Category Archives: reflection

Questions I often ask myself

Chenny asked me what kinds of things I’m concerned about, so I started reflecting on the kinds of questions I usually ask myself. Here’s a rough list with some examples:

  • What could make things a little bit better? How can I compound those improvements? A few notes on kaizen
  • Which trade-offs might be worth it? Which ones do I decide against? How can I experiment?
  • What do I want from this stage? What has changed? How can I make the most of that? What’s coming up next? Examples: 2018-07-29b, 2017-05-07a
  • What could awesome look like? How can I tell if I’m on the right track? How far do I want to go? Example, other posts
  • What might failure look like? What are the warning signs? Example: Experiment pre-mortem, Update
  • What are the risks and downsides? How can I mitigate them?
  • How can I make things easier for future me?
  • How can I test and work around my current limits? Ex: squirrel brain
  • What do I want to remember, reflect on, and share?
  • What do my decisions tell me about my values? Do I agree? Do I want to change things?
  • What are the results of past decisions and experiments? What can I learn from those? A few notes on decisions
  • How do I want to grow?
  • What do I want to learn? How can I learn it? What do I know now?
  • How can I get better at seeing, noticing, asking, reflecting, organizing, sharing, improving?
  • Where can I take advantage of leverage or comparative advantage? Where is it good to not optimize along obvious dimensions?
  • What would I do if I were starting from scratch? Which sunk costs should I ignore?
  • What can I break down, connect, or transform?
  • How am I different from alternate universe mes? How can I make the most of that? Example
  • What happens if I look closely at my discomfort or fear? Where am I shying away from something, and why? Example: uncertainty, working on my own things, the experiment
  • Where does it make sense to take on more difficulty or do things worse so that I can do things even better later on?
  • What have I forgotten or neglected? What do I want to reclaim, and what do I want to let go? Some thoughts
  • What do I not know to look for? How can I bump into stuff like that?

At the moment, I’m focused on time and attention. I think about what’s worth giving up sleep for, and how sleeping more might help with some things like thinking. I think about time with W- and A-. I think about week-to-week changes and how I can adapt. I think about how we can use little bits of time to improve things in order to more effectively use time. There’s definitely a lot to figure out!

Book reflection: Raising a Secure Child

Raising a Secure Child (Guilford Publications, 2017) is about reflecting on and working with the Circle of Security: how kids go out to explore and come back for comfort, and how we can support them both going and coming back. It reminds us to be bigger, stronger, wiser, and kind, and that children can’t figure out how to manage their emotions by themselves – they need us to help them.

Me, I’m working on helping A- feel that I delight in who she is, not just what she does. It’s easy to have fun paying attention to every little thing she learns, keeping track of them in my journal, but she’s more than the sum of those moments.

I also noticed that some of my internal pressure to get A- outside might come more from my need to be a good parent than what she needs at the moment. Being aware of that helped me slow down and appreciate what she wanted from time at home.

The book talks a lot about shark music, the fears and insecurities that get in our way as parents. I notice that I exert a little effort when supporting A-‘s exploration so that I don’t let my worries interfere with her, and I want to be careful not to make her feel I’m crowding her.

I’m definitely safety-sensitive in terms of relationships, and I can see why that’s the case. Knowing that, I can try to correct for my biases and work on connecting better. I might not be as comfortable with anger as I could be, and that’s worth working on too. I’m okay handling A-‘s anger, although she rarely gets angry too.

I like the way the Being-With concept gives me more ways of thinking about supporting A- through challenging emotions. The sample dialogues were interesting.

I think I need to try the ideas from Raising a Secure Child for a while before I can get a sense of whom I might recommend the book to. It’s good food for thought, though.

Thinking about more reflection and sharing

Okay. I’ve gotten basic recording sorted out, I think. I can capture quick notes, photos, and videos to document our lives and serve as placeholders for further reflection. I can organize them into rough categories. Babysitting gives me enough brainspace for both consulting and self-improvement. My sleep is still a bit messy, but that’s probably at least half because of me. I’m confident about spending time with A- and helping her learn stuff. Time to think of the next steps.

I think there are three big areas for me:

  • planning and experimenting with potential improvements: needs attention, creativity, and implementation time
  • sharing tweaks and things I’ve figured out: good for backing up and for conversation
  • making sense of facts, asking questions, synthesizing, reflecting

Our continuous improvement capabilities are okay, although of course there’s room to grow. Physical stuff (reorganization, trying stuff, decluttering) can happen throughout the day. Reading fits in late at night or in snippets throughout the day, although I’m still skimming for things to think about instead of being able to take notes or think about things in depth. Coding tiny little tools fits in late at night or during babysitting sessions – not big projects yet, but shell scripts and short Emacs Lisp functions are quite doable.

