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August 13, 2025 33 mins

Most people are still planning careers like it's 1995.


But time itself has compressed. ChatGPT reached 100 million users in eight weeks. The Ford Model T took 70 years to hit the same milestone.


Today I'm joined by Dror Poleg for his second appearance on the show. He's an economic historian and one of the sharpest minds thinking about how this time compression changes everything. His newsletter reaches 35,000+ readers across tech, finance, and government.


Dror's insight? The predictable career path is shrinking fast. What used to be a 40-year "paint by numbers" journey is becoming more like showbiz - constant experimentation with uncertain outcomes.


TALKING POINTS:


  • Why the "productivity paradox" means more of our work will seem useless until it's suddenly valuable
  • How careers are becoming more like showbiz - constant experimentation with uncertain outcomes
  • Why AI might actually force us back to trusting what we can see and touch in person
  • The institutions that need to be completely rethought for a post-industrial economy
  • Why everyone will need to experiment constantly rather than following set career paths
  • How energy constraints might save humans from being replaced by AI


LINKS:


Dror's newsletter: Old/New

Dror's LinkedIn


Interested in me sharing insights on these topics with your team? Book a free consultation - HERE


Ollie on Work

Ollie's LinkedIn

Ollie on Work newsletter


My Book Work/Life Flywheel, was shortlisted for the Business Book Awards 2024. You can order your copy HERE (UK) or HERE (US). 


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