The Corporate Hangover

The Corporate Hangover
Podcast Description
The Corporate Hangover Podcast is the show where passion meets purpose. Hosted by Tiffany Kennedy, this podcast is a deep dive into the journeys of everyday people who walked away from corporate America to build something of their own.
From bootstrapping creative businesses to navigating imposter syndrome, The Corporate Hangover explores the highs, the struggles, and the “what now?” moments of leaving behind 'perceived' stability for the unknown.
Each episode features candid conversations with entrepreneurs, creators, and professionals who decided to bet on themselves.
If you've ever thought that there's got to be more to life than back-to-back alignment meetings and performance reviews, this podcast is for you. Honest, inspiring, and sometimes brutally real, The Corporate Hangover Podcast is your go-to listen for stories about reinvention, resilience, and redefining success—on your own terms.
Podcast Insights
Content Themes
This podcast focuses on themes of entrepreneurship, personal reinvention, and overcoming corporate challenges. Episodes include stories like Johnny Flores discussing his transition from the medical field to entrepreneurship, and insights from Joshua Thompson on leveraging military experience in tax consulting, with a particular emphasis on facing imposter syndrome and embracing uncertainty.

The Corporate Hangover Podcast is the show where passion meets purpose. Hosted by Tiffany Kennedy, this podcast is a deep dive into the journeys of everyday people who walked away from corporate America to build something of their own.
From bootstrapping creative businesses to navigating imposter syndrome, The Corporate Hangover explores the highs, the struggles, and the “what now?” moments of leaving behind ‘perceived’ stability for the unknown.
Each episode features candid conversations with entrepreneurs, creators, and professionals who decided to bet on themselves.
If you’ve ever thought that there’s got to be more to life than back-to-back alignment meetings and performance reviews, this podcast is for you. Honest, inspiring, and sometimes brutally real, The Corporate Hangover Podcast is your go-to listen for stories about reinvention, resilience, and redefining success—on your own terms.

In this episode, I talk with Jon Powell, a father of three who spent more than a decade in tech before deciding it wasn’t working for his health, for his family, or for the kind of life he wanted. After being laid off (more than once), spending a year unemployed, and watching job listings rack…
The post 6 – Jon Powell on Choosing a Life That Matters appeared first on The 5:01 Co.
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