I’d like to get better at circling back and posting source code and experiment notes. Maybe I’ll start by including just a paragraph or two describing key motivation and intended result, then jump straight into the code or description. I’m not sure if it will help anyone else, but who knows? Besides, it’s good to have stuff like that in my own archive.

It seems like such a splurge to use babysitting time for thinking, drawing, and writing. I don’t know if I can write a post worth $120+ to myself or other people, and besides, I want to write more personally relevant things before I get back into sketchnoting books or putting together, say, Emacs guides. But if I think of the babysitting as primarily paying for A- to practise independence and social interaction with someone one-on-one, I do some consulting every week, and I make an effort to pick up one or two new activity ideas each time we have someone over, I can think of the discretionary time as a bonus instead of trying to optimize my use of that time.

Let me think about sense-making. I’ve been focusing on just capturing what was going on because it was hard to think more deeply. I’m a little less preoccupied now, so I have some brainspace for thinking. Some questions to ponder:

  • What is A- interested in learning? What does she think? Why does she do what she does? How can I grow so that I can support her even more effectively?
  • What else can I experiment with? How can I reduce waste or costs (including intangibles), and how can I increase benefits?
  • How can I make learning visible for both A- and me?
  • What do I want from all of this? How do I want this to shape me?

Writing this on a bench in the park, arms around a sleeping A-, I’m somewhat challenged by the small window I’m writing in (there’s room for a couple of paragraphs and that’s it), the inability to refer to other things side by side, and the possibility of interruption. But maybe I can think and write in medium-sized chunks: a little bigger than the quick notes I’ve been taking, but small enough that I don’t need an outline or the ability to easily rearrange my text. I can write more stream-of-consciousness stuff instead of worrying about editing. I can give myself permission to cover ground relatedly instead of worrying whether I’d written about something before, or if I’d just dreamed it.

Let’s warm up those thinking muscles. :)

Scribe and tinker

I’ve been figuring out more about what tickles my brain and what I want to do with my life.

On one hand, I’m a scribe. I like extracting, organizing, and connecting ideas. I like getting stuff out of my head and into a form that I can work with or share with other people. I often like helping get stuff out of other people’s heads too. This explains my fascination with blogging, sketchnoting, personal knowledge management, and processes. To get better at this, I can focus on skills like:

  • Asking questions
  • Finding resources
  • Making sense
  • Connecting and building on ideas
  • Organizing
  • Communicating
  • Archiving

On the other hand, I’m a tinker. I like tweaking things to make them better. It’s not about big inventions, but small, continuous improvements. This explains my fascination with Emacs, Quantified Self, open source, and general geeking around. To get better at this, I can focus on skills like:

  • Seeing problems and possibilities
  • Estimating, prioritizing, and evaluating
  • Setting up experiments
  • Connecting ideas
  • Learning techniques
  • Coding
  • Tweaking physical things

If I look at the intersection of being a scribe and being a tinker, that explains my interest in:

  • Building/tweaking systems to help me capture, organize, connect, and share knowledge
  • Writing about experiments and lessons learned

What would it look like to be very, very good at these things? It’s quite convenient that I’m into knowledge work, since I can learn from millennia of people passionate about that. Tinkering shows up in entrepreneurship and invention, so I have plenty of role models there, too. I could probably spend a lifetime learning as much as I can from Benjamin Franklin and similar people.

How does parenting influence this? What can I gain from being the primary caregiver of a young child?

I’ve taken advantage of my push towards externalizing memory to work out a daily/weekly/monthly/yearly journaling workflow that works for me, and a way to think about questions in the scattered moments I have for myself. It took a bit of figuring out and there are things I still want to improve about my process. Chances are that there are other similarly-inclined people who could benefit. I wonder what things could be like if we could get better at thinking, capturing, and sharing at this stage. I don’t expect that I’ll come up with some brilliant insights. Most of my notes are about everyday life or my own questions. Still, I notice that this process seems to be good for my mental health, and it’s okay for me to explore ideas slowly especially if I get better at building on ideas instead of going around in circles. I can let the tough meaning-making be handled by people like Pulitzer-prize journalists (surely there must be quite a few who have also been or will become primary caregivers) and people who have different life arrangements (like part-time daycare), and I can focus on the questions I’m particularly curious about or the things that are uncommon about our experiments.

