$20 Tabs
Your company built an AI platform. Your best people are somewhere else.
A program manager at a global bank reaches for her mouse and minimizes a window. On one tab is the company’s AI platform. Twelve million dollars to build. On the other is her own setup: ChatGPT, Claude Code, NotebookLM. Twenty dollars a month. She does her work in those tabs. So does most of her team.
They sat through another AI day and completed a 30-day sprint. When it ended, nothing replaced it. So they moved ahead without guidance or permission.
I see it in every company I walk into. The people moving fastest with AI have no mandate. The people with the mandate aren’t moving fast enough.
Executives have something to prove in 2026. That AI investments were sound. That returns are coming. An estimated $300 billion was spent on enterprise AI last year. Only 12% of CEOs reported meaningful returns. A directive is quietly working through Fortune 500 boardrooms: be more efficient, cut operating budgets. Go figure out how to do it with AI.
AI systems are table stakes. No company I’ve seen has built a working system to prepare people to use AI.
AI makes the divide between approved systems and workarounds visible faster than any ERP or CRM rollout ever did. It touches every role, every task. And yet, leaders respond with the same mandates and change-management playbooks they’ve used for decades.
Previous technologies changed how people organized their work. AI is the first to do the work. That’s why people naturally resist it.
Energy surges around an AI launch. Training days, prototype sprints follow. For a while, the momentum is real. Then the sprints end, and nothing sustains them. Nobody designed change to last.
Those moving with AI drift back to the twenty-dollar tab. The official AI system, built for everyone, serves no one. Adoption becomes compliance. But compliance doesn’t lead to progress.
So the organization does what organizations do with problems. A strong performer gets tapped to “fix AI” on top of the day job. The people already in the twenty-dollar tabs don’t wait.
A “business famous” leader gets recruited to modernize a brand. Within months, the energy she brings to the business stands out.
Her boss hands her the AI mandate. She’s not an AI strategist. She doesn’t have working instincts or the bandwidth to become one. What she has is a title, hundreds of people waiting for direction, and no system to rely on.
The problem she sees won’t let her sit still. Her reputation is what she does, not what she protects. She doesn’t see AI as a threat to her position. She sees it changing her career trajectory. That’s why she moves.
Not everyone sees it that way. Two leaders, same company, different functions. In a strategy review, one heard “AI will automate 30% of your function” and went quiet. The other started exploring before the presentation ended.
The first spent fifteen years becoming the person who knew the answer. The second became the person who found it.
Most people reading this spent decades becoming the person with the answer. AI makes answers available to everyone. The scarcity remains judgment: strategic, creative, imaginative. People who use AI to think more clearly and act more decisively have pulled ahead. They aren’t waiting for the organization to catch up.
Their livelihood depends on moving.
Whether you’re tapped from inside or recruited from outside, the question is the same: how do you find the movers?
The common path: write a plan, launch programs, move on. Let a thousand flowers bloom. Most are weeds. There’s corporate-speak for what follows: launch and leave. The plan gets filed. Leadership moves to the next thing.
The uncommon path follows the work and the people driving it. Intentionally. Find those already performing and build around them.
Most take the first path.
The uncommon path needs a system. A Human OS for AI. A set of practices where teams build out AI through the work itself.
We built one in my previous role without knowing it at the time. Then I left to build a lab dedicated to it.
Both cases led to the same discovery: you can’t roadmap something moving as fast as AI. That turns out to be the unlock.
We didn’t plan what teams would build. We created the conditions for them to build what the work demanded.
They heard the rationale on day one. Then they went to work in a sandbox with clear guidelines and models for text, image, and summarization.
They explored small hacks for work they’d been doing for years. Then they took leaps. Months later: dozens of proven, task-informed agents working with teams in a third space between the office and Zoom calls. We didn’t plan that arc. The team’s work produced it.
People on the front line were the ones who moved. They worked together in private Slack groups, bypassing reporting lines, silos, or geography. It gave them something no roadmap can: confidence.
We study how people feel about AI entering the workplace. One dividing line holds: fear on one side, optimism on the other. The cause is consistent. People with experience build confidence. People without it run scared.
One colleague told me something I haven’t forgotten. She was a junior program manager, not typically first in line for talent investment.
She said: “You didn’t announce anything. You didn’t tell us to use Copilot because AI is the future. You invested in us.”
We didn’t reduce or automate. We grew together. That happens through work. The below-the-radar kind, where half of what you build breaks and the other half surprises you.
Without anyone naming it, an operating system emerged.
The argument against investment in people-centric systems is easy to make.
AI gets better by the day. Perhaps models get so powerful that human readiness becomes irrelevant. Maybe the people problem solves itself. Nothing in the field supports it. AI gets easier to use. The judgment required to use it well doesn’t.
People stop questioning AI output within weeks. When AI drifts, and it will, who sees the cliff? Who knows how the company works and catches what AI misses? Your teams are your organizational immune system. Gut them, and they don’t grow back.
The decision point for team investment isn’t next year. Maybe you already passed it, or maybe it’s next week. Most won’t recognize it as one. It will look like a budget review. Or a meeting about whether an AI program worked. When that moment arrives, AI either earns its keep or gets filed next to programs that launched with town halls and died in spreadsheets.
The movers in your business are working with AI. With tools you didn’t choose, in workflows you can’t see. Some are burning out. Others are plotting their next move. The window to build around them is open. It’s also closing fast.
The bank’s program manager is still working in two tabs. She’s been ahead the whole time. Find the people like her. They’re already moving. Don’t hand them a mandate. Build the system around them.
The operating system starts there. So do the returns.

