Dysfunctional

What School Never Taught Us About Work with Hasan Khair


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Old friends. Real talk. A mini 115 Miles reunion.


Hasan Khair joins me to unpack why work feels like a moving target and what to do when the ladder you were climbing gets ripped from the wall. We get into how school trained us for compliance, how hyper capitalism rewards harm, and why AI is speeding up a reckoning in every industry.

This is not doom. It is a plan. We get practical about midlife pivots, redundancy, belief, and the tiny actions that rebuild confidence. If you feel stuck, dehumanised by job boards, or scared to start again, this one will help.


In this episode


The real shift in work since 2008 and why restructures never stop


AI and automation. Why senior roles are getting cut first


School as a factory model. How it kills agency and creativity


Confidence and class. The advantage of environment


Hasan’s story. Failing A-levels, Blockbuster, Virgin, executive roles, redundancy, reinvention


Panic vs purpose. How to pause and design a different path


Ikigai without the fluff. What you love. What you’re good at. What the world needs


Nano steps. Not grand gestures


Why community multiplies belief


Hasan - https://www.linkedin.com/in/hasankhair/

Tyllr - https://tyllr.co

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DysfunctionalBy Josh Connolly

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