch more learning. Thankfully the pandemic is mostly out of my psyche and I can look forward to more normal things like vacations and spending time with my daughter. Looking back on the last few years and what’s going on around the world, I can’t help but be grateful for everything that I have. Life’s never easy for anyone but I feel that I’ve been given a good roll of the dice so far. And while the last year was a more “normal” year without any big ups or downs for me, I’ll be happy taking as many more of those that I can get. Wishing you and your family a happy and prosperous 2024!

  • One of my intellectual heroes Charlie Munger has just passed away at the tender age of 99. I feel quite sad because on the one hand so much of my thinking and values has been based on his writings and speeches, and on the other hand, paraphrasing Charlie himself, who I am I to complain about a world in which we got to enjoy Charlie for 99 years? This post is a reflection on the impact Charlie has had on me since I first “met” him.

    My first purchase of Berkshire Hathaway shares was about 15 years ago almost to the day (Nov 18, 2008). I had recently started investing my own money in 2006 as my mother reluctantly handed the reigns of an investment account she opened in my name over to me. I obviously didn’t know much about investing at the time so I used my usual method of getting up to speed: reading. Fortunately Buffett was already famous by then and I was able to pick up a forgettable book about his investing style (I later found better ones to read). None of what I read really stuck at the time, but the one thing that it did lead me to was Charlie.

    I forget when I first started learning more about Charlie but my earliest post was in February 2010 referencing his USC commencement speech. This must have been around the time when I really started to appreciate his fierce intellect and dedication to rational thinking. It wasn’t an accident that a young budding mind trying to find his intellectual place in the world embraced the teaching of this wise old billionaire. Coincidentally, I had just started my PhD and had lots of time to “procrastinate” on these things as grad students wont to do. In 2010, Charlie was 86. How many grad students are spending their time admiring wise 86 year old billionaires? Probably not enough in my opinion.

    It’s hard to describe how big an impact Charlie’s works have had on my life. He has not only provided me with an intellectual framework to learn worldly wisdom, but he has also shaped my values and approach to life. The combination of simple to understand (but hard to internalize) ideas, an upstanding moral code, and a track record to show that it works, made it so that I couldn’t help but become one of his “groupies” as Charlie likes to call them (his wit and catchy one liners didn’t hurt drawing me in either). I started to read and listen to him, coming back time and again to peel back yet another deeper layer of meaning that I had missed the first time. Over the past (at least) 13 years, he’s taught me countless things that have guided the way I think, behave, and live my life. Charlie was the best mentor that I ever had, even if he didn’t know it. As Charlie would put it, I “made friends among the eminent dead” except that I was lucky enough to experience him while he was still alive.

    The rest of this post is a bunch of large and small ways Charlie has affected my life. It’s hard to weave (and recall) a narrative of how Charlie’s mentorship has led me to this point, so instead I’ll celebrate him by listening the myriad ways he’s helped me.

    Worldly Wisdom: A Framework for Learning About the World

    One of the things that immediately attracted me to Charlie was his idea of worldly wisdom, in Charlie’s own words:

    What is elementary, worldly wisdom? Well, the first rule is that you can’t really know anything if you just remember isolated facts and try and bang ’em back. If the facts don’t hang together on a latticework of theory, you don’t have them in a usable form.  You’ve got to have models in your head. And you’ve got to array your experience—both vicarious and direct—on this latticework of models.”

    A Lesson on Elementary, Worldly Wisdom As It Relates To Investment Management & Business, Charles Munger, 1994.

    The concept of having a latticework of mental models has guided me on how to learn things and what to learn. Fortunately coming from an engineering discipline, I naturally learned a lot of useful mental models from the hard sciences like probability, big ideas from physics, margin of safety, etc., so many of those came naturally to me. But as Charlie espouses, you can’t just rely on one discipline to explain how the world works, you need to take the most important ideas from each of the major disciplines. These ideas will carry 90% of what you need to know to explain the world.

