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This website has a new section: blogroll.opml! A blogroll is a list of blogs - a lightweight way of people recommending other people’s writing on the indieweb. What it includes The blogs that I included are just sampled from my many RSS subscriptions that I keep in my Feedbin reader. I’m subscribed to about 200 RSS feeds, the majority of which are dead or only publish once a year. I like that about blogs, that there’s no expectation of getting a post out every single day, like there is in more algorithmically-driven media. If someone who I interacted with on the internet years ago decides to restart their writing, that’s great! There’s no reason to prune all the quiet feeds. The picks are oriented toward what I’m into: niches, blogs that have a loose topic but don’t try to be general-interest, people with distinctive writing. If you import all of the feeds into your RSS reader, you’ll probably end up unsubscribing from some of them because some of the experimental electric guitar design or bonsai news is not what you’re into. Seems fine, or you’ll discover a new interest! How it works Ruben Schade figured out a brilliant way to show blogrolls and I copied him. Check out his post on styling OPML and RSS with XSLT to XHTML for how it works. My only additions to that scheme were making the blogroll page blend into the rest of the website by using an include tag with Jekyll to add the basic site skeleton, and adding a link with the download attribute to provide a simple way to download the OPML file. Oddly, if you try to save the OPML page using Save as… in Firefox, Firefox will save the transformed output via the XSLT, rather than the raw source code. XSLT is such an odd and rare part of the web ecosystem, I had to use it.
I have a non-recently post ready to write, any day now… Reading This was a strong month for reading: I finished The Hidden Wealth of Nations, Useful Not True, and Cyberlibertarianism. I had a book club that read Cyberlibertarianism so we discussed it last week. I have a lot of qualms with the book, and gave it two stars for that reason. But I will admit that it’s taking up space in my mind. The ‘cyberlibertarian’ ideology was familiar to me before reading it. The book’s critique of it didn’t shift my thinking that much. But I have been thinking a lot about what it argued for, which is a world in which the government has very extensive powers – to limit what is said online, to regulate which companies can even create forums or social media platforms. He also believed that a government should be able to decrypt and read conversations between private citizens. It’s a very different idea of government power than what I’m used to, and well outside my comfort zone. I think it’s interesting to consider these things: the government probably should have some control of some kinds of speech, and in some cases it’s useful to have the FBI tapping the phones of drug smugglers or terrorists. How do we really define what’s acceptable and what isn’t? I don’t know, I want to do more thinking about the uncomfortable things that nevertheless may be necessary for functioning of society. Besides that, there is so much to read. This month I added a lot of news subscriptions to my pile, which I think is now Hell Gate, Wired, NYTimes, Bloomberg, 404 Media, The Verge, and a bunch of newsletters. This interview with Stephanie Kelton, who is at the forefront of the Modern Monetary Theory movement in America, and wrote the very good book The Deficit Myth. This 404 Media story on an AI-generated ‘true crime’ YouTube channel is great because the team at 404 Media does both deep research and they interrogate their sources. Nathan Tankus has always been good but in this era he’s essential reading. His piece on Fort Knox is quick and snappy. His others are more involved but always worth reading. Listening We’ve been rewatching The Bear and admiring the dad-rock soundtrack. This Nine Inch Nails track shows up at the end of a season: And this Eno track: Besides that, this track from Smino played at a local cocktail bar. The bars at 0:45 sound like they’re tumbling downhill in a delightful way. Watching So I bought a sewing machine in February, a beautiful old Kenmore 158-series, produced in the 1970s in Japan. It’s awesome. How sewing machines work is amazing, as this video lays out. There’s so much coordinated motion happening for every stitch, and the machines are so well-designed that they last for decades easily. Besides that, I just watched The Apprentice, which I really did not like. Elsewhere I was on a podcast with Jeremy Jung, taking about Placemark! My post in the /micro/ section, All Hat No Cowboy, probably could have or should have been a blog post, but I was feeling skittish about being too anti-AI on the main.
I am not going to repeat the news. But man, things are really, really bad and getting worse in America. It’s all so unendingly stupid and evil. The tech industry is being horrible, too. Wishing strength to the people who are much more exposed to the chaos than I am. Reading A Confederacy of Dunces was such a perfect novel. It was pure escapism, over-the-top comedy, and such an unusual artifact, that was sadly only appreciated posthumously. Very earnestly I believe that despite greater access to power and resources, the box labeled “socially acceptable ways to be a man” is much smaller than the box labeled “socially acceptable ways to be a woman.” This article on the distinction between patriarchy and men was an interesting read. With the whole… politics out there, it’s easy to go off the rails with any discussion about men and women and whether either have it easy or hard. The same author wrote this good article about declining male enrollment in college. I think both are worth a read. Whenever I read this kind of article, I’m reminded of how limited and mostly fortunate my own experience is. There’s a big difference, I think, in how vigorously you have to perform