Strange Loop

Strange Loop

No Way In: How AI Dismantles Entry-Level Careers

This isn’t another industrial revolution. Factories still needed apprentices. AI doesn’t.

Adam Cunningham's avatar
Adam Cunningham
Sep 01, 2025
∙ Paid
2
Share

Stanford just dropped a dataset that looks dry to most eyes: employment shifts, payroll logs, GPT exposure scores. But hidden in the numbers is a bombshell: the real story isn’t that “AI is eliminating jobs everywhere”.

Instead, AI is collapsing the on-ramp to knowledge work. The apprenticeships, analyst roles, and entry-level gigs that once carried people into entire careers are evaporating. And when the bottom rung disappears, it’s not just the kids who fall, the whole ladder starts to buckle. This creates a structural pipeline risk that will compound over 3–5 years if unaddressed.

Today We’re Talking About

  • Stanford’s new AI employment study and why it matters more than it looks.

  • The six most important findings from the data.

  • What those findings actually mean once you strip away the jargon.

  • And a forward look: the 1-year, 3-year, and 5-year horizons if these trends continue.

  • 🔒 [PAID SUBSCRIBERS ONLY] A DO THIS NOW playbook broken down by age and career stage using Stanford’s own groupings (not mine), so you can see what the data implies for your bracket right now.

Strange Loop is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

1. AI's Impact Isn't Abstract

Finding: Workers aged 22–25 in highly AI-exposed occupations (software dev, customer service, admin) are experiencing steep job losses (up to -20% since 2022).

22 year olds aren't failing, they’re disappearing from payroll. Since late 2022, employment for the youngest cohort in AI-exposed roles has fallen by double digits (average of -13%). And the pattern is specific: jobs vanish only where AI can automate, not where it augments. Brynjolfsson, Chandar, and Chen cut the data every which way: pre-AI trends, pandemic residue, education gaps, industry shocks, and the result is the same. The knife lands on juniors. Firms that once relied on an army of fresh graduates to churn PowerPoints or clean code no longer see the point.

Symbolic vs. Material Capital

Industrial revolutions displaced muscle and routine; this one erases the on-ramps to knowledge itself. It’s easy to forget, even factories needed apprentices. AI does not. This cannot be overstated: AI erodes the very ladder by which elites themselves once climbed. Entry-level jobs used to provide symbolic capital: CV lines, internships, “I was at McKinsey.” Without them, young workers are forced into precarity, side hustles, or attention games to accrue signals. This connects directly to what we've been talking about with “attention as capital." The displacement is not just economic but symbolic.

Strange Loop
The Attention Economy: How Collapse Became a Business Model
Welcome to Part I of a 3-part series on the Attention Economy…
Read more
a month ago · 1 like · Adam Cunningham

Future Outlook

1 Year (2026): We’ll likely see continued contraction in entry-level roles where AI automates codified tasks. On the employer side, we’ll see recruitment freezes, fewer internships, and higher “experience barriers” for juniors.

3 Years (2028): There will be structural hollowing of early-career pipelines in exposed sectors (esp. tech and business services). At the same time, emerging “AI-native” junior roles focused on prompting, supervision, and systems integration will become more common.

5 Years (2030): Potential long-term scarring of a generation unable to get foothold jobs. Policy and corporate interventions (apprenticeships, new credentialing) likely required to avoid systemic talent shortages at senior levels.

Stanford: https://digitaleconomy.stanford.edu/wp-content/uploads/2025/08/Canaries_BrynjolfssonChandarChen.pdf

Share

2. Augmentation Winners vs. Automation Casualties

Finding: Employment declines appear where AI is automating tasks, not where it is augmenting workers.

And look, if you're a regular reader, you know the very nature of Strange Loop is exploring the paradoxes of our times. And we have a big one on our hands: AI doesn’t just destroy jobs but also simultaneously makes mid-career professionals more valuable. The report was explicit: older cohorts in the same roles saw employment grow by 6-9%. As AI becomes everyone's new coworker, experience and judgment are being valued. In other words, AI replaces answers and output, not the experience and wisdom to input better questions.

Future Outlook

1 Year: Clearer bifurcation of sectors: AI-automated (customer service, bookkeeping) vs AI-augmented (healthcare diagnostics, design, analytics).

3 Years: Early evidence of productivity gains in augmentative contexts (finance, R&D, creative). Policy/regulatory scrutiny on sectors with outright displacement.

5 Years: Mature ecosystem: automation-first jobs largely eliminated; augmentation-first jobs redefined with higher productivity and pay. Firm strategies split between lean automation (cost-cutting) and augmentation (growth/innovation).

We have an "inversion machine" where those with tacit knowledge are boosted, those without it are blocked. So the economy splits: one group displaced before they start, another upgraded by the same tech.

Strange Loop is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

3. Tacit Knowledge as a Moat

Finding: Experienced workers benefit because tacit, relational, and context-dependent skills are harder to automate.

