15 Years & Counting

Careers, chaos & curiosity.

I am Ben Robertson. I think out loud about careers & chaos, build AI tools for students who deserve better, and write about what happens when you stop pretending the world is linear.

The Thinker The Builder The Writer
Chaos Theory of Careers Old Playbook Is Dead Agency Over Algorithms Tools Not Templates Happy Accidents Welcome Chaos Theory of Careers Old Playbook Is Dead Agency Over Algorithms Tools Not Templates Happy Accidents Welcome
No. 01 — Who's This Guy

A careers practitioner who thinks the careers system is broken.

I work in Careers & Employability in higher education. Mostly with creative and digital disciplines. My job title says translator even when it doesn't. Between students and employers. Between academics and institutions. Between what the sector keeps doing and what it should probably do instead.

Linear career models assume a world that no longer exists. Trait-and-factor thinking flattens people into tidy shapes. I'm more interested in what happens when you design for complexity, serendipity and messiness — the actual texture of a working life.

So I build things. AI tools that give students something genuinely useful. Sessions that start from curiosity, not coercion. Frameworks that treat uncertainty as the starting point rather than the problem. The tools for navigating liminal spaces with confidence.

A subversive insider, basically, leaning into asymmetric opportunity creation.

No. 02 — The Workshop

Tools shipped for students who deserve better.

No. 03 — Collaboration

Leeds Untied. (Not a Typo.)

A cross-institutional careers collaboration with Marc Steward at the University of Leeds. Started in lockdown. Still going.

Ten joint sessions. A published journal article. An AGCAS conference presentation. A Student Circus partnership. A podcast. All of it under one banner, one working thesis, and roughly one billion GIFs: students don't care whose logo is on the slides.

The full story →
What it includes
  • 10 joint online sessions
  • AGCAS Phoenix Journal article
  • AGCAS national conference
  • Leeds Uni Student Ed. Conference
  • Student Circus partnership
  • Leeds Untied — the podcast
No. 04 — In the Wild

A few receipts.

Ben Robertson on the BBC with Harry Gration
Television
BBC
Interviewed by legendary BBC presenter Harry Gration on young people and the future of work.
Ben Robertson with the cast of That One Man
Feature Film
That One Man
A background role in an indie feature film (2025) supporting Andy's Man Club and men's mental health. One of the most meaningful yeses I've ever said.
Ben Robertson receiving the Enterprise Award for Excellence from Vice Chancellor Prof. Peter Slee
Award
Enterprise Award
Received the Enterprise Award for Excellence from Leeds Beckett Vice Chancellor Prof. Peter Slee — recognition of curriculum-embedded careers work with the School of Cultural Studies and Humanities.
No. 05 — On Stage

Recent talks.

Ben Robertson delivering the CLT AI Symposium talk
CLT AI Symposium July 2026

From a T-Shirt to a Method

A Term of Building with Generative AI

On Bloom's 2 Sigma problem, Kenneth Stanley's Greatness Cannot Be Planned, and how a plain t-shirt led to an accidental answer to a decades-old careers education question: personalisation at scale.

Ben Robertson delivering The Exposure Gap talk at Developed:UK
Developed:UK Leeds June 2026

The Exposure Gap

Why the skills gap is the wrong story

A 10-minute TED-style talk to founders, investors and ecosystem builders. The argument: UK education policy is misdiagnosing the problem — the real gap isn't skills, it's exposure to the world students are being asked to enter.

Ben Robertson delivering Wear Your Values at the Leeds Beckett sustainable fashion pop-up
Leeds Business School × Leeds School of Arts March 2026

Wear Your Values

Building a sustainable career that actually fits

Delivered as part of a student-led sustainable fashion pop-up. Reframing sustainable fashion as democratic — charity shops, Vinted, experimentation — and the same for careers. A challenge to the "what do you want to be when you grow up?" question.

No. 06 — Latest Dispatches

Notes from the edge of the careers conversation.

The Full Archive →
The old playbook
was built for a world
that's over.
— Ben Robertson, Working Thesis