As for tinkering, there are tons of improvement opportunities exposed by the demands of parenting. If I keep track of the pain points/opportunities and work on improving my skills, I’ll probably grow at just the right pace. It would be interesting to improve my quick-experiment rate. Reading and thinking give me lots of things to try in terms of parenting, and talking to other people might help a lot too. W- is a good mentor for quick DIY and household things. It’s a little harder to do quick programming tweaks at the moment, but that can wait until I can concentrate more. I’ve set up my phone so that I can do some things through it, so I can consider the tradeoff between coding on my phone versus using the time to write.

I think I can make this work so that the time and energy I’ll devote to A- over the next couple of years can count for other goals, too. The more clearly I understand myself, the more effectively I can use my time and attention. I’m looking forward to seeing where writing more can take me, since I can do that while A-‘s nursing. During the day, it could be good to explore improvements to our physical environment and our processes, since A- can appreciate those too. There’ll be time for other things later, as A- becomes more capable and more independent. Onward!

Thinking about impact

In preparation for possibly making it to a conversation tomorrow about quantified impact, I’ve been thinking about the impact I want my experiments to have and how I might be able to observe and measure them.

I realized that I’m less interested in looking at my impact on the wider world and more interested in looking at the impact on myself. I’m also interested in the impact on my family. This is partly due to the influence of Stoicism’s focus on the things that I can control, partly the freedom of not having external performance reviews, and partly an experimental belief that if I take care of my own life and share what I’m learning with others, wider impact will follow. I don’t need to seek it prematurely. I can focus instead on having a solid foundation to build on.

If I evaluated impact based on the outcomes for A-, I would leave that too vulnerable to chance (what if A- died unexpectedly?) or conflict (what if A- wanted a different path?). It feels more right to focus on doing my part well, and to evaluate myself accordingly. If other things work out well, that’s a nice bonus, and keeping an eye on how those things are going can help me check if I’m on track or drifting.

With that in mind, what kind of impact do l want for my experiments, big and small?

Deeper appreciation of life, meaning: My biggest experiment at the moment is parenting. Based on research, parenting is likely to increase feelings of satisfaction and purpose, and will probably be worth the reduced autonomy and increased vulnerability. It’s not so much about pleasure as it is about eudaimonia.

Deeper appreciation of W- and other people: Research is pessimistic on the effect of parenting on marital satisfaction and social connection, but I might be able to counter those effects by paying attention thoughtfully. I’ve certainly developed a deeper appreciation of W- over the past few years, and I feel like I’m getting to know Toronto better too. Parenting lets me see my family and my in-laws in a new light. I like being able to remember that everyone was a baby once, too, and I like being able to appreciate other people more.

Practice in equanimity: Parenting brings plenty of opportunities to apply philosophy to life. I like wasting less energy on frustration and directing more energy towards paying attention and moving forward. I’ve been able to keep my cool in varied situations, and now I’m working on being able to respond thoughtfully and creatively in the moment.

Push to learn and grow: I’m taking advantage of my desire to help A- by learning more about child development, early childhood education, health, science, and other things. I’m sure I’ll learn about lots of random topics along the way. I’m trading a bit of self-direction for motivation and pushes out of my comfort zone. I could start tracking this by writing down what I’m learning about.

Experiences, empathy: Not only with W- and A-, but with other people too.

Immersion into children’s worlds, playfulness, wonder, creativity: Good stuff.

Reduced friction, increased capabilities, increased effects: It’s good to deal with constraints like sleep disruption and limited attention, since I can find the rough spots and figure out ways to improve them.

Good boundaries, assertiveness, deliberation: I’m learning more about making decisions, asserting myself, and changing my mind as needed.

Shared notes, possible business ideas, credibility: Other people might benefit from what I’m learning or doing.

Increased Emacs community, learning from each other: I’m glad I can do Emacs News. Looking forward to having more brain space so that I can contribute tweaks too, since playing with Emacs improves my capabilities and tickles my brain.

The book All Joy and No Fun promises to be an interesting summary of the research into the effects of parenting on parents.

If I can be more thoughtful about the effects I want (or need to watch out for) from the various choices I can make, then I might be able to make better decisions or invest a little effort and get even better results. It’s fun thinking about these things!

