An Elegant Puzzle: Systems of Engineering Management
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Read between August 9 - August 23, 2020
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try not to push risks onto teams that are functioning well. You do need to delegate some risks, but generally I think it’s best to only delegate solvable risk.
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If something simply isn’t likely to go well, I think it’s best to hold the bag yourself. You may be the best suited to manage the risk, but you’re almost certainl...
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As an organizational leader, you’ll always have a portfolio of risk, and you’ll always be doing very badly at some things that are important to you...
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Take a look at your calendar and write down your role in meetings. This goes for explicit roles, like owning a meeting’s agenda, and also for more nuanced roles, like being the first person to champion others’ ideas, or the person who is diplomatic enough to raise difficult concerns.
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Take a second pass on your calendar for non-meeting stuff, like interviewing and closing candidates.
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Look back over the past six months for recurring processes, like roadmap planning, performance calibrations, or head count decisions, and documen...
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For each of the individuals you support, in which areas are your skills and actions most complementary to theirs? How do you help them? What do they rely on you for? Maybe it’s authorization, advice navigating...
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Audit inbound chats and emails for requests and question...
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If you keep a to-do list, look at the categories of the work you’ve completed over the past six months, as well as the stuff you’ve be...
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Think through the external relationships that have been important for you in your current role. What kinds of folks have been important, and who are the str...
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if you’re at a company going through hypergrowth,18 it’s common to find that everyone is already working in the most complex role of their career, and you’ll uncover gaps, gaping and cavernous.
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The key tools for leading efficient change are systems thinking, metrics, and vision.
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When the steps of change are too wide, teams get destabilized, and gaps open within them. In those moments, managers create stability by becoming glue. We step in as product managers, program managers, recruiters, or salespeople to hold the bits together until an expert relieves us.
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With a sufficiently high defect rate or slow recovery rate, you could easily see a world where each deploy leaves you even further behind.
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Creating an arena for quickly testing hypotheses about how things work, without having to do the underlying work beforehand, is the aspect of systems thinking that I appreciate most.
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Pretty much any difficult problem is worth trying to represent as a system, and even without numbers plugged in I find them powerful thinking aids.
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Product management is an iterative elimination tournament, with each round consisting of problem discovery, problem selection, and solution validation. Problem discovery is uncovering possible problems to work on, problem selection is filtering those problems down to a viable subset, and solution validation is ensuring that your approach to solving those problems works as cheaply as possible.
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Benchmark. Look at how your company compares to competitors in the same and similar industries. Are there areas in which you are quite weak? Those are areas to consider investing in.
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Competitive advantages. By understanding the areas you’re exceptionally strong in, you can identify opportunities that you’re better positioned to fill than other companies.
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By understanding the areas you’re exceptionally strong in, you can identify opportunities that you’re better positioned to fill than other companies.
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Competitive moats. Moats are a more extreme version of a competitive advantage. Moats represent a sustaining competitive advantage, which makes it possible for you t...
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Moats are a more extreme version of a competitive advantage. Moats represent a sustaining competitive advantage, which makes it possible for you to p...
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It’s useful to consider moats in three different ways: What do your existing moats enable you to do today? What are the potential moats you could build for the future? What...
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Compounding leverage. What are the composable blocks you could start building today that would compound into major product...
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Winning rounds. It’s important to survive every round, but it’s also important to eventually win a round! What work would ensure that you’re trending toward winning a round?
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It’s important to survive every round, but it’s also important to eventually win a round! What work would ensure that you’re trending toward winning a round?
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Consider different time frames. When folks disagree about which problems to work on, I find that the conflict is most frequently rooted in different assumptions about the correct time frame to optimize for. What would you do if your company was going to run out of money in six months? What if there were no ...
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When folks disagree about which problems to work on, I find that the conflict is most frequently rooted in different assumptions about the correct time frame to optimize for. What would you do if your company was going to run out of money in six months? What if there were no extern...
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Experiments to learn. What could you learn now that would make problem selection in the future much easier?
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A mild caveat: it’s better to rely on people you have some connection to instead of on conference talks and such, since there is a surprisingly large amount of misinformation out there.
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Prefer experimentation over analysis. It’s far more reliable to get good at cheap validation than it is to get great at consistently picking the right solution. Even if you’re brilliant, you are almost always missing essential information when you begin designing. Analysis can often uncover missing information, but it depends on knowing where to look, whereas experimentation allows you to find problems that you didn’t anticipate.
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I’ve found that most aspects of running a successful technology migration12 overlap with good solution validation!
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Being out of alignment for a quarter is just so much uncaptured potential.
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What I needed was a way to coordinate my approach across teams, both in terms of very specific challenges and in terms of our long-term direction. After experimenting with a handful of different approaches, agreeing on strategy and vision has been the most effective approach that I’ve found to alignment at scale.
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Strategies are grounded documents which explain the trade-offs and actions that will be taken to address a specific challenge. Visions are aspirational documents that enable individuals who don’t work closely together to make decisions that fit together cleanly.
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Because strategies are specific to a given problem, it’s okay—and even encouraged—to write quite a few of them.
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The act of writing a strategy leads folks through a systematic analysis, so, even if we don’t share them, writing these documents helps us work through quite a few challenges, both overwhelming and mundane.
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People sometimes describe strategy as artful or sophisticated, but I’ve found that the hardest part of writing a good strategy is pretty mundane. You must be honest about the constraints that are making the challenge difficult, which almost always include people and organizational aspects that are uncomfortable to acknowledge. No extent of artistry can solve a problem that you’re unwilling to admit.
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If strategies describe the harsh trade-offs necessary to overcome a particular challenge, then visions describe a future in which those trade-offs are no longer mutually exclusive.
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Visions should be detailed, but the details are used to illustrate the dream vividly, not to prescriptively constrain its possibilities.
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A good vision is composed of:
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Vision statement: A one- or two-sentence aspirational statement to summarize the rest of the document. This is your core speaking point, which you will repeat at each meeting, planning period, and strategy review. It shouldn’t try to capture every detail of you...
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Value proposition: How will you be valuable to your users and to your company? What kinds of success will you enable them to achieve? There is a sequencing question of whether you should start with capabilities (the next bullet) and reason into value proposition or do the opposite, but I’ve found that startin...
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Capabilities: What capabilities will the product, platform, or team need in order to deliver on your value proposition? Will it need to support multiple independent business lines? Will it need to deliver against ...
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Solved constraints: What are the constraints that you’re limited by today, but that in the future you’ll no longer be constrained by? For example, if you’re currently “spending into” developer velocity, perhaps in the future you’ll be able to achiev...
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Future constraints: What are the constraints that you expect to encounter in this wonderful future? Hopefully, these new constraints will be things that ...
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Reference materials: Link all the existing plans, metrics, updates, references, and documents into an appendix for those who want to understand more of the thinking that went into the vision. This allows you to shed compl...
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Narrative: Once you’ve written the previous sections, the last step of writing a compelling vision is to synthesize all those details into a short—maybe one-page—narrative that serves as an easy-to-digest summary. In your final document...
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You’ll know a vision is succeeding when people reference the document to make their own decisions, and you’ll know it’s struggling when decisions keep happening that don’t fit into its direction.
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If there is feedback you disagree with, embrace the vision as an opportunity to address conflict by explicitly acknowledging disagreements within the vision text.