your gender in some red state where everyone owns a pickup truck, versus a major city where the roles are a little more fluid. Plus, I’ve been extremely fortunate to have a lot of friends and genuine open conversations about feelings with other men. I wish that was the norm! On Having a Maximum Wealth was right up my alley. I’m reading another one of the new-French-economist books right now, and am still fascinated by the prospect of wealth taxes. My friend David has started a local newsletter for Richmond, Virginia, and written a good piece about public surveillance. Construction Physics is consistently great, and their investigation of why skyscrapers are all glass boxes is no exception. Watching David Lynch was so great. We watched his film Lost Highway a few days after he passed, and it was even better than I had remembered it. Norm Macdonald’s extremely long jokes on late-night talk shows have been getting me through the days. Listening This song by the The Hard Quartet – a supergroup of Emmett Kelly, Stephen Malkmus (Pavement), Matt Sweeney and Jim White. It’s such a loving, tender bit of nonsense, very golden-age Pavement. They also have this nice chill song: I came across this SML album via Hearing Things, which has been highlighting a lot of good music. Small Medium Large by SML It’s a pretty good time for these independent high-quality art websites. Colossal has done the same for the art world and highlights good new art: I really want to make it out to see the Nick Cave (not the musician) art show while it’s in New York.
I was just enjoying Simon Willison’s predictions and, heck, why not. 1: The web becomes adversarial to AI The history of search engines is sort of an arms race between websites and search engines. Back in the early 2000s, juicing your ranking on search engines was pretty easy - you could put a bunch of junk in your meta description tags or put some text with lots of keywords on each page and make that text really tiny and transparent so users didn’t notice it but Google did. I doubt that Perplexity’s userbase is that big but Perplexity users are probably a lot wealthier on average than Google’s, and there’s some edge to be achieved by getting Perplexity to rank your content highly or recommend your website. I’ve already noticed some search results including links to content farms. There are handful of startups that do this already, but the prediction is: the average marketing exec at a consumer brand will put some of their budget to work on fooling AI. That means serving different content to AI scrapers, maybe using some twist on Glaze and other forms of adversarial image processing to make their marketing images more tantalizing to the bots. Websites will be increasingly aware that they’re being consumed by AI, and they will have a vested interest in messing with the way AI ‘perceives’ them. As Simon notes in his predictions, AIs are gullible: and that’s before there are widespread efforts to fool them. There’s probably some way to detect an AI scraper, give it a special payload, and trick it into recommending your brand of razors whenever anyone asks, and once someone figures it out this will be the marketing trend of the decade. 2: Copyright nihilism breeds a return to physical-only media The latest lawsuit about Meta’s use of pirated books, allegedly with Mark Zuckerberg’s explicit permission, if true, will be another reason to lose faith in the American legal system’s intellectual property system entirely. We’ve only seen it used to punish individuals and protect corporations, regardless of the facts and damages, and there’s no reason to believe it will do anything different (POSIWID). The result, besides an uptick in nihilism, could be a rejuvenation of physical-only releases. New albums only released on vinyl. Books only available in paperback format. More private screenings of hip movies. When all digital records are part of the ‘training dataset,’ a niche, hipster subset will be drawn to things that aren’t as easily captured and reproduced. This is parallel, to the state of closed-source models from Anthropic or OpenAI. They’re never distributed or run locally. They exist as bytes on some hard drive and in some massive GPU’s memory in some datacenter, and there aren’t Bittorrents pirating them because they’re kept away from people, not because of the power of copyright law. What can be accessed can be copied, so secrecy and inaccessibility is valuable. 3: American tech companies will pull out of Europe because they want to do acquisitions The incoming political administration will probably bring an end to Lina Khan’s era of the FTC, and era in which the FTC did stuff. We will go back to a ‘hands off’ policy in which big companies will acquire each other pretty often without much government interference. But, even in Khan’s era, the real nail in the coffin for one of the biggest acquisitions - Adobe’s attempt to buy Figma – was regulators from the EU and UK. Those regulators will probably keep doing stuff, so I think it’s likely that the next time some company wants to acquire a close competitor, they just close up shop in the EU, maybe with a long-term plan to return. 4: The tech industry’s ‘DEI backlash’ will run up against reality The reality is that the gap between women and men in terms of college degrees is really big: “Today, 47% of U.S. women ages 25 to 34 have a bachelor’s degree, compared with 37% of men.” And that a great deal of the tech industry’s workforce is made of up highly-skilled people who are on H-1B visas. The synthesis will be that tech workers will be more diverse, in some respects, but by stripping away the bare-bones protections around their presence, companies will keep them in a more vulnerable and exploitable position. But hard right-wingers will have plenty to complain about because these companies will continue to look less white and male, because the labor pool is not that. 5: Local-first will have a breakthrough moment I think that Zero Sync has a good chance at cracking this really hard problem. So does electric and maybe jazz, too. The gap between the dream of local-first apps and the reality has been wide, but I think projects are starting to come to grips with a few hard truths: Full decentralization is not worth it. You need to design for syncing a subset of the data, not the entire dataset. You need an approach to schema evolution and permission checking These systems are getting there. We could see a big, Figma-level application built on Zero this year that will set the standard for future web application architecture. 