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290. From Cash Flow Crisis to Confident CEO with Jennifer Kok

The Game On Girlfriend Podcast

Release Date: 07/22/2025

307. Stop Hustling & Start Leading with Grace: The Grace Codes with Dr. Kelly Martin Schuh show art 307. Stop Hustling & Start Leading with Grace: The Grace Codes with Dr. Kelly Martin Schuh

The Game On Girlfriend Podcast

You can't 10X your business by just working harder. Actually, the harder you push, the more you push away what you're trying to create. Dr. Kelly Martin Schuh shares The Grace Codes framework—and this conversation wrecked me in the best way. Five hours into climbing Mount Kilimanjaro, a guide asked Dr. Kelly to hand over her backpack. She refused. Every other woman had surrendered theirs, but she insisted she was fine. Then she realized she was weaving on the trail—a sign of oxygen deprivation she hadn't even noticed. The truth? It took 28 porters and guides to get 5 women to the summit....

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306. Empowering Women in Development: Real Estate, Capital, and Confidence with Katie Kim show art 306. Empowering Women in Development: Real Estate, Capital, and Confidence with Katie Kim

The Game On Girlfriend Podcast

In this powerful conversation, Sarah sits down with real estate developer Katie Kim to uncover game-changing strategies for women building wealth through business—not just in it. Katie shares her journey from building someone else’s dream to creating multimillion-dollar developments of her own—and how she’s now helping other women do the same. They cover everything from unlocking public-private capital partnerships to redefining what success looks like when women own their value (and their land). Bonus! Get Katie’s free Deal Development Checklist + access the Build Your Buy Box...

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305. Decision Fatigue Is Killing Your Business: Rena Duell's Story show art 305. Decision Fatigue Is Killing Your Business: Rena Duell's Story

The Game On Girlfriend Podcast

What happens when a successful entrepreneur realizes that her thriving business is costing her health, joy, and sanity? In this episode of the Game On Girlfriend podcast, Sarah sits down with Rena—a former event business owner turned founder of One Team Partners—to talk candidly about reinvention, burnout, and building smarter business ecosystems.   What You'll Learn From battling anxiety attacks and migraines to creating a business supporting other entrepreneurs, Rena shares lessons every solopreneur needs to hear. They dive into: Rena's personal story of walking away from her...

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304. The Anger Bag, Shame Sandwich & Question Box: Tools That Help Kids Process Trauma with Jeanette Yoffe show art 304. The Anger Bag, Shame Sandwich & Question Box: Tools That Help Kids Process Trauma with Jeanette Yoffe

The Game On Girlfriend Podcast

Jeanette Yoffe is a psychotherapist, author, foster care survivor, and a powerhouse of healing wisdom. In this episode, she shares her remarkable journey from the foster system to becoming a therapist. We unpack tools she's created—like the Anger Bag and Shamewich—to help children process big emotions like rage, shame, and grief.   What we cover in this episode Her personal adoption journey & one-woman show How trauma shapes identity—and how it doesn’t have to define us What the “inner courtroom” and “primal wound” really mean Why transparency is essential in...

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303. Living Your Purpose Out Loud: Lateshia Pearson on Confidence, Vulnerability & Being Real show art 303. Living Your Purpose Out Loud: Lateshia Pearson on Confidence, Vulnerability & Being Real

The Game On Girlfriend Podcast

What does it actually look like to live your purpose while growing a business, being in the public eye, and staying true to yourself? In this episode, Sarah sits down with powerhouse entrepreneur and reality TV star Lateshia Pearson for a heart-opening conversation on empowerment, authenticity, and navigating life’s curveballs with grace and grit. From the magic behind her Mingling Over Mimosas event to the raw realities of being vulnerable on reality TV, Lateshia shares how she built a brand from scratch, how she pushes past fear, and why living in her purpose is non-negotiable.   What...

