AI is quietly killing the job that made you a leader

“If the generative AI tools that we have today are really good at doing some of the stuff that entry-level people used to do, which they are in many, many cases… then what happens to the entry-level people who used to do those tools?” Walsh said. “And if you don’t hire those people in those positions, where are people going to come [from]? Organisations are pyramids.”

Walsh argued the risk extends beyond headcount to competence. “If you haven’t put the hard work in doing that, then how do you actually get to be an expert in contract law so that you can oversee a human clerk or an AI clerk drafting the contracts and working out which clauses need to be modified?” he said, adding that some businesses may need to “pay the humans to do that, even though that’s not as efficient as it could be because we’ve got to invest in our people.”

Robinson said the pattern is already visible inside professional services. “There’s that anxiety of the seniors that if the juniors are just outsourcing their brain, their function to Harvey or whatever other AI tool is being implemented, that they’re just not getting that skill so that they can then use that judgment,” she said, noting the tension between client demands for AI-driven speed and the time firms need to invest in developing junior talent.

Middle managers are retreating, not advancing

That pipeline concern is reinforced by BoldHR’s 2026 B-Suite Benchmarks report, based on 1,627 respondents. The research found 47 per cent of middle managers remain at the “order-taker” maturity level – the profile the report identifies as most exposed to AI-driven automation and organisational redesign – with no improvement in the proportion reaching top-tier “B-Suite Leader” status since 2024. Some 63 per cent of middle managers reported high frustration, up five percentage points on the prior benchmark.

Rebecca Houghton, founder and director of BoldHR, said the driver isn’t AI directly replacing managers but a lack of engagement in how AI is rolled out. “We’re just seeing droves of them going back to their operational roots … rolling their sleeves up, pitching in because the pressure to be productive has gone up,” Houghton said.