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Edition #10

Don’t Automate the Work That Trains People

Dan Toma·June 3, 2026·4 min read
Don’t Automate the Work That Trains People
Key Takeaway

The tasks that look most worth automating, the repetitive junior work, are often the tasks that teach judgment. Automate them all and you save a year of salary while removing the only path your company has to produce a senior in five.


FAQ

What is the AI deskilling trap?

It is the long-term capability loss that happens when a company automates the repetitive tasks that teach junior people judgment. The work looks low value because its output is minor, but doing it is how people build the instinct that makes them senior. Automate it entirely and you remove the training without noticing until the expertise is gone.

How do you decide what not to automate with AI?

Ask whether doing a task teaches a person something they need for the next, harder task. If it does, keep a human in the work and use AI to speed it up rather than replace the person. Reserve full automation for tasks that are purely mechanical and teach nothing.

Is AI reliable enough to replace junior staff entirely?

Not for complex work. Current models succeed on roughly two-thirds of complex college-level tasks and produce more errors than skilled humans on real code, which is manageable when an expert reviews the output. The risk is automating away the juniors who would have become those reviewing experts.

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