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302. Self-Directed IRAs: The Retirement Strategy Nobody Told You About with Kaaren Hall show art 302. Self-Directed IRAs: The Retirement Strategy Nobody Told You About with Kaaren Hall

The Game On Girlfriend Podcast

Only 4% of people know about self-directed IRAs—accounts that let YOU control your retirement investments instead of a financial advisor. Kaaren Hall, CEO of UDirect IRA Services, explains how your IRA can invest in real estate, private lending, local businesses, and things you actually believe in. For women entrepreneurs struggling to access capital, this $40 trillion pool of retirement money changes everything. Learn what self-directed IRAs are, how to get started, and why this matters for your financial future. Pop in those earphones. Let's talk retirement.   What You'll Learn What...

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301. From 40 Guitar Students to Two Thriving Businesses: How Rachel Lipson Built Multiple Income Streams Without Burning Out show art 301. From 40 Guitar Students to Two Thriving Businesses: How Rachel Lipson Built Multiple Income Streams Without Burning Out

The Game On Girlfriend Podcast

Sarah sits down with Rachel, a spirited creative and entrepreneur, to talk about how she followed two passions and turned them into thriving businesses: a music school and a travel company. Rachel shares the real behind-the-scenes of transitioning from preschool teacher to founder of Blue Balloon School and Brooklyn Family Travelers.   What You'll Learn Why burnout actually led to business clarity Rachel’s struggles with delegation—and how she’s learning to let go Lessons from crossing industries (guitar to global travel?! Yes, really.) How to manage multiple businesses and...

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300. 300 Episodes and Counting: Why Your Dreams in Progress Matter More Than Perfect Timing show art 300. 300 Episodes and Counting: Why Your Dreams in Progress Matter More Than Perfect Timing

The Game On Girlfriend Podcast

300 episodes. Hundreds of stories. And one big truth: You did this. In this milestone episode, Sarah Walton reflects on the incredible journey of the Game On Girlfriend® Podcast—from recording in her basement to showing up every single week (even when no one was watching...yet). She shares the lessons she’s learned along the way about consistency, self-trust, and what really happens when you refuse to give up on your dreams.  This episode isn’t just about looking back—it’s a celebration of YOUR dreams in progress. Sarah lays down the truth about what to do when you want to...

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299. From Corporate Layoffs to Creative Freedom - How Trinette Faint Built Her Multi-Hyphenate Career show art 299. From Corporate Layoffs to Creative Freedom - How Trinette Faint Built Her Multi-Hyphenate Career

The Game On Girlfriend Podcast

In this week’s episode of The Game On Girlfriend® Podcast, I sit down with the extraordinary Trinette, a creative powerhouse who has lived multiple lifetimes—in modeling, tech, film, and beyond. After losing her corporate job, she took a gap year to build the creative career she actually wanted. What You'll Learn From modeling in France to starring in indie films Inventing your own rules when the path ahead isn’t clear How to survive a layoff and create the career you actually want Trinette’s rollout of her curated networking experience—and why in-person connections still...

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298. How to Become Your Own Bank: Infinite Banking for Women Entrepreneurs with Erica Neal show art 298. How to Become Your Own Bank: Infinite Banking for Women Entrepreneurs with Erica Neal

The Game On Girlfriend Podcast

What if the key to financial freedom wasn't another retirement account… but a completely different way of thinking about money? In this episode of The Game On Girlfriend® Podcast, Sarah sits down with finance educator and founder Erica Neal to talk about infinite banking—a strategy that uses custom-designed life insurance policies to help you grow wealth, keep liquidity, and still protect your future.   What You'll Learn Erica shares her unfiltered story: from teen mom to Wall Street to building her own wealth management firm, centered on empowering financial education. The...

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More Episodes

Small business owner Jennifer Kok opened her cookie business and delivered her second daughter just two days later—literally delivering babies and cookies on the same day. After running her business for 20 years and experiencing everything from bounced paychecks to franchise success, Jennifer now helps overwhelmed entrepreneurs transform into confident CEOs without burning out on social media.

In this raw and honest conversation, Jennifer shares the real statistics behind small business failure (spoiler: they don't fail, they quit). She reveals the predictable pattern that causes entrepreneurs to walk away right before their breakthrough. From managing cash flow crises to building your personal board of directors, this episode pulls back the curtain on the messy middle of entrepreneurship. It provides actionable strategies for pushing through the plateau.