    This idea was quite profound for me because, all of a sudden, I had a framework to learn about how the world works and that knowledge was now accessible. I was no longer confined to my narrow domain of computing, but instead I simply had to pick up the big ideas from other disciplines that were not part of my formal training. I didn’t need to do a PhD in them either, I just needed to find some elementary (for the subject) ideas and learn them. It was a liberating for me.

    The follow on to learning about these mental models was both internalizing and using them as second nature, which was another thing entirely. The ones that I had formal training on were much more easily to internalize (usually the ones related to math); the ones that were not part of that training took a lot longer (e.g. psychology). For most things, it’s still a process. Ironically, I feel some of my least developed mental models are on the financial / business side even though I’ve been investing my own money for over 15 years. The math is simple but there is a lot of layers underneath.

    For the uninitiated, a great place to start is with Charlie’s speeches in Poor Charlie’s Almanack. Of course, many of his speeches are also on YouTube and those are also good if you want something a bit more interactive.

    Introducing Me to My Other Mentors

    Through Charlie, I also met with the eminent dead in Lee Kwan Yew and Herbert Simon. Lee Kwan Yew was the founding father of Singapore and one of the best political minds of the 20th century. Charlie held LKY in such high regard that he had a bust made of him (along with Benjamin Franklin). After listening to his speeches, learning from his wisdom, and reading his memoirs of the founding of Singapore, I can see why Charlie had so much admiration for him. LKY is a no-nonsense leader with a brilliant intellect and a hardcore ethic of doing what works. A couple of his memorable quotes:

    I always tried to be correct, not politically correct.”

    We are pragmatists. We don’t stick to any ideology. Does it work? Let’s try it, and if it does work, fine, let’s continue it. If it doesn’t work, toss it out, try another one. We are not enamored with any ideology.

    — Lee Kuan Yew

    From LKY’s writing, I’ve refined my thinking in many ways. I’ve internalized that you can both be effective and do what’s right — there isn’t a conflict but you have to work for it. His writing has reinforced my values on working hard and smart to accomplish something worthwhile. It made me more confident not to put up with mediocrity, and to demand more from myself and others around me.

    On the other end of learnings, he has also given me new perspective on non-Western schools of thought. Singapore and other Asian countries have shown you can have success that isn’t a copy of the Western democracies. It’s hard to see living within the Western world, but the prototypical American or European style of development doesn’t have to be the only way forward, this is particularly true for Asian countries with their own unique cultural, economic, and religious backgrounds.

    Herbert Simon is another one of the people I greatly admire. I have only known him through his autobiography Models of My Life, which I learned about from the reading list in Poor Charlie’s Almanack. The title immediately grabbed me as I have often tried to frame my life in terms of models (a la mental models). The more I learned about this renaissance man, the more I admired him. Not only did he win the Nobel prize in economics but also the Turning award (compute science Nobel prize equivalent). One of his big contributions to economics was Bounded Rationality, one of the earliest iterations of behavioral economics. One of Simon’s core values (as seen in Bounded Rationality) is that one cannot rely only on theory and that one needs to really incorporate the empirical. This idea has stuck with me ever since graduate school, so much so that I ended naming my technical blog Bounded Rationality.

    I’ve read his biography several times now and one of the reasons is that I see so many parallels of my life in his (albeit with much less grandeur). I could related to everything he talked about from teaching at university, his musings and research on AI, to his relentless focus on the empirical. And it wasn’t only his professional life, I could relate to many of his reflections on his personal life as well.

    In reading about Herbert Simon, I learned more about how to do things well but more importantly, it allowed me to reflect on what I had been doing because it was so easy to see myself in him. I think this is a sign of a great mentor where they not only teach you to be better, but give you the gift of understanding yourself better too.