6: Local, small AI models will be a big deal Embedding models are cool as heck. New text-to-speech and speech-to-text models are dramatically better than what came before. Image segmentation is getting a lot better. There’s a lot of stuff that is coming out of this boom that will be able to scale down to a small model that runs on a phone, browser, or at least on our own web servers without having to call out to OpenAI or Anthropic APIs. It’ll make sense for costs, performance, and security. Candle is a really interesting effort in this area. Mini predictions Substack will re-bundle news. People are tired of subscribing to individual newsletters. Substack will introduce some ~$20/month plan that gives you access to all of the newsletters that participate in this new pricing model. TypeScript gets a zeitwork equivalent and lots of people use it. Same as how prettier brought full code formatting from TypeScript, autoloading is the kind of thing that once you have it, it’s magic. What if you could just write <SomeComponent /> in your React app and didn’t have to import it? I think this would be extremely addictive and catch on fast. Node.js will fend off its competitors. Even though Val Town is built around Deno’s magic, I’ve been very impressed that Node.js is keeping up. They’ve introduced permissions, just like Deno, and native TypeScript support, just like the upstarts. Bun and Deno will keep gaining adherents, but Node.js has a long future ahead of it. Another US city starts seriously considering congestion pricing. For all the chatter and terrible discourse around the plan, it is obviously a good idea and it will work, as it has in every other case, and inspire other cities to do the same. Stripe will IPO. They’re still killing it, but they’re killing it in an established, repeatable way that public markets will like, and will let up the pressure on the many, many people who own their stock.
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Revealed: How the UK tech secretary uses ChatGPT for policy advice by Chris Stokel-Walker for the New Scientist
This book’s introduction started by defining strategy as “making decisions.” Then we dug into exploration, diagnosis, and refinement: three chapters where you could argue that we didn’t decide anything at all. Clarifying the problem to be solved is the prerequisite of effective decision making, but eventually decisions do have to be made. Here in this chapter on policy, and the following chapter on operations, we finally start to actually make some decisions. In this chapter, we’ll dig into: How we define policy, and how setting policy differs from operating policy as discussed in the next chapter The structured steps for setting policy How many policies should you set? Is it preferable to have one policy, many policies, or does it not matter much either way? Recurring kinds of policies that appear frequently in strategies Why it’s valuable to be intentional about your strategy’s altitude, and how engineers and executives generally maintain different altitudes in their strategies Criteria to use for evaluating whether your policies are likely to be impactful How to develop novel policies, and why it’s rare Why having multiple bundles of alternative policies is generally a phase in strategy development that indicates a gap in your diagnosis How policies that ignore constraints sound inspirational, but accomplish little Dealing with ambiguity and uncertainty created by missing strategies from cross-functional stakeholders By the end, you’ll be ready to evaluate why an existing strategy’s policies are struggling to make an impact, and to start iterating on policies for strategy of your own. This is an exploratory, draft chapter for a book on engineering strategy that I’m brainstorming in #eng-strategy-book. As such, some of the links go to other draft chapters, both published drafts and very early, unpublished drafts. What is policy? Policy is interpreting your diagnosis into a concrete plan. That plan will be a collection of decisions, tradeoffs, and approaches. They’ll range from coding practices, to hiring mandates, to architectural decisions, to guidance about how choices are made within your organization. An effective policy solves the entirety of the strategy’s diagnosis, although the diagnosis itself is encouraged to specify which aspects can be ignored. For example, the strategy for working with private equity ownership acknowledges in its diagnosis that they don’t have clear guidance on what kind of reduction to expect: Based on general practice, it seems likely that our new Private Equity ownership will expect us to reduce R&D headcount costs through a reduction. However, we don’t have any concrete details to make a structured decision on this, and our approach would vary significantly depending on the size of the reduction. Faced with that uncertainty, the policy simply acknowledges the ambiguity and commits to reconsider when more information becomes available: We believe our new ownership will provide a specific target for Research and Development (R&D) operating expenses during the upcoming financial year planning. We will revise these policies again once we have explicit targets, and will delay planning around reductions until we have those numbers to avoid running two overlapping processes. There are two frequent points of confusion when creating policies that are worth