Quick thoughts on leadership, impact, and finding my own path

I was talking to a friend about leadership, succession, and impact. In particular, my friend was curious about how to grow more leaders. I realized some things about how my parents made big differences and about how I want to grow.

Succession is hard. Big companies spend millions on leadership programs, have huge, motivated talent pools to draw on, and even turn to external recruitment, and it’s still uncommon to have a successful transition or a long-lived company. It’s even tougher in the nonprofit and volunteer worlds.

I wonder if going sideways can help work around the succession challenge. Instead of hoping for the right intersection of same time, same place, same Bat channel (an interested, capable, available potential leader turning up when you want to start grooming one and sticking around until the right time), what about the franchising approach instead?

I realized that this is one of the things my parents did, and that’s how they managed to do so much. They didn’t count on any one initiative staying around for the long term. My dad probably would have gotten impatient and bored anyway. Instead, they got the hang of quickly starting things up, and they inspired people to start similar efforts. After the first few projects, happy sponsors and relationships made the next ones easier and easier. My dad could just share a crazy idea on Facebook and people would sign up to help make it happen. Professionally, my parents cared about teaching both the art and the business of photography, and having workshops open even to active competitors.

This approach is probably out of scope from most leadership programs that focus on succession planning because they assume you need a specific thing to continue, but franchising is the closest business analogy, I think. It might be a good way to increase impact through a wider reach. It could be like:

  • Getting more out of the stuff you’re already doing: My dad was media-savvy. He could imagine the pictures and news articles that would come out of a project, and he was great at lining those up. Something similar (or partnering with someone who thinks about that sort of stuff) could increase the visibility and impact of things you’re already doing some making people feel good about the projects too.
  • Getting better at sharing the cool stuff you’re doing and the initiatives you’re involved in: pictures and stories on social media could let people find out about stuff, explore things you’re into, get updates, etc. Similar to the previous point, but more personal.
  • Accelerating your startup for ideas: people to talk to, channels for sharing ideas, ways to get people involved, templates, etc.
  • Getting better at sharing lessons learned, questions, and artifacts
  • Automating, simplifying and documenting processes so that people with less experience can do better work: Can be very useful for both your initiatives and other people’s, and it’s good for both direct succession and franchising. This is definitely my focus, and it’s awesome for expanding reach over space and time (even without active attention). My mom focuses on this too, although she often struggles with adoption. The E-Myth book might be relevant here.

Figuring out swarms might be an interesting challenge: how to quickly gather people around a particular project, and how to help other people with their own. There’s a lot that to practice even without a candidate successor, so that might be one way to keep growing.

At the moment, I’m focusing on:

  • automating/simplifying/documenting: Perfect timing! I need to make things simple enough so that a child can do it, and there happens to be one handy for testing. I also personally benefit from automating and simplifying things enough to fit into the snippets of discretionary time I have, and documenting things so that I can declutter my brain and make the most of scattered moments.
  • getting better at sharing lessons learned, questions, and artifacts: Hooray for blogging! I’m getting better at writing on my phone while A- sleeps on top of me (like right now), and I’ll figure out how to mix drawing back in, too. I’m probably never going to feel comfortable using the “expert” voice. I like the “Here’s what I’m figuring out, and here’s what I’m thinking about next” sort of approach. There are so many ways forward, and it’s fun to think of everything as a grand experiment.

We were talking about the 2×2 matrix of size of impact versus number of people affected. My friend said many people focus on the “big impact, lots of people” quadrant. I think I like the “small impact, few people” quadrant, which perfectly characterizes things like my Emacs stuff and my consulting. I like small fixes and improvements. I scale up by trying to help things stay fixed/improved and available even when I’m not actively thinking about them, which is why coding and writing fit me well. If I can get even better at making and sharing those little improvements, and making them findable when other people want them, that sounds like a good path for growing. I also like connecting the dots between ideas, which is another example of a small contribution that can have a larger effect.

The long-term impact could be mostly about the ripples from people I’ve helped (like the way I get to learn more about cool things to do with Emacs by people who tell me I helped them get curious about it a long time ago! :) ) and maybe maybe maybe someday, books worthy of being part of the Great Conversation / archive of human knowledge.

I probably won’t do anything as awesome as my dad’s advocacies, but I think this path of sharing little ideas, experiments, and lessons learned – this path could work for me. :) If it happens to resonate with you and you want to pass along lessons learned or share the things you’re figuring out, that would be great!