If you've ever felt isolated in your business, questioned whether you're cut out for entrepreneurship, or wondered how to pay yourself properly, this episode offers both practical solutions and the emotional support every business owner needs to hear.

What You'll Learn

  • Why 50% of small businesses actually quit rather than fail, and how to avoid becoming part of that statistic

  • The predictable pattern that hits entrepreneurs around year 3-4 and how to navigate "the messy middle"

  • How to build your personal board of directors with five specific types of advisors

  • The critical difference between working in your business versus working on your business

  • How to conduct a business breakthrough strategy, starting with your numbers

  • Why profit margins matter more than revenue and how to calculate what you're really earning

  • How to find your micro audience and unique differentiator without fear-based thinking

  • Cash flow management fundamentals that prevent payroll crises

  • The mindset shifts that separate successful entrepreneurs from those who quit

 

This episode features Jennifer Kok, a business coach with 25 years of entrepreneurial experience who literally delivered her baby and cookie orders on the same day she opened her business. Jennifer challenges the common belief that small businesses fail, arguing instead that they quit, particularly around the 3-4 year mark when entrepreneurs hit what she calls "the messy middle."

The conversation covers Jennifer's journey from corporate America to cookie business owner, including a humbling moment when she had to put payroll on a credit card during a family vacation. This crisis became a turning point that led her to master business fundamentals and eventually help other entrepreneurs avoid similar pitfalls.

Key insights include the importance of building a personal board of directors (comprising five specific types of advisors), understanding profit margins over vanity metrics such as revenue, and developing systems for working on your business rather than just in it. Jennifer emphasizes that entrepreneurial challenges aren't character flaws but navigation points toward better systems. That isolation kills more businesses than a bad strategy.

The episode explores the psychological aspects of entrepreneurship, highlighting the interconnection between personal and business growth, and provides practical strategies for financial management, targeting micro-audiences, and maintaining confidence during challenging periods.

Catch these additional episodes from the Game On Girlfriend® Podcast:

About Jennifer Kok:

Jennifer Kok is the woman who traded corporate perks for cupcake chaos, turned frosting into a franchise, and now transforms overwhelmed, underpaid business owners into confident CEOs. 

With 25+ years of hard-earned entrepreneurial wisdom (including bounced paychecks, brand pivots, and franchising wins), Jen helps local businesses earn more and stress less — without selling their soul to social media.

Her superpower? Spotting what's not working and fixing it fast — with pricing that pays, messaging that magnetizes, and strategies that scale.

She’s an advocate for locally owned small businesses and has a heart for helping them not only survive but thrive. 

Whether she’s behind the mic on Main Street Success Stories Podcast,  at the lake with her grandkids and goldens, or on stage inspiring fellow founders — Jen shows up real, relatable, and ready to help you rise.

Free Gift from Jennifer Kok:

Ready to stop spinning your wheels and start building a truly profitable business? Jennifer is offering Game on Girlfriend listeners her free 30-minute training: "3 Keys to Growing a Profitable Business."

This isn't another generic business strategy session - it's the exact framework Jennifer uses with her coaching clients to help them move from cash flow chaos to confident CEO. You'll discover how to evaluate your numbers like a pro, find your profitable micro audience, and build systems that actually scale your business without burning you out.

Download your free training at: nextwavebusinesscoaching.com/webinar

Perfect for listening while you walk, garden, or tackle your to-do list, Jennifer designed this training to provide you with actionable insights that you can implement immediately to start seeing real profits in your business.

Connect with Jennifer Kok:

  • Website: https://nextwavebusinesscoaching.com/

  • LinkedIn: https://www.linkedin.com/in/jenniferowenskok/

  • Podcast: https://nextwavebusinesscoaching.com/podcast

  • Instagram: https://www.instagram.com/nextwavewithjen/

 

Connect with Sarah Walton:

 

You can check out our podcast interviews on YouTube, too! http://bit.ly/YouTubeSWalton 

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