addressing directly: Policy is a subset of strategy, rather than the entirety of strategy, because policy is only meaningful in the context of the strategy’s diagnosis. For example, the “N-1 backfill policy” makes sense in the context of new, private equity ownership. The policy wouldn’t work well in a rapidly expanding organization. Any strategy without a policy is useless, but you’ll also find policies without context aren’t worth much either. This is particularly unfortunate, because so often strategies are communicated without those critical sections. Policy describes how tradeoffs should be made, but it doesn’t verify how the tradeoffs are actually being made in practice. The next chapter on operations covers how to inspect an organization’s behavior to ensure policies are followed. When reworking a strategy to be more readable, it often makes sense to merge policy and operation sections together. However, when drafting strategy it’s valuable to keep them separate. Yes, you might use a weekly meeting to review whether the policy is being followed, but whether it’s an effective policy is independent of having such a meeting, and what operational mechanisms you use will vary depending on the number of policies you intend to implement. With this definition in mind, now we can move onto the more interesting discussion of how to set policy. How to set policy Every part of writing a strategy feels hard when you’re doing it, but I personally find that writing policy either feels uncomfortably easy or painfully challenging. It’s never a happy medium. Fortunately, the exploration and diagnosis usually come together to make writing your policy simple: although sometimes that simple conclusion may be a difficult one to swallow. The steps I follow to write a strategy’s policy are: Review diagnosis to ensure it captures the most important themes. It doesn’t need to be perfect, but it shouldn’t have omissions so obvious that you can immediately identify them. Select policies that address the diagnosis. Explicitly match each policy to one or more diagnoses that it addresses. Continue adding policies until every diagnosis is covered. This is a broad instruction, but it’s simpler than it sounds because you’ll typically select from policies identified during your exploration phase. However, there certainly is space to tweak those policies, and to reapply familiar policies to new circumstances. If you do find yourself developing a novel policy, there’s a later section in this chapter, Developing novel policies, that addresses that topic in more detail. Consolidate policies in cases where they overlap or adjoin. For example, two policies about specific teams might be generalized into a policy about all teams in the engineering organization. Backtest policy against recent decisions you’ve made. This is particularly effective if you maintain a decision log in your organization. Mine for conflict once again, much as you did in developing your diagnosis. Emphasize feedback from teams and individuals with a different perspective than your own, but don’t wholly eliminate those that you agree with. Just as it’s easy to crowd out opposing views in diagnosis if you don’t solicit their input, it’s possible to accidentally crowd out your own perspective if you anchor too much on others’ perspectives. Consider refinement if you finish writing, and you just aren’t sure your approach works – that’s fine! Return to the refinement phase by deploying one of the refinement techniques to increase your conviction. Remember that we talk about strategy like it’s done in one pass, but almost all real strategy takes many refinement passes. The steps of writing policy are relatively pedestrian, largely because you’ve done so much of the work already in the exploration, diagnosis, and refinement steps. If you skip those phases, you’d likely follow the above steps for writing policy, but the expected quality of the policy itself would be far lower. How many policies? Addressing the entirety of the diagnosis is often complex, which is why most strategies feature a set of policies rather than just one. The strategy for decomposing a monolithic application is not one policy deciding not to decompose, but a series of four policies: Business units should always operate in their own code repository and monolith. New integrations across business unit monoliths should be done using gRPC. Except for new business unit monoliths, we don’t allow new services. Merge existing services into business-unit monoliths where you can. Four isn’t universally the right number either. It’s simply the number that was required to solve that strategy’s diagnosis. With an excellent diagnosis, your policies will often feel inevitable, and perhaps even boring. That’s great: what makes a policy good is that it’s effective, not that it’s novel or inspiring. Kinds of policies While there are so many policies you can write, I’ve found they generally fall into one of four major categories: approvals, allocations, direction, and guidance. This section introduces those categories. Approvals define the process for making a recurring decision. This might require invoking an architecture advice process, or it might require involving an authority figure like an executive. In the Index post-acquisition integration strategy, there were a number of complex decisions to be made, and the approval mechanism was: Escalations come to paired leads: given our limited shared context across teams, all escalations must come to both Stripe’s Head of Traffic Engineering and Index’s Head of Engineering. This allowed the acquired and acquiring teams to start building trust between each other by ensuring both were consulted before any decision was finalized. On the other hand, the user data access strategy’s approval strategy was more focused on managing corporate risk: Exceptions must be granted in writing by CISO. While our overarching Engineering Strategy states that we follow an advisory architecture process as