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What the Challenger Disaster Proved

Emma Sarappo has a fascinating review of a new book about the Challenger space disaster (gift article). It is the first global disaster I was old enough to witness and experience in real time, and I’ve never been able to get those images out of my head. This review (and book) shines a horrifying light on the many human failures (mainly due to hubris) that resulted in this tragedy:

These issues—faulty O-rings, foam strikes—were understandable. Theoretically, with study and ingenuity, they were fixable. The problem was not really a lack of technical knowledge. Instead, human fallibility from top to bottom was at issue: a toxic combination of financial stress, managerial pressure, a growing tolerance for risk, and an unwillingness to cause disruption and slow down scheduled launches.

(Side note, tell me that last sentence doesn’t remind you of software development sometimes…)

Also, the astronauts knew what was happening:

The astronaut assisting them into place and finishing final preflight checks “looked down into her face and saw that her Girl Scout pluck had deserted her,” he writes. “In her eyes he saw neither excitement nor anticipation, but recognized only one emotion: terror.” She would fly for 73 seconds before the shuttle broke apart in a fireball and a cloud of smoke. After that gut-wrenching instant, and more seconds of stunned silence, a NASA public-affairs officer would speak the understatement that would become famous: “Obviously a major malfunction.”

Link roundup: leadership anti-patterns, communication when trust is low, clarity for product managers

I’ve been pretty bad at sharing what I’m reading over the past couple of weeks, so I wanted to do a quick roundup post of some articles I have found helpful recently. I keep wanting to write longer posts about each, but it’s just not happening due to time constraints, and I need to clear out that queue, so here goes!

Unexpected Anti-Patterns for Engineering Leaders

Insightful post by Will Larson with some great advice for all leaders, including a reminder that it’s not a good idea to extract yourself from the details completely:

New engineering managers are often advised to “step away from the code.” But an extremely high-functioning exec understands the domain they are operating in at some level of detail. As you get too far out of the details, you just become a bureaucrat. Too many well-meaning engineering managers end up as bureaucrats.

The Busy Trap: How to Distinguish Being Busy from Being Productive

This one deserves a thorough read, because it talks about maximizing throughput in systems—and it’s not about making sure everyone on the team is at 100% capacity:

The real bottleneck isn’t in doing the work but in the waiting—queues that turn days of development into weeks of delay. This insight shifts the focus from individual busyness to process efficiency and the smooth flow of work from start to finish. Our findings debunk the myths that more planning, parallel tasks, and pull requests guarantee better outcomes. Instead, they emphasize the need for streamlined processes and effective collaboration to enhance true productivity. Let’s prioritize making each moment count towards faster, more efficient delivery, moving beyond mere activity to meaningful progress.

How to Communicate When Trust Is Low (Without Digging Yourself Into A Deeper Hole)

Lots of things in this post that I found very relevant and helpful. I especially have a… well, “growth edge”… in this area:

To the best of your ability, try to resist reading layers of meaning into textual communication; keep it simple, overcommunicate intent, and ask for clarity. And if someone is asking you for clarity, help them do a better job for you.

And related…

You vs. the forgetting curve

My friend and former colleague Fio with another excellent newsletter edition about why we should be ok with having to repeat ourselves a lot:

And it’s not that other people forget because they are selfish or don’t care—it’s because we plonked a bit of information at the top of their forgetting curve […] Because the forgetting curve exists, being an effective communicator might well require us to share the same information multiple times, at the right intervals, across different channels, without ever assuming that our teams and stakeholders will magically remember everything after the first iteration.

Principles of Engineering Culture at Wealthfront

I love (most of) these principles, but especially this one:

We believe our organization is most healthy when engineers, not management, propose and drive platform improvements. New products and problems are often brought to engineering teams to solve, but then technical leadership of these teams interweave these priorities with necessary infrastructure as part of their platforms’ continued advancement in engineering quality. While it is the team’s job to propose and defend these improvements, it is then management’s job to internally align and clear the path for the improvements to happen. The alternative would be for management to command infrastructure projects that teams then find time to execute. Such management decrees are avoided as they lead to poor trade-offs and unhappy teams.

Clarity for Product Managers: Part 1, Directional Clarity

Great series by Arne Kittler. This quote stood out to me because I’ve been surprised at how many people I’m currently interviewing for roles on my team cannot succinctly describe what value PMs bring to an organization:

Imagine you meet your CFO in the elevator: How well can you briefly and convincingly tell them what you are doing and why, and what the company will gain from it?

The Moral Economy of the Shire

On the non-work side of things, I adore real-world critiques of fictional worlds, like this one:

The implication in both books and movies is that most Hobbits spent their time either farming or enjoying leisure time, but this makes little sense, when one considers what we know about premodern agriculture and what little of life and culture in the Shire.

We have to realize that Bilbo and Frodo were independently wealthy…

Bilbo and Frodo are both gentlemen of leisure because the Baggins family is independently wealthy, and that wealth almost has to come from land ownership, because there isn’t enough industry or trade to sustain it. They can afford to go on adventures and study Elven poetry because they draw their income from tenant farmers renting their land.

Don’t cancel your 1:1s

I’ve linked to and written about the importance of 1:1 meetings before, and here’s another reminder:

The long game of building a thriving team is in showing up for your people week after week, and intentionally holding that space. You will not always see the value in each 1:1 right away. Your people might need help, too, to understand how to use them effectively. But over the long run, the benefits of an engaged and thriving team are immense.

