Gen X at 60
We’re Ken and Jim—two of the first Gen Xers to turn 60—and this milestone is pushing us to ask questions we’ve never asked before. About aging. About identity. About what we’re still becoming.
In Gen X at 60, we talk about the things we never talked about—not with each other, and maybe not even with ourselves. From ambition and adventure to friendship, legacy, lust, and eldership, we explore what it really means to grow older when you’re part of the generation raised to figure it out alone.
Our professional careers have centered around communication, emotional intelligence, and learning—so we’re wired for deep conversations. But we also bring humor, perspective, and a willingness to wrestle with what’s still unfolding. This isn’t advice. It’s not nostalgia. It’s a conversation we hope you will join—as these two Gen Xers shape what 60 means for us, instead of inheriting what it meant for everyone else.
Gen X at 60
The Generation Gap...at Work
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
