Sensemaking with Wolé and Tobi

112: Rethinking Work, Starting With the Job Market


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A simple question about today’s job market led us somewhere deeper.

We began by reflecting on what we’re seeing — shifting hiring patterns, oversaturated applications, the quiet disappearance of certain entry-level pathways, and the rise of AI-augmented talent. But as the conversation unfolded, it became clear that the real question wasn’t just about jobs.

It was about work itself.

What makes someone valuable in their work? Is experience still defined by time, or by exposure and context? And as new tools begin to compress the distance between beginner and expert, what happens to the structures we’ve built around expertise, hierarchy, and apprenticeship?

If knowledge can be accelerated, what becomes of judgment? If output can be amplified, what becomes of experience?

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If, while you’re listening, something crosses your mind, or you get that urge to jump into the conversation, we’d love to hear from you! Please send us a quick voice note using here: http://bit.ly/sensemakingvn

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Sensemaking with Wolé and TobiBy Wolé and Tobi

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