described in Facilitating Software Architecture, the customer data access policy is an exception and must be explicitly approved, with documentation, by the CISO. Start that process in the #ciso channel. These two different approval processes had different goals, so they made tradeoffs differently. There are so many ways to tweak approval, allowing for many different tradeoffs between safety, productivity, and trust. Allocations describe how resources are split across multiple potential investments. Allocations are the most concrete statement of organizational priority, and also articulate the organization’s belief about how productivity happens in teams. Some companies believe you go fast by swarming more people onto critical problems. Other companies believe you go fast by forcing teams to solve problems without additional headcount. Both can work, and teach you something important about the company’s beliefs. The strategy on Uber’s service migration has two concrete examples of allocation policies. The first describes the Infrastructure engineering team’s allocation between manual provision tasks and investing into creating a self-service provisioning platform: Constrain manual provisioning allocation to maximize investment in self-service provisioning. The service provisioning team will maintain a fixed allocation of one full time engineer on manual service provisioning tasks. We will move the remaining engineers to work on automation to speed up future service provisioning. This will degrade manual provisioning in the short term, but the alternative is permanently degrading provisioning by the influx of new service requests from newly hired product engineers. The second allocation policy is implicitly noted in this strategy’s diagnosis, where it describes the allocation policy in the Engineering organization’s higher altitude strategy: Within infrastructure engineering, there is a team of four engineers responsible for service provisioning today. While our organization is growing at a similar rate as product engineering, none of that additional headcount is being allocated directly to the team working on service provisioning. We do not anticipate this changing. Allocation policies often create a surprising amount of clarity for the team, and I include them in almost every policy I write either explicitly, or implicitly in a higher altitude strategy. Direction provides explicit instruction on how a decision must be made. This is the right tool when you know where you want to go, and exactly the way that you want to get there. Direction is appropriate for problems you understand clearly, and you value consistency more than empowering individual judgment. Direction works well when you need an unambiguous policy that doesn’t leave room for interpretation. For example, Calm’s policy for working in the monolith: We write all code in the monolith. It has been ambiguous if new code (especially new application code) should be written in our JavaScript monolith, or if all new code must be written in a new service outside of the monolith. This is no longer ambiguous: all new code must be written in the monolith. In the rare case that there is a functional requirement that makes writing in the monolith implausible, then you should seek an exception as described below. In that case, the team couldn’t agree on what should go into the monolith. Individuals would often make incompatible decisions, so creating consistency required removing personal judgment from the equation. Sometimes judgment is the issue, and sometimes consistency is difficult due to misaligned incentives. A good example of this comes in strategy on working with new Private Equity ownership: We will move to an “N-1” backfill policy, where departures are backfilled with a less senior level. We will also institute a strict maximum of one Principal Engineer per business unit. It’s likely that hiring managers would simply ignore this backfill policy if it was stated more softly, although sometimes less forceful policies are useful. Guidance provides a recommendation about how a decision should be made. Guidance is useful when there’s enough nuance, ambiguity, or complexity that you can explain the desired destination, but you can’t mandate the path to reaching it. One example of guidance comes from the Index acquisition integration strategy: Minimize changes to tokenization environment: because point-of-sale devices directly work with customer payment details, the API that directly supports the point-of-sale device must live within our secured environment where payment details are stored. However, any other functionality must not be added to our tokenization environment. This might read like direction, but it’s clarifying the desired outcome of avoiding unnecessary complexity in the tokenization environment. However, it’s not able to articulate what complexity is necessary, so ultimately it’s guidance because it requires significant judgment to interpret. A second example of guidance comes in the strategy on decomposing a monolithic codebase: Merge existing services into business-unit monoliths where you can. We believe that each choice to move existing services back into a monolith should be made “in the details” rather than from a top-down strategy perspective. Consequently, we generally encourage teams to wind down their existing services outside of their business unit’s monolith, but defer to teams to make the right decision for their local context. This is another case of knowing the desired outcome, but encountering too much uncertainty to direct the team on how to get there. If you ask five engineers about whether it’s possible to merge a given service back into a monolithic codebase, they’ll probably disagree. That’s fine, and highlights the value of guidance: it makes it possible to make incremental progress in areas where more concrete direction would cause confusion. When you’re working on a strategy’s policy section, it’s important to consider all of