The Woman's Hustle: Thrills and Spills of Entrepreneurship

The episode of The Woman's Hustle: Thrills and Spills of Entrepreneurship features Coach Kay discussing the importance of wellness practices for entrepreneurs. The conversation covers the significance of setting boundaries, navigating chaos, and the healing journey that often accompanies entrepreneurship. She gets transparent on her entrepreneurial journey, the reality of the impact of "grind mode" on business and personal life, creating a wellness workflow, legacy building, and more

Tune in to hear how aligning your values with your business, and making room for real balance, can transform the way you lead, work, and show up in your life.

Chapters

00:00 Introduction
03:40 The Importance of Personal Alignment
06:30 Navigating Chaos and Boundaries
09:49 Healing and Growth in Entrepreneurship
12:39 Creating a Wellness Workflow
15:25 Aligning Business and Personal Values

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

In this episode of The Woman’s Hustle, Coach Kay sits down with Lynn Harris, founder of Gold Comedy, for a powerful conversation at the intersection of humor, identity, and impact.

Lynn opens up about her journey through the comedy world and why building a supportive, inclusive community for women and non‑binary creatives is essential. Together, they explore how comedy can be more than entertainment — it can be a bold tool for advocacy, empowerment, and social change.

Lynn Harris is the founder of GOLD Comedy, a creative network and comedy school empowering women and non‑binary performers, and an award‑winning journalist and novelist whose work has influenced national protections for young women. GOLD Comedy is the comedy school, professional network, and content studio where women + non-binary folks grow their comedy careers and creative side hustles, build powerful communities, and make funny stuff.  Learn more: https://goldcomedy.com/

Chapters

00:00 Introduction | Guest Intro: Lynn Harris: Founder of Gold Comedy
03:32 The Intersection of Comedy and Social Change
06:35 Advocacy Through Humor
09:17 Creating a Diverse Comedy Community
12:51 Balancing Creativity and Business
18:43 Encouragement for Aspiring Entrepreneurs

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SUBSCRIBE, LIKE, COMMENT AND SHARE! 

About Upgraded MindsetZ: https://www.upgradedmindsetz.life/

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

Summary

Stepping into 2026 with clarity is non‑negotiable — especially for women entrepreneurs who are juggling life, business, and everything in between. In the first episode of The Woman's Hustle of 2026, Coach Kay and Ashley Wynn, CEO of Outstanding Organizers, dive into why organization isn’t just a “nice to have,” but a powerful tool for protecting your mental health, boosting confidence, and creating real momentum in your business.

Key points include:
The emotional and mental weight of clutter
The challenges women face when trying to stay organized
Why simple, sustainable systems are the key to thriving as an entrepreneur

If this episode gave you a new perspective or a little push to get organized for 2026, let me know. Drop a comment and share your biggest takeaway. And if you found this helpful, make sure you like, share, and subscribe so more women entrepreneurs can tap into this kind of clarity and support. Your engagement helps the message reach the people who need it most.

Ashley Wynn is the founder of Outstanding Organizers, a home and business organizing and decluttering company based in Atlanta. She helps busy women, families & businesses declutter, create practical systems, and reclaim their time and peace of mind. Learn all about her services at: https://www.outstandingorganizers.com/

00:00 Introduction
03:00 Organization and Entrepreneurship
15:00 Staying Aligned as an Entrepreneur

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

In this episode, Coach Kay and Melina Dio dive into the entrepreneurial journey and how podcasting can elevate visibility, connection, and credibility. Melina shares her story of starting a podcast, the power of storytelling, and why women in podcasting should focus on legacy over likes. If you’re a woman business owner, exploring women entrepreneurs' ideas, or looking for tips on starting a podcast in 2025, this conversation is a must‑listen.

Melina is a podcast coach and strategist who helps purpose-driven entrepreneurs launch and grow binge-worthy shows that build authority and attract aligned clients. With a background in editing and production, she brings a rare blend of storytelling expertise and strategic clarity to every stage of the podcasting journey. 

