Bearing It All

Where Entrepreneurs Keep It Real.

On Bearing It All, Kate Ginsberg goes beyond the polished success stories to explore the real highs, lows, stumbles, and breakthroughs of entrepreneurship.

Bearing It All Podcast - real conversations with entrepreneurs. Startup Resilience and raw business stories entrepreneur podcast.

Building a business isn’t just about strategy—it’s about resilience, grit, and the moments that test you.

Each episode features raw, unfiltered conversations with founders, risk-takers, and visionaries who open up about what it really takes to build something meaningful.

If you're here for inspiration without the fluff, lessons learned the hard way, and stories that remind you you’re not alone, hit play. 

Our Third Episode

Join host, Queen of To Do's Kate Ginsberg, as she welcomes comedian and event producer Jason Dudey for an unfiltered conversation about resilience, reinvention, and the role of humor in navigating life’s biggest challenges.

Jason-Dudey-1
A recent divorcee and cancer survivor, Jason’s perspective on life is sharper (and funnier) than ever:
“Life happens, and it keeps happening. And then, when you’re not looking, it happens again. I never thought cancer would be funny, but when you lose hair places you didn’t even know you had hair, you have to laugh and move on.”

Life hasn’t gotten him down yet—and it never will!

 

About Jason Dudey

Jason Dudey has been a national touring headliner for over fifteen years. His comedy has been featured on NBC’s Last Comic Standing, LOGO’s Wisecracks, Comedy Central, and MTV. He has performed alongside Kathleen Madigan, Louie Anderson, Jennifer Coolidge, and Sandra Bernhardt, and was a finalist at The World Series of Comedy three years in a row.

His critically acclaimed comedy albums Major Dudey and Exceeding All Expectations are available on Sirius XM Radio, Pandora, and iTunes. Now, as an event producer, Jason brings the same passion and humor to creating unforgettable experiences.

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Meet Your Host: Kate Ginsberg

Kate Ginsberg lifestyle concierge public speaker Austin texas2

Kate Ginsberg is not just the founder and CEO of Queen of To Do—she's a trailblazer in the art of radical self-care through delegation. As the driving force behind Bearing It All, Kate brings a refreshing honesty to the entrepreneurial journey, proving that trying to do it all isn’t a badge of honor—it's a recipe for burnout.

Her journey is a testament to the belief that rest is not a luxury, but a necessity. Kate founded Queen of To Do on the understanding that when you give yourself permission to lean on expert help, you're not just lightening your load; you're reclaiming the ultimate luxury: time. Time to think, to create, and to live life fully.

Whether she’s sharing candid stories on Bearing It All or teaching her team of personal assistants about empowering clients to find balance, Kate shows that embracing delegation is the radical self-care move every entrepreneur deserves.

Ready to see how taking the weight off your shoulders can lead to a richer, more connected life? 

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