Deals with Heels - Where Female Entrepreneurs Thrive

About Deals with Heels - Where Female Entrepreneurs Thrive

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.

Publisher

Debra Bowers

Category

business

Language

en

Explicit

Yes

First episode

22 Sept 2023

Latest episode

6 Oct 2026

Latest episodes

1 of 139 episodes have a transcript.

1. 

   6 Oct 2026

   How Do You Scale What Makes Your Business Special Without Losing It? with Tammy Conover

   Summary Being exceptional at what you do and knowing how to build a business around it are two very different things. Sometimes the very thing that makes a business extraordinary is also what makes it difficult to explain, systematize, and scale. In this episode of Deals with Heels, Debra Bowers talks with intuitive abstract artist Tammy Conover about the Soul Painting experience, Tammy’s own healing through art, and what it takes to build a business around something deeply personal without stripping away the connection that makes it valuable. Tammy shares how Soul Paintings began, why the experience is about more than creating a beautiful painting, and how people can continue discovering new meaning in their paintings long after the session ends. Debra and Tammy also go behind the scenes of their work together: moving the experience from an in-person model to a virtual one, preserving Tammy’s creative process, expanding client deliverables, and building systems and technology around the work instead of forcing the work to conform to the technology. The conversation also explores trauma, healing, intuition, confidence, entrepreneurship, and a larger business lesson: sometimes growth doesn’t require changing what makes your business special. It requires protecting it and building everything else around it. Key Topics & Main Ideas - What a Soul Painting experience is - How Tammy’s art became part of her own healing - Why feeling seen, heard, and understood matters - How to scale a deeply personal creative service - What should—and should not—be standardized - Using technology to support human connection rather than replace it - Moving from in-person delivery to a virtual model - Turning existing creative work into stronger client deliverables - Using AI and systems without flattening the human experience - Building confidence around the parts of entrepreneurship that don’t come naturally - Listening to intuition without confusing it with fear or worry - Protecting the thing that makes a business extraordinary RESOURCES Connect with TammyYou can book your own Soul Painting Experience on Tammy's website. Website: https://TammyConoverArt.com LinkedIn https://www.linkedin.com/in/tammy-conover-ba36ab159/ (https://www.linkedin.com/in/tammy-conover-ba36ab159/) Facebook: https://www.facebook.com/tammyconoverart (https://www.facebook.com/tammyconoverart) Instagram: https://www.instagram.com/tammyconoverart/ (https://www.instagram.com/tammyconoverart/) YouTube: https://www.youtube.com/@tammyconoverart9666 (https://www.youtube.com/@tammyconoverart9666) Connect with Debra LinkedIn: https://www.linkedin.com/in/debra-bowers/ (https://www.linkedin.com/in/debra-bowers/) The Growth Vanguard: https://thegrowthvanguard.com/ (https://thegrowthvanguard.com/) 5 Signs Your Growth Is Breaking: https://5signs.thegrowthvanguard.com/ (https://5signs.thegrowthvanguard.com/) Human Sales Playbook: https://thegrowthvanguard.com/free-ebook (https://thegrowthvanguard.com/free-ebook) Hexagon Media https://hexagonmedia.net/ (https://hexagonmedia.net/) Stay Connected with Deals with Heels 🎧 Follow Deals with Heels on your favorite podcast platform. 💬 Connect with Debra on LinkedIn and join the conversation. ⭐ Leave a rating or review to help more people discover the show. Until next time, stand strong in your power—especially when it gets uncomfortable.

2. 

   29 Sept 2026

   What Broadway Can Teach Us About Trust, Teamwork, and Extraordinary Performance with Teri Pruitt

