The Rungs of the Career Ladder We Removed
On the slow, quiet disappearance of learning HOW to work
There used to be a time when starting a job meant being a little lost. You sat in on meetings you didn’t run. You watched someone else handle the difficult client, draft the tricky email, navigate the room when the room shifted. You made your first draft of something, and someone returned it bleeding red ink. And somehow — through the mess and the margin notes — you learned.
That time is vanishing.
In just the first seven months of 2025, generative AI adoption was linked to thousands of job cuts. But the headline number misses the quieter, more consequential story: it’s not just fewer jobs. It’s the disappearance of the work that teaches you how to work.
genAI automated the doing — and with it, the learning lab.
Entry-level once meant learn-by-doing. It meant showing up early enough to observe, staying late enough to understand. It meant being trusted with something small — a spreadsheet, a slide, a summary — and slowly being trusted with something more. These were not small things. They were how discretion took root. How judgment formed muscle. When these moments disappear, so do the first rooms where wisdom is practiced.
The learning lab used to allow for a deliberate, incremental exposure to real decisions, real stakes, and real consequences.
When those roles disappear, so does the training ground for judgment—the kind that forms slowly, from watching, from screwing up, from sitting in rooms where you were the least experienced person and still had to have a read on what was happening.
When those early proving grounds vanish, we lose something even deeper — the quiet, daily work of character formation.
I think about this a lot when people talk about reskilling and upskilling. The assumption is that if we can just give people the right technical skillset, they’ll be ready for whatever comes next. And yes — skills matter. Targeted, specific, in-demand skills matter enormously.
But the graduates who will truly thrive in the next decade of work aren’t just the most technically fluent. They’re the ones who can read a room, weigh trade-offs, and disagree productively. They can discern and bend rules when justice asks more than compliance, and they know when to choose courage over convenience.
Those capacities don’t come from a credential. They come from doing — from being given the chance to practice becoming human at work.
So here’s the uncomfortable question: if genAI is absorbing the entry-level doing, where does that formation happen now?
We have to answer that. Not theoretically. Practically. Because the ladder hasn’t disappeared — but we’ve removed the bottom rungs. And no employer is going to drop a newly minted graduate into a mid-career role and hope they figure it out.
The work ahead is to rebuild those rungs. Deliberately. With intention. And soon.
More on this in the next post of Skilling Me Softly.


The kids are quite aware of this, and there's definitely a movement to disengage from AI in some circles (and to completely enmesh themselves with AI for others)