Claim OwnershipThe Corporate Hangover
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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.
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.
7 Episodes
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Stephanie Tobin joined me to talk about what happens when you walk away from the job, the title, the so-called plan, without a safety net and still find yourself exactly where you’re meant to be. She talked through what led up to her decision to leave corporate. No backup plan. No certainty. Just a clear...
The post 7 – Stephanie Tobin – When the Soul Begins appeared first on The 5:01 Co.
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.
What happens when leadership is just for show? In this episode of The Corporate Hangover, host Tiffany Kennedy sits down with Jeremy Duffy, an NSA educator turned advocate for workplace change, to discuss the dangers of performative leadership and why employees are often treated as adversaries instead of allies. Jeremy spent 16 years at the...
The post 5 – The Illusion of Leadership: Why Listening Matters with Jeremy Duffy appeared first on The 5:01 Co.
In this episode, host Tiffany Kennedy sits down with Johnny Flores, who gets real about his journey from a long career in the medical field to embracing life as an entrepreneur and podcaster. Johnny opens up about leaving a toxic work environment, battling self-doubt, and taking that bold leap toward a career that truly excites...
The post 4 – Mentorship & Momentum: Breaking Free from Toxic Work appeared first on The 5:01 Co.
In this episode of the Corporate Hangover, host Tiffany Kennedy sits down with Joshua Thompson, a veteran and entrepreneur who shares his journey from military service to establishing his own tax consulting business. They discuss the importance of planning for taxes, overcoming challenges in entrepreneurship, and the significance of education in financial planning. Joshua emphasizes...
The post 3 – No Excuses, Just Results: How Joshua Thompson Built His Business appeared first on The 5:01 Co.
The road from a structured corporate career to the unpredictable world of entrepreneurship is a journey that requires resilience, courage, and a willingness to embrace uncertainty. In this episode of The Corporate Hangover Podcast, we sat down with Roxy Ayaz, a multi-talented front-end developer and the founder of Paper in the City Shop, a South...
The post 2 – Roxy Ayaz Talks Entrepreneurship, Rejection, and Standing Out appeared first on The 5:01 Co.
Be honest—how many times have you found yourself sitting in another endless meeting, staring at your inbox, or questioning if this is really what life is supposed to be? You’ve worked hard, followed the rules, and climbed the ladder, but deep down, something still feels… off. You’re not alone. I created The Corporate Hangover for...
The post 1 – Welcome to The Corporate Hangover appeared first on The 5:01 Co.
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