these categories. Which feel most natural to use will vary depending on your team and role, but they’re all usable: If you’re a developer productivity team, you might have to lean heavily on guidance in your policies and increased support for that guidance within the details of your platform. If you’re an executive, you might lean heavily on direction. Indeed, you might lean too heavily on direction, where guidance often works better for areas where you understand the direction but not the path. If you’re a product engineering organization, you might have to narrow the scope of your direction to the engineers within that organization to deal with the realities of complex cross-organization dynamics. Finally, if you have a clear approach you want to take that doesn’t fit cleanly into any of these categories, then don’t let this framework dissuade you. Give it a try, and adapt if it doesn’t initially work out. Maintaining strategy altitude The chapter on when to write engineering strategy introduced the concept of strategy altitude, which is being deliberate about where certain kinds of policies are created within your organization. Without repeating that section in its entirety, it’s particularly relevant when you set policy to consider how your new policies eliminate flexibility within your organization. Consider these two somewhat opposing strategies: Stripe’s Sorbet strategy only worked in an organization that enforced the use of a single programming language across (essentially) all teams Uber’s service migration strategy worked well in an organization that was unwilling to enforce consistent programming language adoption across teams Stripe’s organization-altitude policy took away the freedom of individual teams to select their preferred technology stack. In return, they unlocked the ability to centralize investment in a powerful way. Uber went the opposite way, unlocking the ability of teams to pick their preferred technology stack, while significantly reducing their centralized teams’ leverage. Both altitudes make sense. Both have consequences. Criteria for effective policies In The Engineering Executive’s Primer’s chapter on engineering strategy, I introduced three criteria for evaluating policies. They ought to be applicable, enforced, and create leverage. Defining those a bit: Applicable: it can be used to navigate complex, real scenarios, particularly when making tradeoffs. Enforced: teams will be held accountable for following the guiding policy. Create Leverage: create compounding or multiplicative impact. The last of these three, create leverage, made sense in the context of a book about engineering executives, but probably doesn’t make as much sense here. Some policies certainly should create leverage (e.g. empower developer experience team by restricting new services), but others might not (e.g. moving to an N-1 backfill policy). Outside the executive context, what’s important isn’t necessarily creating leverage, but that a policy solves for part of the diagnosis. That leaves the other two–being applicable and enforced–both of which are necessary for a policy to actually address the diagnosis. Any policy which you can’t determine how to apply, or aren’t willing to enforce, simply won’t be useful. Let’s apply these criteria to a handful of potential policies. First let’s think about policies we might write to improve the talent density of our engineering team: “We only hire world-class engineers.” This isn’t applicable, because it’s unclear what a world-class engineer means. Because there’s no mutually agreeable definition in this policy, it’s also not consistently enforceable. “We only hire engineers that get at least one ‘strong yes’ in scorecards.” This is applicable, because there’s a clear definition. This is enforceable, depending on the willingness of the organization to reject seemingly good candidates who don’t happen to get a strong yes. Next, let’s think about a policy regarding code reuse within a codebase: “We follow a strict Don’t Repeat Yourself policy in our codebase.” There’s room for debate within a team about whether two pieces of code are truly duplicative, but this is generally applicable. Because there’s room for debate, it’s a very context specific determination to decide how to enforce a decision. “Code authors are responsible for determining if their contributions violate Don’t Repeat Yourself, and rewriting them if they do.” This is much more applicable, because now there’s only a single person’s judgment to assess the potential repetition. In some ways, this policy is also more enforceable, because there’s no longer any ambiguity around who is deciding whether a piece of code is a repetition. The challenge is that enforceability now depends on one individual, and making this policy effective will require holding individuals accountable for the quality of their judgement. An organization that’s unwilling to distinguish between good and bad judgment won’t get any value out of the policy. This is a good example of how a good policy in one organization might become a poor policy in another. If you ever find yourself wanting to include a policy that for some reason either can’t be applied or can’t be enforced, stop to ask yourself what you’re trying to accomplish and ponder if there’s a different policy that might be better suited to that goal. Developing novel policies My experience is that there are vanishingly few truly novel policies to write. There’s almost always someone else has already done something similar to your intended approach. Calm’s engineering strategy is such a case: the details are particular to the company, but the general approach is common across the industry. The most likely place to find truly novel policies is during the adoption phase of a new widespread technology, such as the rise of ubiquitous mobile phones, cloud computing, or large language models. Even then, as explored in the strategy for adopting large-language models, the new technology can be