Gen X Crisis with Robert Guess
Gen X Crisis with Robert Guess
Podcast Description
Gen X Crisis is a podcast about hitting your 50s and realizing you’re still trying to make sense of it all - career, identity, aging, purpose, and how we got here. And more importantly, where do we go from here?Hosted by Robert Guess, each episode features raw, honest, and often funny conversations with old friends, thinkers, and fellow GenXers navigating the complexities of midlife. From the exhaustion that follows decades of grinding to the disorientation of a world that feels increasingly unrecognizable, we explore what it means to slow down, redefine ambition, and find meaning in the chaos.We talk about aging, reinvention, the weirdness of midlife, and what it means to slow down, show up, and keep going when the world looks nothing like the one we grew up in.New episodes every week. Learn more or sign up at www.genxcrisis.com to get updates via Substack. Hosted on Acast. See acast.com/privacy for more information.
Podcast Insights
Content Themes
The podcast delves into themes such as aging, reinvention, and the midlife experience, highlighting topics like the exhaustion of a lengthy career, the disorientation of societal changes, and redefining ambition. Episode examples include discussions on parenting teenagers, the shift in success metrics, and navigating personal challenges like dementia, all framed through relatable humor and honesty.

Gen X Crisis is a podcast about hitting your 50s and realizing you’re still trying to make sense of it all – career, identity, aging, purpose, and how we got here. And more importantly, where do we go from here?
Hosted by Robert Guess, each episode features raw, honest, and often funny conversations with old friends, thinkers, and fellow GenXers navigating the complexities of midlife. From the exhaustion that follows decades of grinding to the disorientation of a world that feels increasingly unrecognizable, we explore what it means to slow down, redefine ambition, and find meaning in the chaos.
We talk about aging, reinvention, the weirdness of midlife, and what it means to slow down, show up, and keep going when the world looks nothing like the one we grew up in.
New episodes every week. Learn more or sign up at www.genxcrisis.com to get updates via Substack.
Hosted on Acast. See acast.com/privacy for more information.
What happens when you spend almost year digging into your past through conversations with GenXers about aging, purpose, identity, and the strangeness of midlife? If you’re me, you find a path to curing your own midlife crisis.
In this short Season 1 finale, I share what creating Gen X Crisis has actually done to me – how a podcast I started in Paris at 54, in the thick of disorientation and loneliness, became the very thing that pulled me out of it.
I talk about reconnecting with old friends I hadn’t spoken to in decades, the surprising emotional depth of those conversations, and the recurring reminder (mostly from the women!) that maybe this isn’t a crisis at all… maybe it’s a reinvention.
I reflect on the big themes that emerged across the season:
• The psychedelic trip of being in your 50s in a world you barely recognize
• The trap of nostalgia and how quickly you can start feeling old
• The Gen X playbook we inherited – especially around not self-promoting, keeping your head down, and how that shapes our lives today
• The physical side of aging, and how much it impacts our mental state
• The power of staying connected when your instinct is to isolate
• Why reinvention is not optional – and might actually be the best part of midlife
I also share what I learned from hosting my first Gen Z guest, my stepson Felix, and why Season 2 will expand beyond Gen X, bringing in Gen Z, Millennials, and Boomers to round out the conversation.
This finale is a thank you, a reset, and a look forward. I talk about the guests who changed me, the friendships I wish I’d kept up, the community I want to build (especially for Gen X men who struggle to talk about this stuff), and why I’m more hopeful now than I’ve been in years.
Season 1 was about getting out of my crisis. Season 2 is about what comes next.
Thanks for being part of this.
See you in January.
Visit www.genxcrisis.com to subscribe and get updates on Season 2.
Hosted on Acast. See acast.com/privacy for more information.

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