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Vibes Check

The Steady Beat, Issue #96: tokenmaxxing's trap, AI exposing org cracks, writing goal updates with Claude, what artists teach us about leadership, and the malaise of unmeasurable change.

May 1st, 2026

by Henry Poydar

in Newsletter

An astronaut counting tokens

You’re reading The Steady Beat, a weekly pulse of must-reads for anyone orchestrating teams, people, and agents across the modern digital workplace – whether you’re managing sprints, driving roadmaps, leading departments, or just making sure the right work gets done. Curated by the team at Steady.

The Cracks Were Always There

AI isn’t breaking your organization, it’s just turning the lights on. Most AI rollouts get it backward: the technology doesn’t create new dysfunction, it exposes the dysfunction you’ve been avoiding for years. That undocumented decision from Q3? That tribal knowledge sitting in three people’s heads? The “everyone knows what we’re working on” assumption that’s never been true? AI agents need exactly what your humans have been quietly going without: explicit context, shared language, and documented reasoning. The friction we’re so eager to automate away is often the very thing that was holding alignment together in the first place. It’s a familiar story. Agile and DevOps both promised big change and often got reduced to a product purchase, because the underlying organizational work was skipped. Same trap, new vendor. Jonod’s concept of “cognitive debt,” the silent accumulation of lost context and undocumented decisions, cannot be solved with a better prompt or a smarter model. Companies with real documentation and communication practices will watch AI compound their advantages. Everyone else gets to discover, in real time and at scale, exactly which conversations they should have had two years ago.

Betty Junod, 7m, #ai, #coordination, #leadership

The Tokenmaxxing Trap

When 89% of leaders say AI is accelerating work but only 6% can document actual ROI, that’s not a productivity story, that’s theater. Brian Elliott’s skewers the latest corporate AI delusion: measuring success by token consumption instead of business outcomes. It’s Goodhart’s Law in real time – track AI usage and reward lines of code, and you’ll get exactly that. Token counts go up, executives feel productive, vendors cheer, and meanwhile no one can tell you what actually got better. Elliott’s reminder that the loudest voices pushing aggressive AI adoption “own the pencil factory” should make every CIO pause before chasing Jensen Huang’s $250K-per-employee benchmark. And the deeper insight: resistance to AI isn’t really fear of losing jobs, it’s mourning the expertise people spent decades building. Workers are 2X more worried about getting reskilling support than about layoffs, yet most organizations are too busy counting tokens to notice. The way out isn’t another usage leaderboard, it’s reconnecting AI initiatives to specific outcomes, treating expertise loss as a real human cost, and remembering that a faster train without a destination is just an expensive way to get nowhere.

Brian Elliott, 6m, #ai, #leadership, #transformation

Updates Without the Slog

The dirty secret of goal updates: most people either spend an hour archaeology-ing through Slack threads and tickets to assemble one, or they ask AI to summarize their tracker and ship the resulting beige paste. Both paths produce something nobody actually wants to read. Our blog walks through a third option that sidesteps the false binary. Pair Claude with Steady’s MCP server, and let the assistant handle the part it’s actually good at (gathering the previous update, current metrics, and linked activity into one coherent picture) while you handle the part only you can do (the judgment call about what changed, what you’re worried about, and what you’re confident in). After all, goal updates aren’t status reports. Your project tracker already lists what shipped. The job of an update is to communicate perspective: the confidence shifts, the reframings, the “we thought X but actually Y” moments that move stakeholders from informed to aligned. Letting AI assemble raw context and humans provide the narrative isn’t a compromise, it’s the right division of labor. The whole cycle happens in one conversation, no context-switching, and the published update notifies subscribers automatically.

Steady, 5m, #ai, #coordination, #productivity

Brushstrokes and Boardrooms

Forget another listicle of CEO habits, the unlikeliest leadership manual might be hanging in your local museum. This piece pairs Monet with Jobs, Michelangelo with Bezos, and finds something most management books miss: the work of seeing clearly. Great painters don’t just have vision, they hold it stubbornly while obsessing over the millimeter of a single brushstroke. That’s the move most leaders fumble. They’re either grand strategists who can’t tell you why the sprint board’s on fire, or detail-obsessed operators who haven’t articulated where the team is going in eighteen months. Painters refuse the false choice. Michelangelo spent four years on his back painting the Sistine Chapel ceiling, a patience play that today gets reframed as Bezos’s decade-plus bets. Pollock’s risk-taking, van Gogh’s adaptability through illness, Picasso’s reinventions across periods all map to leadership choices most managers avoid because the quarterly drumbeat punishes anything longer than a planning cycle. Leaders who can hold the canvas-level vision and the brushstroke at the same time aren’t multitasking, They’re doing the actual work, the kind that takes years and rewards patience over performance.

The Good Boss, 6m, #leadership, #strategy, #management

March 2020 Energy

Mat Honan nails the queasy feeling everyone in knowledge work has been unable to name: we’re living through an AI moment that feels eerily like early COVID. Something major is clearly happening, it’s everywhere already, and absolutely no one can tell you what it’ll actually do to your job, your team, or your industry. That’s not pessimism, that’s just an honest read on the data we don’t have. There’s no national dashboard tracking AI’s effect on employment, no instrument panel for the macro shifts hitting design, code, journalism, and law simultaneously. The uncertainty itself is becoming the story. Here’s the paradox: admitting you used AI to draft something still carries a faint whiff of shame, even though everyone is doing it, and refusing to use AI increasingly means “avoiding taking part in society.” The piece’s real insight for managers: malaise is a measurement problem. People don’t fear change, they fear unknowable change with no signal to read. The teams that will get through this moment well aren’t the ones with the boldest AI strategy, they’re the ones building visibility and naming the tradeoffs out loud.

MIT Technology Review, 7m, #ai, #leadership, #transformation

Echo of the Week

Echoes are AI agents in Steady that automatically gather and deliver work context to teams on a schedule—answering recurring questions about progress, capacity, and coordination so you stop burning hours assembling the same information manually.

Big-Picture Intentions — Once a month, this Echo lands a single concise summary of every new goal added across your organization, one brief paragraph each. It’s the antidote to strategic blind spots: while teams quietly set new goals all the time, leaders rarely catch the patterns. The duplicated initiatives, the quiet drift in priorities, the cross-team synergies hiding in plain sight. Instead of digging through your goal tool or hoping the next planning meeting surfaces what’s actually moving, you get a monthly read on where your organization is really putting its energy, early enough to spot conflicts and course-correct before initiatives get too far down the wrong track.

Run this Echo in Steady


The lightweight teamwork OS

Teams rely on two coordination loops to function: a big-picture loop connecting plans to progress, and a ground-level loop keeping teammates in sync.

Problem is, status quo approaches to running those loops are an incomplete, inconsistent, and inefficient tangle of meetings, emails, chat threads, dashboards, and manual toil.

Steady is the teamwork OS that runs both loops for you. Purpose-built agents continuously distill updates and activity into personalized intelligence that keeps everyone aligned and informed automatically.

The outcome: high-performing teams that deliver better work, 3X faster.

Learn more at runsteady.com.

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A weekly pulse of must-reads for anyone orchestrating teams, people, and agents across the modern digital workplace -- whether you're managing sprints, driving roadmaps, leading departments, or just making sure the right work gets done. Curated by the team at Steady.