    The Time I Met Charlie (Sort Of)

    Photo my wife snapped of Charlie at the Berkshire Hathaway Annual Meeting

    Being the hardcore Berkshire fan that I was, I went to the annual meeting three times in my life in 2013, 2014, and 2015. I almost didn’t go the first year because my friend was flip-flopping on going but luckily my girlfriend at the time, now wife, agreed to go with me (no wonder why I married her, right?). In 2013 it was a big deal because it was my last year of graduate school and I wasn’t flush with cash. Despite the low funds, we booked our flights well ahead of time, paid really high hotel fees at the Hilton Garden Inn in Omaha, and woke up extremely early to get good seats. I was glued to my seat during the Q&A while my wife listened to the intro video, a few questions, and then quickly proceeded to do some shopping at the big convention hall.

    As we wrapped up the day, we were walking out of the main auditorium into the hallways when, lo and behold, we see Charlie walking out of one of the exits to board his golf cart! At that time, he must have been a young 89 but was still able to move short distances by himself but likely required transportation for longer distances. When I saw him, I was so afraid to go up and talk to him because I didn’t want to waste his time and bother him. A few nearby tourists started swarming him, luckily, there weren’t many other people around. My wife asked me why I wasn’t going up and I told her I didn’t want to bother him. She quickly jabbed me to get my phone out, grabbed it from my hand, and snapped the above photo before Charlie drove off. I’m so thankful that she did because it’s a really special memory of being up close and personal with one of your heroes, even if I didn’t really meet him. (Again, it’s no wonder why I married my wife, right?)

    Rationality and Independent Thinking

    Being rational is a moral imperative. You should never be stupider than you need to be.
    — Charlie Munger

    One of the deep values that I embodied from Charlie was the absolute focus on being rational. I always fancied myself as being more rational than most but here Charlie was raising the bar on the need to be rational. It’s not just a nice to have, it’s a moral imperative. For me at least, it’s so obvious, why would you want to be stupider than you need to be? And thus it wasn’t just something nice to have but a lifelong goal that I have strived for aiming to be less ignorant about the world.

    The other quality about Charlie that I admired was being a true iconoclast. In his usual witty, no holds barred manner, he would attack any institution that showed the (unfortunately common) inanities of humans nature from economics departments to Bitcoin, no one was safe from his piercing critiques (of which, he was always right). This departure from “playing nice” and “following the crowd” but rather thinking independently through each situation was something that I respected immensely.

    I can’t say I’m even close to reaching one percent of Charlie’s skill on both of these fronts but they have dramatically affected how I approach thinking. I strive to be both rational and to think independently — both very difficult things to do in this age of constant information flow and biased media. But what choice do I have? It’s my moral duty to be less stupid than I was yesterday.

    Life Philosophy

    Besides the focus on rationality, the other big area that Charlie has taught me is on how to live life well. This may seem weird to learn from an elderly billionaire but many of his ideas were distilled down from various great minds such as the Stoics, Benjamin Franklin, and the other thousands that Charlie has learned from through his insatiable reading habit. Instead of using an AI model to distill these ideas, Charlie provides a much better, curated (and dare I say more intelligent) curriculum on how to approach life.

    The two big ideas in this area that I have really internalized I wrote about in my Life Lessons post:

    1. Understand how the world actually works and not how you wish it to be.
    2. The best way to get what you want is to deserve what you want.

    The first one follow directly from being rational. Don’t be more stupid or ignorant than you have to be. The second one is a philosophy on how to approach life directly taken from Charlie’s mouth. There are many ways to achieve the same outcome. For example, to get rich you can lie, steal, and cheat, but this is not the best way. The best way (note: not necessarily the fastest or easiest way) is to deserve what you want. The way I interpret this is that, on average (i.e., probabilistically), this is the most likely way to reach your goal. As Charlie likes to point out, the world is not yet so irrational that this advice doesn’t hold.