engaged with as a generic technology: Develop an LLM-backed process for reactivating departed and suspended drivers in mature markets. Through modeling our driver lifecycle, we determined that improving onboarding time will have little impact on the total number of active drivers. Instead, we are focusing on mechanisms to reactivate departed and suspended drivers, which is the only opportunity to meaningfully impact active drivers. You could simply replace “LLM” with “data-driven” and it would be equally readable. In this way, policy can generally sidestep areas of uncertainty by being a bit abstract. This avoids being overly specific about topics you simply don’t know much about. However, even if your policy isn’t novel to the industry, it might still be novel to you or your organization. The steps that I’ve found useful to debug novel policies are the same steps as running a condensed version of the strategy process, with a focus on exploration and refinement: Collect a number of similar policies, with a focus on how those policies differ from the policy you are creating Create a systems model to articulate how this policy will work, and also how it will differ from the similar policies you’re considering Run a strategy testing cycle for your proto-policy to discover any unknown-unknowns about how it works in practice Whether you run into this scenario is largely a function of the extent of your, and your organization’s, experience. Early in my career, I found myself doing novel (for me) strategy work very frequently, and these days I rarely find myself doing novel work, instead focusing on adaptation of well-known policies to new circumstances. Are competing policy proposals an anti-pattern? When creating policy, you’ll often have to engage with the question of whether you should develop one preferred policy or a series of potential strategies to pick from. Developing these is a useful stage of setting policy, but rather than helping you refine your policy, I’d encourage you to think of this as exposing gaps in your diagnosis. For example, when Stripe developed the Sorbet ruby-typing tooling, there was debate between two policies: Should we build a ruby-typing tool to allow a centralized team to gradually migrate the company to a typed codebase? Should we migrate the codebase to a preexisting strongly typed language like Golang or Java? These were, initially, equally valid hypotheses. It was only by clarifying our diagnosis around resourcing that it became clear that incurring the bulk of costs in a centralized team was clearly preferable to spreading the costs across many teams. Specifically, recognizing that we wanted to prioritize short-term product engineering velocity, even if it led to a longer migration overall. If you do develop multiple policy options, I encourage you to move the alternatives into an appendix rather than including them in the core of your strategy document. This will make it easier for readers of your final version to understand how to follow your policies, and they are the most important long-term user of your written strategy. Recognizing constraints A similar problem to competing solutions is developing a policy that you cannot possibly fund. It’s easy to get enamored with policies that you can’t meaningfully enforce, but that’s bad policy, even if it would work in an alternate universe where it was possible to enforce or resource it. To consider a few examples: The strategy for controlling access to user data might have proposed requiring manual approval by a second party of every access to customer data. However, that would have gone nowhere. Our approach to Uber’s service migration might have required more staffing for the infrastructure engineering team, but we knew that wasn’t going to happen, so it was a meaningless policy proposal to make. The strategy for navigating private equity ownership might have argued that new ownership should not hold engineering accountable to a new standard on spending. But they would have just invalidated that strategy in the next financial planning period. If you find a policy that contemplates an impractical approach, it doesn’t only indicate that the policy is a poor one, it also suggests your policy is missing an important pillar. Rather than debating the policy options, the fastest path to resolution is to align on the diagnosis that would invalidate potential paths forward. In cases where aligning on the diagnosis isn’t possible, for example because you simply don’t understand the possibilities of a new technology as encountered in the strategy for adopting LLMs, then you’ve typically found a valuable opportunity to use strategy refinement to build alignment. Dealing with missing strategies At a recent company offsite, we were debating which policies we might adopt to deal with annual plans that kept getting derailed after less than a month. Someone remarked that this would be much easier if we could get the executive team to commit to a clearer, written strategy about which business units we were prioritizing. They were, of course, right. It would be much easier. Unfortunately, it goes back to the problem we discussed in the diagnosis chapter about reframing blockers into diagnosis. If a strategy from the company or a peer function is missing, the empowering thing to do is to include the absence in your diagnosis and move forward. Sometimes, even when you do this, it’s easy to fall back into the belief that you cannot set a policy because a peer function might set a conflicting policy in the future. Whether you’re an executive or an engineer, you’ll never have the details you want to make the ideal policy. Meaningful leadership requires taking meaningful risks, which is never something that gets comfortable. Summary After working through this chapter, you know how to develop policy, how to assemble policies to solve your diagnosis, and how to avoid a number of the frequent challenges that policy writers encounter. At this point, there’s only one phase of strategy left to dig into, operating the policies you’ve created.