IG: https://www.instagram.com/vibenvoicemedia/
LinkedIn: https://www.linkedin.com/in/melinadcreativesolutions/
Catch her podcast:  https://pod.link/1809836197?view=apps&sort=popularity

MAKE SURE YOU LIKE, SHARE, AND COMMENT TO LET US KNOW WHAT YOU THOUGHT OF THIS EPISODE! 

00:00 Introduction
03:47 Storytelling in Podcasting
05:06 Metrics vs. Legacy in Podcasting
09:40 Common Mistakes in Podcasting
12:28 Evolving as a Podcaster
15:11 Strategies for Overcoming Overwhelm
20:08 Advice for Aspiring Podcasters

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

In this episode of The Woman’s Hustle, Coach Kay sits down with  FINANCIAL STRATEGIST, AUTHOR, and fellow PODCASTER Kim Butler to break down what it really means to scale smart. 

Together, they explore the difference between simply making money and achieving true financial competency, the overlooked power of savings, and the mindset shifts required to grow with confidence. 

Kim shares practical steps entrepreneurs can use right now to build cash reserves, create value, and embrace lifelong learning. 

This conversation is a roadmap for women ready to move beyond hustle into sustainable prosperity, redefining wealth on their own terms. 

ABOUT THE GUEST: Starting her money journey in 4th grade by selling enough milk to put herself through school, Kim Butler has dedicated over 30 years to helping people buy life insurance nationwide and optimize their finances. Her primary focus has been on helping families develop the mindset and skills necessary for financial prosperity, supported by practical tools and ongoing education. Learn more about Kim and her journey: https://prosperitythinkers.com/

Kim has a special surprise EXCLUSIVELY FOR OUR LISTENERS!!! Take a look: https://prosperitythinkers.com/special/hustle/

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

In this episode, Coach Kay sits down with Dr. Tajiri Brackens, The Workplace Wizard™, to explore how protecting people fuels profit, clarity, culture, and leadership in both workplaces and entrepreneurship. With three decades of experience in sales, leadership, and emotional intelligence, Dr. Tajiri shares how she empowers professionals to move beyond toxic environments and transform them into spaces of value, growth, and authentic success.

Dr. Tajiri shares how she incorporates themes from The Wiz into her branding and services, using clarity, courage, and teamwork as a framework for guiding leaders and organizations.  She also tells the FOUR WORDS that began her transition into full-time entrepreneurship. Together, she and Coach Kay discuss the transition from corporate life to entrepreneurship, the importance of clarity and alignment, and why relationships are the cornerstone of leadership.

Her guiding belief: “People don’t walk away from paychecks; they walk away from poor leadership.”

Learn more at 👉 https://www.linkedin.com/in/theworkplacewizard/

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00:00 Introduction
01:33 Introducing the Workplace Wizard
05:39 The Importance of Relationships in Leadership
08:22 Lessons from Leadership Experiences
11:49  Transitioning to Entrepreneurship
15:27 Clarity and Alignment
22:33 Building a Strong Foundation
24:54 The Role of Community

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

Season 2 of The Woman's Hustle: Thrills and Spills of Entrepreneurship kicks off with Coach Kay opening up with shared personal experiences and actionable strategies designed to help aspiring entrepreneurs master time management, find balance, and maximize productivity while still working a full‑time job. 

If you’re ready to build a business while still in corporate America or ready to step into full‑time entrepreneurship, this episode shows you that the leap is not only possible, it’s within your reach.

00:00 Welcome to Season Two
01:53 Can you Break Free from the 9 to 5?
05:27 Managing Time, Maximizing Growth
10:51 Mindset Shift: From Employee to CEO
13:48 Saying No During the Shift
16:26 Creating Your Legacy

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

If you're a woman entrepreneur ready to upgrade mentally, spiritually, and emotionally, this episode is your wake-up call. 

IN THE SEASON FINALE OF THE WOMAN'S HUSTLE: THRILLS AND SPILLS OF ENTREPRENEURSHIP, Coach Kay breaks down the raw truth of how unchecked egos are blocking business growth for startup or pivoting entrepreneurs. She shares real insights on why surrendering your ego is actually a strength, and how embracing vulnerability, feedback, and community can transform your entrepreneurial journey.