If the bottom rungs are being sawed off, the top ones are being gilded. Tacit knowledge (the accumulated judgment of how to read a room, negotiate a deal, or know when the model is lying) is suddenly scarce and prized. AI can generate answers, but it can’t fake experience. At least not yet. For now, mid-career professionals with contextual intuition have become the new aristocracy of labour. But this isn’t carte blanche for everyone with tenure on their CV. Legacy mediocrity is being stripped bare: the managers who coasted on jargon, the leaders who haven’t touched the tools, the consultants recycling the same deck. If you aren’t genuinely expert, you’re exposed. The moat rewards judgment, not complacency. And here’s another paradox: without apprentices coming up behind them, even those who deserve the moat will eventually find it running dry.

Future Outlook

1 Year: Firms increasingly favour mid-career hires with demonstrable tacit expertise.

3 Years: Strong divergence: “AI-native seniors” (who master augmentation) command high premiums. Entry-level scarcity begins to create bottlenecks in long-term knowledge transfer.

5 Years: Tacit-knowledge advantage persists but narrows as AI systems improve in contextual reasoning. Human capital strategy pivots: cultivating mentorship pipelines, hybrid human+AI teams, and codifying tacit skills into training frameworks.

Share

4. Political/Educational Fallout

Finding: The wider labour market is growing; losses are concentrated among younger workers in AI-exposed occupations.

Universities, policymakers, and firms designed pipelines assuming ladder continuity. And all of these are either collapsing because of AI, or collapsing for a myriad of other reasons. The two themes, together, accelerate the very issues that started outside of AI. For example, with these entry points vanishing, ROI on higher ed collapses even further (already a key tension). So, none of this is simply about jobs but the very legitimacy of institutions that promised a return on credentials, a belief in society’s ability to keep its promises.

Future Outlook

1 Year: No aggregate jobs crisis, but widening inter-cohort inequality. Public discourse shifts from “AI mass unemployment” to “AI generational squeeze.”

3 Years: Potential reallocation of displaced juniors into less exposed service sectors (hospitality, trades, care). Rising resentment among educated young workers blocked from knowledge-work entry paths.

5 Years: Risk of systemic mismatch: older cohorts retain jobs, younger ones diverted to under-skilled work. Political mobilisation (student debt, education ROI, “lost generation” framing) possible.

5. Symbolic Economies Emerging

Finding: Compensation levels are relatively unaffected; the primary adjustment mechanism so far is headcount cuts, not pay cuts.

When entry-level jobs collapse, the traditional “symbols of competence” vanish too. A junior analyst role at McKinsey or a year in a newsroom once functioned as a signal: not just income, but legitimacy, network access, and future mobility.

AI erodes those rungs. What fills the gap isn’t material capital (steady wages, pensions, progression) but symbolic economies.

First, we'll continue to see attention as credential. Without the internship or first job title, young workers pivot to cultivating audiences (Substack, TikTok, GitHub repos). Follower counts, newsletter subscribers, and reposts become proxies for “proof of worth.”

And alongside this, the network as curriculum vitae. Instead of a line on a CV, who tags you or collaborates with you becomes the new reference. Access to private Discords, DAOs, or industry Slack groups substitutes for old “summer analyst” cohorts.

Future Outlook

1 Year: Firms continue trimming junior staff but hold pay levels for retained workers. Wage stickiness masks displacement severity.

3 Years: Growing wage premium for mid-career professionals with tacit knowledge + AI fluency. Junior wage floors stagnate, leading to “compressed ladders.”

5 Years: Polarisation between AI-complementary talent (premium wages) and those displaced or funnelled into low-pay sectors. Potential erosion of middle-tier wages if career ladders remain blocked.

Share

6. Robustness Across Sectors and Demographics

Finding: The effect holds across industries, genders, education levels, and part-time/full-time work, suggesting structural, not niche, dynamics.

It would be easy… soothing even… to think this is a “tech sector problem.” Silicon Valley eats its own, juniors vanish, but the rest of us can keep calm and carry on. The data doesn’t let us off that easily. The effect shows up across law firms, consultancies, marketing shops, and finance departments. It holds for men and women, for graduates and non-graduates, for full-timers and part-timers alike. Which is to say: it isn’t anecdote, it’s infrastructure. The ladder isn’t collapsing in one corner of the economy; it’s giving way across the floorboards.

Future Outlook

1 Year: General recognition that AI displacement is not confined to tech. White-collar services broadly viewed as vulnerable.

3 Years: Convergence across multiple industries (legal, finance, consulting, marketing): juniors hollowed, seniors augmented; entirely new cross-functional jobs replacing currently siloed positions.

5 Years: Institutional re-design (education, HR, labour policy) inevitable to repair entry-level collapse. Countries/firms that adapt faster (via retraining, apprenticeships, AI-literacy) will gain global advantage.

Strange Loop is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

🔒 Subscriber-Only: Do This Now: Career Playbooks by Segment

(aligned to Stanford age bands)

Keep reading with a 7-day free trial

Subscribe to Strange Loop to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Adam Cunningham
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture