Debra Bowers

Deals with Heels

Business EN ↓ 126 episodes

Deals with Heels is a leadership and business podcast for entrepreneurs, executives, and sales leaders who want clarity, confidence, and sustainable growth. Hosted by Debra Bowers, the show explores leadership decision-making, sales psychology, communication, and the human side of business through real conversations and practical insight. Each episode helps listeners lead better, sell with integrity, and build a business that works for real life.

Author

Debra Bowers

Category

Business

Podcast website

www.dealswithheels.com

Latest episode

Jul 7, 2026

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Episodes

What Growth Reveals About Leaders, Teams, and the Businesses They Build with Kathie Feng 07.07.2026

Description Growth doesn't create problems. It reveals them. As organizations grow, hidden challenges often become impossible to ignore. Communication breaks down. Departments become disconnected. Marketing gets blamed for slowing sales. Operations struggles to keep up with demand. Leaders are forced to confront issues that have often existed long before growth exposed them. In this episode of Dea...

What Great Leaders See Before Everyone Else Does with Liz Weber 30.06.2026

Description Most organizations don't struggle because leaders lack intelligence. They struggle because the conversations happening publicly are often different from the conversations happening privately. By the time culture issues, succession problems, declining performance, or strategic misalignment become visible, the warning signs have usually been there for much longer. In this episode of...

Ethical Leadership in Uncertain Times: What Happens When Values Are Tested with Jennifer Gligoric 23.06.2026

Description Today's conversation explores what happens when leadership, ethics, and uncertainty collide. It's easy to talk about values when business is thriving. The real test comes when pressure increases, budgets tighten, technology changes, and difficult decisions have to be made. In this episode, Debra sits down with business strategist Jennifer Gligoric to discuss ethical leadership,...

Growth Is Supposed to Feel Good. So Why Does It Feel So Heavy with Lauren Zaslansky Conner 16.06.2026

Episode Description Growth is often portrayed as the goal. More revenue. More customers. More opportunity. But behind the scenes, growth can create something much heavier: more decisions, more pressure, more complexity, and more responsibility resting on the shoulders of leaders and founders. In this episode of Deals with Heels, Debra Bowers sits down with fractional COO and revenue operations str...

When Financial Pressure Stops Being About Money with Sue Schuster 09.06.2026

Episode Description Most business owners believe financial decisions are based on logic. Look at the numbers. Work harder. Stay disciplined. Push through. But beneath many financial decisions lies something far more powerful: fear. In this episode of Deals with Heels, Debra Bowers sits down with business funding strategist Sue Schuster to explore the emotional relationship founders have with money...

How Great Leaders Build Trust Without Sacrificing Results with Kathy Eastwood 02.06.2026

Description Leadership isn't a choice between results and people. The strongest leaders know how to build trust, accountability, and performance at the same time. In this conversation, Debra Bowers sits down with leadership strategist Kathy Eastwood, creator of the E3 Leadership Code, to explore why so many organizations struggle with burnout, disengagement, and mistrust—and what leaders can d...

When Growth Starts Breaking Leaders: Trust, Burnout & the Hidden Cost of Carrying Too Much with DeeAnn Palin 26.05.2026

Episode Description: Leadership pressure rarely arrives all at once. It builds quietly through growth, responsibility, constant decisions, and the weight of people depending on you. In this deeply honest conversation, Debra Bowers sits down with leadership strategist and business consultant DeeAnn Palin to explore what really happens behind the scenes as organizations scale — and the emotional, op...

Breaking the Silence: Women, Money, and Hidden Vulnerabilities with Anna Felix 19.05.2026

SUMMARY This episode dives into the often-overlooked emotional and practical aspects of women’s financial health, emphasizing the importance of awareness, communication, and proactive planning. Debra Bowers hosts Anna Felix, a financial strategist, to share insights on how women can step into financial ownership before crises strike. Main topics - key insights: The hidden vulnerabilities women fac...

The Surprising Power of Community Support in Destigmatizing Women's Health Issues - with Lauren Barker 12.05.2026

Summary Join Debra Bowers, host of Deals with Heals, as she uncovers how Lauren Barker, CEO of Uresta, is transforming one of the most taboo health issues into a movement of trust, honesty, and humor. Discover the surprising strategies that break through shame, turning hesitant customers into loyal advocates without costly procedures or prescriptions. In this episode, Debra explores the critical r...

The 90-Day Revenue Strategy Solopreneurs Need for Sustainable Success with Sue Pats 05.05.2026

Summary This episode explores the realities of building a sustainable online business, emphasizing the importance of simplicity, realistic expectations, and emotional resilience. Guest Sue Patz shares her inspiring journey of recovery and her strategies for solopreneurs to generate consistent income while maintaining well-being. Key Topics The importance of simplicity in business systems Realistic...

Overcoming Fear and Rejection in Leadership and Sales with LaQuincia Nichols 28.04.2026

SUMMARY In this episode, Debra Bowers interviews leadership coach LaQuincia about the internal and external challenges high-achieving women face when speaking up, setting boundaries, and advocating for themselves. They explore practical strategies for overcoming fear, handling rejection, and building confidence in leadership and sales contexts. KEY TOPICS Internal barriers to speaking up The cost...

The Power of Letting Go: How Delegation Transforms Your Business with Renee Hastings 21.04.2026

Summary In this insightful interview, Renee Hastings shares her expertise on the emotional and practical aspects of delegation, trust, and creating space for growth in business. Discover how letting go can lead to increased capacity, better relationships, and a more sustainable business model. Key Topics • Emotional challenges of delegation • Trust issues in leadership • Creating space for growth...

The Emotional Cost of Sales: Insights from Justine Beauregard 14.04.2026

Summary Explore the human side of sales with Justine Beauregard, a sales coach and entrepreneur, as she shares her journey from robotic, manipulative sales tactics to a more natural, aligned approach. Learn how emotional resilience, curiosity, and authentic connection can transform your sales experience and results. Key Topics Emotional Aspects of Sales: Exploring the emotional challenges and pers...

The Hidden Stories That Shape Your Financial Life - with Linda Grizely 07.04.2026

Summary Explore how scarcity mindset influences financial decisions and leadership, with insights from Linda Grisely , a financial wellness educator. Learn practical strategies to reframe money stories, boost confidence, and create a healthier relationship with money. Key Topics Scarcity mindset in decision making Reframing negative money stories Impact of childhood money messages Strategies for f...

Rational Optimism: Turning Emotional Overload into Embodied Leadership with Lori Rogers 31.03.2026

Summary In this episode, Debra Bowers interviews Lori Rogers, a mindset expert and co-founder of Positive Activity, about building resilience through daily intentional action. They explore practical strategies for cultivating optimism, managing emotions, and taking inspired action to create a fulfilling life. Key Topics • Building resilience through daily habits • The science of optimism and posit...

Redefining Success: From Degrees to Real-World Impact with Emily McSherry 24.03.2026

Summary Discover how Emily McSherry, CEO of Advize, shifted from early success to finding her true purpose and empowering others. This episode explores the importance of self-awareness, leadership, and building impact-driven careers beyond traditional achievement. Key Topics The paradox of high achievement and feeling lost despite success How early accolades influence mindset in adulthood Practica...

Homelessness to Hope: The Power of Community Collaboration with Meghan Mueller 17.03.2026

Summary In this episode of Deals with Heals, host Debra Bowers engages in a profound conversation with Megan Mueller, President and CEO of the Oklahoma City Homeless Alliance. They discuss the complexities of leadership in addressing homelessness, the importance of curiosity and collaboration, and the transformative power of art in healing. Megan shares her journey from intern to CEO, emphasizing...

Authentic Branding & Leadership Across Generations with Sarah Ashley 10.03.2026

Summary Discover how younger entrepreneurs like Sarah Ashley are redefining leadership, authenticity, and freedom in business and life. This episode explores the power of personal and brand voice, the role of AI as a thought partner, and living without limits to foster creativity and purpose. Key Topics The significance of discovering and owning your authentic voice in personal and business contex...

From Side Hustle to Success: Reinventing with Integrity with Rachel Minion 03.03.2026

Summary In this conversation, Debra Bowers and Rachel Minion discuss the challenges and opportunities of building a business after a crisis, emphasizing the importance of authenticity, focus, and setting boundaries. Rachel shares her journey of reinvention, the cost of being authentic in business, and the significance of prioritizing tasks under pressure. They also explore the importance of unders...

The Surprising Power of Follow-Up That Builds Trust and Closes Deals with Wanda Allen 17.02.2026

Summary - In this episode, we dive deep into the art of follow-up with sales expert Wanda Allen. Follow-up is often seen as a daunting task, but Wanda reveals how it can be transformed into a powerful tool for building trust and closing deals. Through engaging stories and practical advice, she uncovers the emotional barriers that hold us back, such as the fear of rejection and the misconception of...

Why Chasing Visibility Is Dead—Focus on Demand and Trust Instead- with Debra Bowers 10.02.2026

Summary In this conversation, Debra Bowers discusses the critical role of trust in sales and marketing, emphasizing that demand building is essential for creating genuine connections with potential clients. She explores the concept of the trust gap, where visibility does not equate to demand, and outlines practical steps for building trust and demand through consistent messaging, resonating with t...

How Inner Freedom Is the Key to Unlocking True Leadership Potential-with Regina Huber 03.02.2026

Summary In this conversation, Debra Bowers and Regina Huber explore the intricate relationship between freedom and leadership. They discuss the costs associated with leadership, the illusion of freedom in entrepreneurship, and the importance of self-awareness and emotional intelligence. The dialogue emphasizes the need for vulnerability, the impact of childhood conditioning, and the significance o...

The Transformative Power of Near-Death Experiences with Holly Porter 27.01.2026

Summary In this conversation, Debra Bowers and Holly Porter explore the profound changes in leadership and personal purpose that can arise from near-death experiences. Holly shares her journey through COVID-19, the lessons learned about resilience, and the importance of surrendering to one's true calling. They discuss the Shift Framework, which emphasizes surrender, hope, intuition, faith, and...

Leading with Presence: A New Paradigm with Arlene Cohen-Miller 20.01.2026

## Summary In this episode of "Deals with Heals," host Debra Bowers engages in a profound conversation with Arlene Cohen Miller, an attorney and coach, about negotiating and leading from presence rather than pressure. They explore the challenges women face in maintaining strong boundaries without guilt and accessing real power without disconnecting from their authentic selves. Arlene sha...

Standing Strong: 100 Episodes of Empowerment and Growth 15.01.2026

Summary In this reflective episode of Deals with Heels, host Debra Bowers celebrates the 100th episode by sharing her journey of empowerment, the challenges faced, and the lessons learned along the way. She emphasizes the importance of finding one's voice, the non-linear nature of growth, and the significance of community and support in personal and professional development. As she looks ahead to...

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