I’ve been guilty of this before, but I’m making a new commitment to myself and my teams. Even if you “don’t really have anything this week”, keep the meeting. It’s in the consistency of showing up that trust and relationships build.

Balancing your inputs

As someone who is currently reading Slow Productivity and also watching Shōgun, I concur with this point from Austin Kleon:

During a recent phone call, my friend Matt Thomas told me he likes to take a high/low approach to balancing his input, which started when he was in grad school reading dense theoretical texts by day and chasing them with movies like Fast Five at night. I’ve currently got a good combo going: I’m reading Middlemarch and binge-watching Bridgerton. (As the poet Donald Hall wrote in Essays After Eighty, everybody who works with their brains all day needs to lighten up a bit at night: "Before Yeats went to sleep every night he read an American Western. When Eliot was done with poetry and editing, he read a mystery book.”)

Employers re-examine wellbeing strategies

You don’t say…

Before providing employees with solutions to manage their stress, Fleming recommends that employers do more to tackle the ways in which their business might be causing the stress. A Deloitte survey of US workers, in 2022, found three systemic factors had an “outsized impact” on wellbeing: leadership behaviour; job design; and organisational working practices. It prompted the researchers to conclude that “perks and programmes”, alone, achieve little.

No Wrong Channels

I really like this No Wrong Doors approach, and I think we can learn a lot from it in modern knowledge organizations:

Some governmental agencies have started to adopt No Wrong Door policies, which aim to provide help–often health or mental health services–to individuals even if they show up to the wrong agency to request help. The core insight is that the employees at those agencies are far better equipped to navigate their own bureaucracies than an individual who knows nothing about the bureaucracy’s internal function. […]

Something I’ve been thinking about recently is how engineering organizations can adopt a variant of the No Wrong Doors policy to directly connect folks with problems with the right team and information. Then the first contact point becomes a support system for navigating the bureaucracy successfully.

The Slackification of the workplace has, among other things, resulted in too many different places someone might be able to go for help. It’s frustrating to be sent from team to team, with no one really taking the time to understand and assist with the problem. What if we took a “No Wrong Channel” approach instead? I know it takes a bit of extra time, but I think it’s a worthy goal to become “a support system for navigating the bureaucracy successfully” when someone wanders into our team channel with a question that is not necessarily in our direct sphere of influence.

A few tips for job seekers

I am in the process of hiring for a couple of roles at Cloudflare, so I’ve been talking to a lot of candidates over the past few weeks. I noticed a few trends along the way, so I thought I’d share a quick list of tips for anyone who is currently in the job market. This is obviously just one hiring manager’s opinion, but hopefully there’s something helpful for folks here!

  • Fill out your LinkedIn profile. So many people have empty LinkedIn profiles that just show their roles with no other details. Even if there is detail in your resumé, the LinkedIn profile is often the first thing I look at. It’s an opportunity to get to know you a little bit more than the formality of a resumé usually requires. Make sure the details about your responsibilities—and some outcomes and achievements—are listed within each position.
  • Write a summary paragraph at the top of your resume. Possibly the most impactful resumé post I’ve read in recent years is Austin Belcak’s How To Write A Resume Summary That Works In 2024 . He explains in detail the importance of these 3–4 bullet points (he calls it a “highlight reel”) at the top of your resume—before you even get to the details of your previous roles.
  • Send a note to the hiring manager if you know who it is. This works, if you do it right (see the next tip…). I have over 2,000 applications across roles right now, so there is no way to look at every single resumé. If people reach out with a message about their interest it’s a good signal that it’s someone who is excited about the role, which is one of the big things I’m looking for.
  • Do not, under any circumstances, use ChatGPT to write your outreach or cover letter for you. This should go without saying by now, but so many letters and notes are clearly written by ChatGPT. If you read as many of these as some of us do it’s really easy to spot. It’s about the cadence and the words—so much “utilizing” and “enhancing”!—and the particular style of grammar. We want to get to know you. Use your own words.
  • Learn about the company and the hiring manager before your first chat. I want to work with people who are excited about the job. I want to know if this is one of a thousand applications, or something they are truly interested in. I know it’s not possible to spend hours on research for every single call. But a little bit goes a long way.
  • Answer questions succinctly, and then stop. I know interviewing is stressful, and sometimes it’s hard to come up with answers on the spot. But the strongest candidates are able to distill their thoughts into a few short sentences, clarify some things if they need to, and then let the answer rest. Don’t keep saying words just to fill the space. Rather ask a question back, or wait for the interviewer to finish their notes and ask the next question.

I also feel like it’s important to point out that I truly believe the hiring manager / candidate relationship should not be an adversarial one. Hiring managers want someone who will be great for the role just as much as candidates want a role they love. No one wants a mismatch that’s not going to work out. So we have to help each other out. As hiring manager I have to be transparent about the role, the team, and the process. And candidates can help by providing enough relevant information to help us figure out who would be good to explore that fit with.

Do we need to be honest about Fridays?

I’ve been very interested in the rise of the 4-day workweek (4DWW) ever since we adopted it in a previous company and saw the benefits and value it brought to our business. In Do we need to be honest about Fridays? Bruce Daisley makes an interesting observation about how the 4DWW might eventually sneak up on most businesses:

I’ve met several organizations who use Friday as a meeting-free day (to allow team members to chow down on emails and admin). Others tell me that their Fridays are a much slower pace, where meetings peter out mid-morning. […] So, let’s be real, is this how the reality of a four day week will take hold for most of us? That Friday will be kind of a catch-up day for those who need it but that many of us will work at half speed, casually ‘keeping an eye on things’.

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