Ken and Jim have an intergenerational conversation with Madison Asher, host of the podcast 'We (Used to) Work', about redefining success across generations — and why the question “What do you want to be when you grow up?” might have been the wrong one all along.

Together, they unpack the meaning and purpose of work, the tug-of-war between who we are and what we do, and the pressures of a marketing-driven world that keeps reshaping how we define ourselves. 

It’s a candid, curious, and surprisingly empathetic conversation that reveals both the envy and the understanding that surface when generations talk honestly about purpose, identity, and the lifelong pursuit of feeling fulfilled.

To learn more about Madison…

Socials - IG @we_used_to_work

Website - MadisonAsherCoaching.com

Podcast-We(UsedTo)Work Podcast

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