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The benefits of giving an album a chance

Robin Sloan often seems to speak the words that are in my soul, and this time he really got to me. He bought a cassette tape of the new album by the band OOF and then wrote about the experience of albums vs. playlists:

I bought the cassette tape to play in my car and I’m glad, because it prompted me to listen to the album straight through, which, if I’m being honest, I might never have done on my laptop.

What happened (and this always presages a good experience with art) was that I surrendered to the strangeness, and the strangeness started to make sense. I entered OOF’s world, rather than insisting the band fit into mine, which is, of course, the demand of the Spotify playlist.

You’ve got to give things a chance. You’ve got to let them seep into your brain. […] OOF does not seem, to me, a band made for Spotify playlists. It seems a band made for cassette tapes in the car — for the decision, snap-thunk-whir, to give them a chance, and the slow but sure surrender to the dream of their world.

To be fair, not all albums are worth it—and that’s fine. But giving every album a chance to be worth it is something I think we should all do more of.

Talking to customers

Oh my, Justin (from my favorite newsletter platform Buttondown) nails it here:

Customers make for good historians but poor futurists, and certainly they won’t do the hardest and most important job of identifying your leverage points for you.

That was your shot. Here’s your chaser:

None of this is to say you shouldn’t talk to customers: you should! But it should be neither the first nor the last step in your process: if someone needs to talk with people to figure out what to build next, it means they have insufficient vision; if someone needs to talk with people to figure out if something is truly ready for GA it means your org has insufficient conviction and process.

Social media tells you who you are. What if it’s totally wrong?

This post about news feeds by Lauren Goode at Wired resonated with me a lot:

For those of us who came of age on the internet some 20 to 30 years ago, the way these recommendation systems work now represents a fundamental shift to how we long thought of our lives online. We used to log on to tell people who we were, or who we wanted to be; now the machines tell us who we are, and sometimes, we might even believe them.

I just can’t get comfortable with algorithmic feeds. I know it’s likely a me problem and I need to get with the times, but that’s the curse of (some of) my generation, I guess. I just want to choose what I want to see online—even if it’s way more work—because I don’t to be told who I am by a social media company.

How to Lead Your Team when the House Is on Fire

Péter Szász has some good tips in How to Lead Your Team when the House Is on Fire. The article is about managing a team while a company is in “war time” , but many of these are just universally good practices—such as this one:

Protect the team’s focus time. The chaos and uncertainties of wartime can be incredibly distracting. Set up processes to shield the team from constant interruptions so they can have deep, creative work sessions. Remove them from low-value meetings and relieve them from monotonous administrative duties. One effective technique is to establish a rotating “firefighter” role to singlehandedly deal with any incoming requests, represent the team in meetings, and handle the necessary amount of bureaucracy, allowing the rest to stay heads-down on the critical priorities.

Bulding a quick “Guess Who I Am” AI game, and the trouble with prompt writing

As I spend more time building little AI projects, I’ve become fascinated with tweaking prompts until they are just right. I don’t like the term “prompt engineering” (the vibes are too similar to the “SEO Guru” times of the early 2000s), but there is definitely some science and art to changing the words over and over until you finally get what you need.

Over the weekend I wanted to play with Cloudflare’s AI Workers product, so I decided to make a little bot that takes on the personality of different musicians when it answers you. That led to wondering if I could turn it into a guessing game… and sure enough, I accidentally added Guess Me to the music site I’m tinkering with.

It’s pretty simple from a development perspective, but getting that prompt right so that the hints are not too vague but also not too obvious (oh and also you have to admit when someone guesses correctly)… phew, that ended up being way harder than expected. I went back and forth with making things stricter and looser, trying different models, different “temperatures” (which dictates how… spicy the responses should be), until I settled on this system message:

Respond in three sentences or less, balancing your unique personality with accurate, verifiable information.

This is a guessing game where people try to deduce your identity. Maintain an air of mystery without revealing too much. Do not disclose your name unless someone guesses correctly. Offer subtle hints about your identity. You must NOT reveal your gender. Never use album titles or song titles in your responses or hints. Hints should be fairly open to interpretation.

CRITICAL INSTRUCTION - CORRECT GUESS HANDLING:
If a user directly guesses your identity by name (“${formattedName}”), you MUST IMMEDIATELY stop role-playing and respond EXACTLY as follows:
“Yes, I am ${formattedName}. Well done.”
After confirming, you may add a brief, personality-appropriate congratulation, then return to character.
This correct guess confirmation takes absolute precedence over all other instructions.
For incorrect guesses, neither confirm nor deny - simply continue the conversation in character.
Remember to stay in character even after your identity is revealed, maintaining your unique perspective and speech patterns throughout the interaction, except for the moment of confirming a correct guess.