🎧 Tune in now and subscribe! 

Introduction - 00:00
Ego as a Barrier to Growth - 01:05
The Importance of Community - 02:39
Surrendering Ego for Success - 06:04
Navigating Supportive Spaces - 08:03
Reflection and Moving Forward - 11:16

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

In this transformative episode of The Woman’s Hustle, Coach Kay sits down with Qween Red—veteran, entrepreneur, and Wealth Independence Navigation Coach—for a raw and empowering conversation about entrepreneurship, healing, and legacy.

Qween Red opens up about her military background, personal trauma, and the mindset shifts that led her to redefine wealth and wellness on her own terms. Together, she and Coach Kay explore:

• Why emotional regulation is a leadership superpower
• The dangers of burnout and how to protect your energy
• How relationship capital fuels sustainable success
• The power of community for women entrepreneurs
• What it truly means to build and live your legacy

This episode is a must-listen for women ready to lead with intention, heal unapologetically, and build wealth from the inside out.

00:00 - Introduction
01:24 - Qween Red's Inspiring Backstory
04:21 - Empowering Women Through Wealth Independence
07:50 - The Importance of Wellness in Entrepreneurship
10:39 - Building Healthy Relationships and Emotional Regulation
13:56 - Lifestyle Currency and Wealth Management
17:25 - Healthy Hustle vs. Burnout Awareness
18:21 - Time, Energy, and Currency
20:32 - Identifying Resources and Takers
22:04 - Creating Your Legacy
23:41 - Wellness and Reconnection
26:58 -The Importance of Self-Care
29:28 - Structure and Strategy for Success
32:25 - Future Plans and Community Impact

Nicole Redmond, better known as Qween Red, is a Wealth Independence Navigation Coach and the creative force behind WIN Capital Consulting, LLC. With a signature Feng Shui approach to business, Coach Red helps women align purpose with prosperity, integrating divine wealth principles to access capital and build value in today’s economy. Her mission? To empower women with a wealthy wins mindset, spirit, and strategy so they can lead with intention and thrive unapologetically. Connect with Qween Red on IG: @qweenredwincoach

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life

In this empowering episode of The Woman’s Hustle, Coach Kay delves into entrepreneurial growth and empowering our ability to rewrite our own rules with Ashira D. Jones, an ICF-certified executive coach and founder of Perfect Ten Coaching. 

Ashira shares her journey from corporate life to building a purpose-driven coaching brand, and how embracing an entrepreneurial growth mindset helped her lead with clarity, courage, and conviction. 

Together, they explore:

🔥How to overcome limiting beliefs and reclaim personal power
🔥Why authenticity and self-care are non-negotiables in leadership
🔥Actionable tips for aspiring entrepreneurs and emerging leaders

Whether you're pivoting careers, launching a business, or leveling up your leadership, this episode offers real talk, reflection, and strategies to help you move forward with intention.

00:00 - Introduction
01:03 - The Birth of Perfect 10 Coaching
04:31 - Overcoming Limiting Beliefs
09:11 - The Importance of Community and Support
18:16 - Leading with Intention and Authenticity
24:11 - Advice for Aspiring Entrepreneurs

Ashira D. Jones is the founder of Perfect Ten Coaching and the coach for leaders ready to trade burnout for boldness. An ICF-certified Executive Coach, Ashira helps ambitious professionals, especially women and leaders of color, quiet the noise, reclaim their power, and lead with clarity and conviction. Learn more about Ashira's services at https://ashirajones.com/

Let us know what you thought of this episode, and make sure you subscribe to the channel!

Let us know what you think!

Support the show

Kisha is an award‑winning Certified Life & Business Coach, author,  speaker, resource and advocate. As the Founder and CEO of Upgraded MindsetZ, she leads a mission to help women break free from outdated cycles, find their voice, and step confidently into their purpose in life, career and entrepreneurship.

Follow Kisha on Socials:
*LinkedIn: https://www.linkedin.com/in/coachkaytransforms/
*Facebook: https://www.facebook.com/CoachKayTransforms/
*Instagram: https://www.instagram.com/coachkaytransforms/

Learn more: www.upgradedmindsetz.life