In this episode of Bearing It All, host Kate Ginsberg, founder and CEO of Queen of To Do, sits down with comedian and event producer Jason Dudey (@jasondudey) for a candid conversation about resilience, reinvention, and how humor helps navigate life’s biggest challenges.

Jason, a recent divorcee and cancer survivor, shares his unique perspective on life: “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 in places you didn’t even know you had hair, you have to laugh and move on.”

Jason’s journey is filled with humor, heart, and the wisdom gained from overcoming life’s toughest moments.

You’ll hear about:
• Laughing through life’s hardest challenges
• Using humor as a powerful tool for healing
• Reinventing yourself after loss and change
• Finding meaning and resilience through comedy

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In this solo episode of Bearing It All, host Kate Ginsberg, founder and CEO of Queen of To Do, gets radically honest about what it really means to build a business that puts people first.

From ethical hiring to setting unapologetic boundaries, Kate breaks down how values-driven leadership can shape every part of your company culture. This isn’t just a conversation about business, it’s a call to lead with empathy, integrity, and courage, even when it’s hard.

Kate shares the behind-the-scenes of Queen of To Do’s evolution from a one-woman operation to a thriving team of 19 W-2 employees, and what it took to stay aligned with her values every step of the way.

You’ll hear about:
• Building a people-first business
• Why boundaries create stronger teams
• Hiring for values, not just skills
• The impact of culture on retention
• How kindness can be operational, not optional

If you’ve ever wondered how to balance leading with heart and strategy, this episode is for you.

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What does it really take to start over after success?

In this episode of Bearing It All, host Kate Ginsberg sits down with award-winning entrepreneur Heather Emerson, founder and CEO of Offshore Launch, for a raw and empowering conversation on fear, identity, grief, and the courage to rebuild.

Heather opens up about closing a multimillion-dollar company, navigating early pregnancy, and finding purpose again through a new venture built on integrity and execution. Together, she and Kate explore how COVID reshaped entrepreneurship, why humility is an underrated strength, and how to lead with honesty, even when it costs you comfort.

You’ll hear about:
• Fear as a roadmap, not a stop sign
• Why execution matters more than ideas
• Integrity as a lasting competitive advantage
• The power of sharing knowledge instead of guarding it
• How to lead with honesty and still win

Whether you’re pivoting, rebuilding, or redefining what success looks like, this episode reminds you that starting over doesn’t mean starting from scratch.

About the Guest:
Heather Emerson is the founder and CEO of Offshore Launch, a global staffing company connecting businesses with international virtual assistants. She’s a Forbes Next 1000 honoree and was named to Austin’s Under 40 list in 2021.

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In this inaugural episode, host Kate Ginsberg sits down with entrepreneur and founder Michael Blackard of Friend’em to talk about the realities of entrepreneurship, global loneliness, genuine connection, and the raw moments that define resilience and grit. Together, they peel back the layers of startup life to explore what it really takes to build something meaningful.

If you're looking for unfiltered insight into the highs and lows of building a purpose-driven business, this episode is for you.

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When her hospital department shut down, registered nurse Katie Wiechnicki faced a choice: walk away or create something new. She chose to build.

In this episode of Bearing It All, Katie joins host Kate Ginsberg to share her story of co-founding Diabetes and Nutrition Partners in Austin, Texas. Together they explore:

• Turning unexpected setbacks into opportunities

• The challenges of running a healthcare practice from scratch

• Combating isolation and imposter syndrome

• Why community and mentorship matter for entrepreneurs

• Shifting mindset from fear to possibility

  
  

Katie’s story is proof that resilience and vision can turn obstacles into thriving ventures.

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In this episode of Bearing It All, host Kate Ginsberg sits down with powerhouse business coach, revenue strategist, and founder of 50 Shades of Paid, Kadena Tate.

Kadena shares how she shifted from perfectionism and a “just enough” mindset into a scalable, sustainable business model. Together, they unpack:

• Why some businesses aren’t built to scale, and how to fix it

• How perfectionism sabotages growth and team dynamics

• Navigating fear of failure and fear of success

• Building a healthy, empowered relationship with money

• Why authenticity is your greatest competitive advantage

If you’ve ever felt stuck in undercharging, overdelivering, or running your business from a place of scarcity, this episode will help you gain the clarity and courage to create something bigger.

Connect with Kadena Tate:
LinkedIn: linkedin.com/in/kadenatate
Instagram: @kadenatate

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In this episode of Bearing It All, host Kate Ginsberg, founder and CEO of Queen of To Do, sits down with bestselling author and founder of Sulit Press, Michelle Savage, for a powerful conversation about reinvention, vulnerability, and why sharing your story, especially the messy parts, can be a radical act of leadership.

Michelle, a publishing expert and entrepreneur, shares how building a business grounded in connection and care led her to create a new model for authorship, one that honors both the book and the person behind it. From learning to ask for help to embracing being a work in progress, Michelle’s journey reminds us that collaboration, not perfectionism, is the key to growth.

You’ll hear about:
• Leading with vulnerability and authenticity
• Redefining success through collaboration
• How sharing your story builds deeper trust
• Why perfectionism limits creative growth
• Creating impact through connection and care

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In this episode of Bearing It All, host Kate Ginsberg, founder and CEO of Queen of To Do, sits down with her close friend, business partner, and COO, Heather Snaman, for a raw and insightful conversation about the power of delegation, the myths of hustle culture, and building a values-driven business.

From navigating motherhood to scaling a company, Kate and Heather share how trust, balance, and intention transformed their friendship into a thriving partnership. They dive into the dangers of burnout, why perfectionism holds entrepreneurs back, and how radical delegation can change your business and your life.

You’ll hear about:
• Why hustle culture is a lie and how rest fuels real success
• Delegation as a form of self-care (and why even leaders struggle with it)
• Letting go of perfectionism to make progress
• How trust and transparency unlock innovation
• Building a business that uplifts everyone, not just those at the top

Follow Bearing It All for real conversations with entrepreneurs who are building bold, meaningful businesses.

If you enjoyed this episode, don’t forget to rate and follow the show on Spotify, it really helps us grow!