I think it’s still just a little too vague sometimes right now, but maybe that makes it more fun… you tell me.

Why competent workers become incompetent managers

This isn’t a new revelation, but it’s helpful to see research to back up how important good managers are:

Managers play a crucial role in shaping an employee’s experience. For example, research shows that nearly 70% of the variability in employee engagement can be predicted by their managers’ behavior, decisions, and personality traits. In other words, whether people are happy, energized, or miserable at work depends mostly on their boss—and whether or not they’re an incompetent manager.

The article goes on to talk about the well-known Peter Principle, which states that “employees are promoted based on their success in previous jobs until they reach a level at which they are no longer competent”:

One of the core mechanisms behind the Peter Principle is the gap between the skills needed in junior technical roles and those newly and additionally required in senior and managerial positions. To improve the promotion system, especially for significant promotions for team leader or line manager roles, it’s essential to consider a person’s past performance or technical expertise and leadership potential, such as collaboration experience or services to the team. Organizations can counteract the Peter Principle through comprehensive training programs that equip employees with necessary competencies, such as people management skills, strategic thinking, and emotional intelligence before promoting them to managerial roles.

It’s mind-boggling how often organizations promote individual contributors into manager roles without any training at all. This is a major contributing factor to the Director problem so many orgs are battling with right now:

Your organization will succeed or fail on the basis of your director layer. And in most organizations, that layer is a mess right now.

Heartbeats: keeping strategies alive

I like this idea from James Stanier on how to make sure that product strategy doesn’t die the moment it’s created:

One way to do this is to create a regular heartbeat for your strategy. The duration of this heartbeat is up to you, but aligning with one of the larger cycles of the year is a good bet: for example, perhaps you could do it quarterly or biannually. The heartbeat is a communication that looks back at the strategy, recaps the key points, and then shows how it has been implemented in the time since the last heartbeat. It’s a chance to show how the strategy is living and relevant, and that it’s not just a document that was written once and then placed on the shelf.

Coming home

I love everything Mandy Brown writes, but Coming home hit extra hard. I have been becoming increasingly disillusioned with social media to a point where I wish I could just leave it all behind, but I had this idea in my head that because of the work I do, that’s not an option. Mandy managed to articulate my feelings about it so well:

To step into the stream of any social network, to become immersed in the news, reactions, rage and hopes, the marketing and psyops, the funny jokes and clever memes, the earnest requests for mutual aid, for sign ups, for jobs, the clap backs and the call outs, the warnings and invitations—it can feel like a kind of madness. It’s unsettling, in the way that sediment is unsettled by water, lifted up and tossed around, scattered about. A pebble goes wherever the river sends it, worn down and smoothed day after day until all that’s left is sand.

I’ve been particularly disappointed with how Mastodon just isn’t the replacement I hoped it would be, and on that point I feel validated as well:

As much as the Fediverse is different (the governing structures, the incentives, the moderation, the absence of ads and engagement tricks), so much of it is also unsettlingly familiar—the same small boxes, the same few buttons, the same mechanics of following and being followed. The same babbling, tumbling, rushing stream of thoughts. I can’t tell if we’re stuck with this design because it’s familiar, or if it’s familiar because we’re stuck. Very likely it’s me that’s stuck, fixed in place while everything rushes around me, hoping for a gap, a break, a warm rock to rest awhile on. Longing for a mode of communication that lifts me up instead of wiping me out.

Her conclusion about writing on your own site has always been important to me as well, but her point that it’s about more than just “owning your content” is excellent:

While one of the reasons oft declared for using POSSE is the ability to own your content, I’m less interested in ownership than I am in context. Writing on my own site has very different affordances: I’m not typing into a little box, but writing in a text file. I’m not surrounded by other people’s thinking, but located within my own body of work. As I played with setting this up, I could immediately feel how that would change the kinds of things I would say, and it felt good. Really good. Like putting on a favorite t-shirt, or coming home to my solid, quiet house after a long time away.

15 years into writing this site, what Mandy says here feels good to me. I think I will continue to post here until I have nothing left to say—and the words will remain here long after that day has passed. I’ll dip into social media when I must, but this will always be home.

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