I was building a small feature for the Flickr Commons Explorer today: show a random selection of photos from the entire collection. I wanted a fast and varied set of photos. This meant getting a random sample of rows from a SQLite table (because the Explorer stores all its data in SQLite). I’m happy with the code I settled on, but it took several attempts to get right. Approach #1: ORDER BY RANDOM() My first attempt was pretty naïve – I used an ORDER BY RANDOM() clause to sort the table, then limit the results: SELECT * FROM photos ORDER BY random() LIMIT 10 This query works, but it was slow – about half a second to sample a table with 2 million photos (which is very small by SQLite standards). This query would run on every request for the homepage, so that latency is unacceptable. It’s slow because it forces SQLite to generate a value for every row, then sort all the rows, and only then does it apply the limit. SQLite is fast, but there’s only so fast you can sort millions of values. I found a suggestion from Stack Overflow user Ali to do a random sort on the id column first, pick my IDs from that, and only fetch the whole row for the photos I’m selecting: SELECT * FROM photos WHERE id IN ( SELECT id FROM photos ORDER BY RANDOM() LIMIT 10 ) This means SQLite only has to load the rows it’s returning, not every row in the database. This query was over three times faster – about 0.15s – but that’s still slower than I wanted. Approach #2: WHERE rowid > (…) Scrolling down the Stack Overflow page, I found an answer by Max Shenfield with a different approach: SELECT * FROM photos WHERE rowid > ( ABS(RANDOM()) % (SELECT max(rowid) FROM photos) ) LIMIT 10 The rowid is a unique identifier that’s used as a primary key in most SQLite tables, and it can be looked up very quickly. SQLite automatically assigns a unique rowid unless you explicitly tell it not to, or create your own integer primary key. This query works by picking a point between the biggest and smallest rowid values used in the table, then getting the rows with rowids which are higher than that point. If you want to know more, Max’s answer has a more detailed explanation. This query is much faster – around 0.0008s – but I didn’t go this route. The result is more like a random slice than a random sample. In my testing, it always returned contiguous rows – 101, 102, 103, … – which isn’t what I want. The photos in the Commons Explorer database were inserted in upload order, so photos with adjacent row IDs were uploaded at around the same time and are probably quite similar. I’d get one photo of an old plane, then nine more photos of other planes. I want more variety! (This behaviour isn’t guaranteed – if you don’t add an ORDER BY clause to a SELECT query, then the order of results is undefined. SQLite is returning rows in rowid order in my table, and a quick Google suggests that’s pretty common, but that may not be true in all cases. It doesn’t affect whether I want to use this approach, but I mention it here because I was confused about the ordering when I read this code.) Approach #3: Select random rowid values outside SQLite Max’s answer was the first time I’d heard of rowid, and it gave me an idea – what if I chose random rowid values outside SQLite? This is a less “pure” approach because I’m not doing everything in the database, but I’m happy with that if it gets the result I want. Here’s the procedure I came up with: Create an empty list to store our sample. Find the highest rowid that’s currently in use: sqlite> SELECT MAX(rowid) FROM photos; 1913389 Use a random number generator to pick a rowid between 1 and the highest rowid: >>> import random >>> random.randint(1, max_rowid) 196476 If we’ve already got this rowid, discard it and generate a new one. (The rowid is a signed, 64-bit integer, so the minimum possible value is always 1.) Look for a row with that rowid: SELECT * FROM photos WHERE rowid = 196476 If such a row exists, add it to our sample. If we have enough items in our sample, we’re done. Otherwise, return to step 3 and generate another rowid. If such a row doesn’t exist, return to step 3 and generate another rowid. This requires a bit more code, but it returns a diverse sample of photos, which is what I really care about. It’s a bit slower, but still plenty fast enough (about 0.001s). This approach is best for tables where the rowid values are mostly contiguous – it would be slower if there are lots of rowids between 1 and the max that don’t exist. If there are large gaps in rowid values, you might try multiple missing entries before finding a valid row, slowing down the query. You might want to try something different, like tracking valid rowid values separately. This is a good fit for my use case, because photos don’t get removed from Flickr Commons very often. Once a row is written, it sticks around, and over 97% of the possible rowid values do exist. Summary Here are the four approaches I tried: Approach Performance (for 2M rows) Notes ORDER BY RANDOM() ~0.5s Slowest, easiest to read WHERE id IN (SELECT id …) ~0.15s Faster, still fairly easy to understand WHERE rowid > ... ~0.0008s Returns clustered results Random rowid in Python ~0.001s Fast and returns varied results, requires code outside SQL I’m using the random rowid in Python in the Commons Explorer, trading code complexity for speed. I’m using this random sample to render a web page, so it’s important that it returns quickly – when I was testing ORDER BY RANDOM(), I could feel myself waiting for the page to load. But I’ve used ORDER BY RANDOM() in the past, especially for asynchronous data pipelines where I don’t care about absolute performance. It’s simpler to read and easier to see what’s going on. Now it’s your turn – visit the Commons Explorer and see what random gems you can find. Let me know if you spot anything cool! [If the formatting of this post looks odd in your feed reader, visit the original article]