Monday, November 17, 2025

Don’t Out Outsource Empathy to AI (Embrace Your Inner Hipster)

 

Pascal Dennis, co-author of Harnessing Digital Disruption

‘I’d rather put a gun in my mouth,’ David Simon, when asked if he uses AI to write.

This my favorite response to a question about AI and writing. David Simon, creator of ‘The Wire’ did not mince words. AI can be a helpful assistant, but is a debilitating master. Use AI to do the donkey work – research a database, summarize a series of dull papers and the like.  But the blank page is sacred – let it pull you in. 


And so, I’ve stopped using AI to generate images.  I played around with it for a while but now I’m drawing out things by hand, like I always have. The feedback has been gratifying. ‘I really like your drawings…’

I am not a graphic artist. (Management & music are my twin passions.) But I like having a pen in my hand & letting it run freely across the page. I like playing with shape & color & balancing full & empty space. Most of all, I like feeling in touch with myself and expressing it in a careless, droll doodle.

So what?, you ask. How is this relevant to our business?

Ambidexterity wins nowadays – can we protect our core business, while igniting new Growth? Growth entails developing new journeys, offerings, and even new businesses. I’m describing the capability & mindset of the ‘Hipster’ – one of three personas we need in a kick-ass innovation team. The other two, the Hacker and Hustler, are equally important, but much better understood. The Hipster’s super power is empathy. A great Hipster can sense the entire customer journey, from the top of the customer funnel (I know…) to the bottom (I’m going to tell all my friends…). Great Hipsters, (think Steve Jobs or Jony Ive) can turn the customer funnel into an hour glass. Demand for your new offering grows by word of mouth.

The feeling I get while drawing or playing my instrument is how I feel in a fine innovation sprint. We’re playing and thereby getting closer & closer to the customer – who they are, what they value, and why they embrace an offering, or not. Each experiment is quick & easy, like a whimsical doodle. But it gets you close and closer to creating something delightful.

So, do not outsource empathy to AI. By all means, use AI in the ways I’ve described. But the blank page is sacred and the domain of the human heart. Let it pull you in.

Best wishes,

Pascal Dennis         E: pascal.dennis@leansystems.org



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