    This is an idea that I’ve internalized for a long time. In fact, this was one of my core philosophies on finding a partner. To find a great partner, the first thing to do was deserve a great partner i.e., being caring, confident, successful etc. Being an awkward, shy kid throughout my youth, it took a lot of work to be the person that my wife deserves. This idea was such a meaningful part of my life philosophy that I quoted it in my wedding speech:

    So I’ll end with this quote from one of my favorite people, Charlie Munger: “What’s the best
    way to find a good wife? It’s to deserve a good wife.” And that’s what I promise to you,
    that I’ll work everyday of my life to deserve someone so amazing as you as my wife.

    The other big idea that I really appreciated from Charlie was that he consistently acknowledged that life is hard (surely influenced from the Stoics). While other motivational speakers only tell you the rosy side, it doesn’t always match up with my experiences that sometimes bad things happen and you have to deal with it. Another classic Charlie quote:

    It’s not supposed to be easy. Anyone who finds it easy is stupid.
    — Charlie Munger

    And the important part is that he’s not just parroting things he’s read, Charlie has suffered great tragedy in his lifetime from his son dying from cancer at the age of nine to losing sight in his left eye in his 50s due to a failed cataract surgery. Despite these setbacks, Charlie has learned to remain resilient and not suffer from self pity. For more on this subject see Charlie’s speech “How to Guarantee a Life of Misery“.

    Other Ideas and Quotes

    There is so much more that I learned from Charlie and if I continued I would fill a book. Instead, I’ll end this with just a small subset of the topics that he’s greatly affected my thinking on and related quotes:

    On Working Hard

    Another thing you have to do, of course, is to have a lot of assiduity. I like that word because it means: sit down on your ass until you do it.

    On Learning

    I constantly see people rise in life who are not the smartest, sometimes not even the most diligent, but they are learning machines. They go to bed every night a little wiser than when they got up and boy does that help — particularly when you have a long run ahead of you.

    On Approach to Life

    Spend each day trying to be a little wiser than you were when you woke up. Discharge your duties faithfully and well.  Slug it out one inch at a time, day by day. At the end of the day — if you live long enough — most people get what they deserve.

    On Failure

    There’s no way that you can live an adequate life without many mistakes. In fact, one trick in life is to get so you can handle mistakes. Failure to handle psychological denial is a common way for people to go broke.

    On Envy

    “Someone will always be getting richer faster than you, this is not a tragedy.“

    On Holding on to Your Ideas

    Any year that passes in which you don’t destroy one of your best loved ideas is a wasted year.

    On Narrow-Mindedness

    Most people are trained in one model — economics, for example — and try to solve all problems in one way. You know the saying: ‘To the man with a hammer, the world looks like a nail.’ This is a dumb way of handling problems.

    On Old Age

    The best armor of old age is a well-spent life preceding it.

    On Reading

    In my whole life, I have known no wise people who didn’t read all the time — none, zero.

    On Incentives

    Well, I think I’ve been in the top 5% of my age cohort all my life in understanding the power of incentives, and all my life I’ve underestimated it. And never a year passes but I get some surprise that pushes my limit a little farther.

    On Math

    Without numerical fluency, in the part of life most of us inhibit, you are like a one-legged man in an ass-kicking contest.

    On Thinking

    People calculate too much and think too little.

    On Who to Associate With

    Oh, it’s just so useful dealing with people you can trust and getting all the others the hell out of your life. It ought to be taught as a catechism. … [W]ise people want to avoid other people who are just total rat poison, and there are a lot of them.

    Thank You Charlie Munger

    It’s not easy to find a great mentor but I’ve been lucky to have access to the best one I could have ever hoped for. From the bottom of my heart, I want to thank you Charlie for everything that you’ve done for me and the generosity that you’ve shown sharing your wisdom all these years. The best way that I can think of to show my appreciation is to live my life according to your teachings and be generous with sharing my wisdom with others just as you did.

Top Posts

Past Posts