   Summary When we experience something extraordinary, we naturally notice the person standing in front of us—the performer, the leader, the person taking the bow. What we rarely see are all the people behind the scenes whose work made that moment possible. For more than 25 years on Broadway, Teri Pruitt has worked in an environment where hundreds of people have to trust one another, adapt when something goes wrong, and consistently create excellence most of the audience will never see. And organizations aren't really that different. In this episode of Deals with Heels, Debra Bowers sits down with Teri, founder of Open the Aperture, to explore what the theatrical process can teach us about leadership, teamwork, communication, trust, recognition, and creating an extraordinary experience. Teri takes us backstage to explain how Broadway productions move from development through technical rehearsals and previews, where teams continuously rehearse, test, adjust, and learn before opening night. Debra and Teri also explore what corporate teams can learn from theatrical improvisation, including using “yes, and” to break down silos, invite ideas, and help people step outside their own perspective. They discuss what happens when a great team's work doesn't produce the expected outcome, why timing and audience readiness matter, and how strong professional communities create relationships that extend far beyond a single production. Because extraordinary performance is rarely created by the person everyone sees. It is built through trust, alignment, respect, empowered teams, and the work happening backstage long before the customer experiences the result. Key Topics & Main Ideas - What Broadway can teach organizations about teamwork and trust - Why extraordinary performance depends on work the audience never sees - How backstage teams experience recognition without standing in the spotlight - Why respect for someone's competence creates a foundation for trust - How a shared goal helps teams work through conflict - What technical rehearsals and Broadway previews can teach businesses about testing and iteration - Using “yes, and” to move teams beyond silos and defensiveness - How changing perspectives can help teams solve difficult problems - Why outrageous ideas sometimes lead to the best practical solutions - The difference between internal competition and collective success - Why a strong performance can still fail when the audience isn't ready - How teams respond to decisions made far above their level of authority - Why professional relationships and community matter over an entire career - How team empowerment affects the experience customers ultimately receive - Why leaders have to build the backstage before customers experience the performance RESOURCES Connect with Teri Pruitt Website: https://www.teripruitt.world (https://www.teripruitt.world) LinkedIn: https://www.linkedin.com/in/teri-pruitt-a2b341101/ (https://www.linkedin.com/in/teri-pruitt-a2b341101/) Teri also invites listeners interested in her personal work and theater life to connect with her on Facebook and Instagram. Connect with Debra Bowers our Host LinkedIn: https://www.linkedin.com/in/debra-bowers/ (https://www.linkedin.com/in/debra-bowers/) The Growth Vanguard: https://thegrowthvanguard.com/ (https://thegrowthvanguard.com/) Free Resource — 5 Signs Your Growth Is Breaking: https://5signs.thegrowthvanguard.com/ (https://5signs.thegrowthvanguard.com/) Human Sales Playbook: https://thegrowthvanguard.com/free-ebook (https://thegrowthvanguard.com/free-ebook) Hexagon Media: https://hexagonmedia.net/ (https://hexagonmedia.net/) Stay Connected with Deals with Heels 🎧 Follow Deals with Heels on your favorite podcast platform so you never miss an episode. 💬 Join the conversation by connecting with Debra on LinkedIn and sharing what resonated with you. ⭐ Leave a rating or review to help more people discover Deals with Heels and the conversations that can help them grow. Until next time, stand strong in your power—especially when it gets uncomfortable.

3. 

   22 Sept 2026

   Why Knowing What to Do Isn't Enough to Change with Janylène Turcotte

   Summary Have you ever known exactly what you needed to do—and still couldn't make yourself do it? You know the boundary you need to set. The habit you need to change. The role you've outgrown. You may even understand why you keep repeating the same pattern, yet somehow you continue making choices from the person you've learned to be rather than the person you're trying to become. In this episode of Deals with Heels, Debra Bowers sits down with executive coach and clinical hypnotherapist Janylène Turcotte, founder of Hypnocoach, to explore the gap between knowing and becoming. Janylène explains why we can remain attached to what is familiar even when it is uncomfortable, how subconscious beliefs influence our choices, and why getting clear about the “why beneath the why” can change the decisions we make. She also introduces a provocative question: What benefit might we be receiving from staying exactly where we are? Debra shares her own experience of mistaking functional freeze for procrastination, learning to regulate herself in real time, rebuilding the capacity to make decisions, and recognizing how scarcity once led her to give away the very strategy and creativity she was trying to sell. Their conversation expands into confidence, value, people-pleasing, relationships, identity, deliberate action, and what happens when the people around us have grown comfortable with an older version of who we were. Together, they explore something at the heart of real transformation: insight can show us what needs to change, but becoming someone new requires us to create new experiences, new evidence, and eventually a new version of what feels familiar. Key Topics & Main Ideas - Why knowing what to do doesn't necessarily create change - Why the familiar can feel safer even when it is unhealthy or uncomfortable - Finding the “why beneath the why” before making major decisions - How subconscious thoughts and beliefs influence behavior - Functional freeze, procrastination, and emotional regulation - Accessible ways to become curious about subconscious thoughts - Why the meaning we attach to an experience may matter more than the experience itself - Capacity, confidence, and trusting ourselves to handle uncertainty - Why we sometimes give away our expertise instead of standing in its value - The hidden benefit behind staying stuck or maintaining the status quo - Scarcity, validation, and the urge to prove our value - Why action can help us discover what we actually want - How deliberate action creates new evidence about who we are becoming - Why old patterns can eventually become less familiar than new ones - What happens to relationships when one person changes - People-pleasing, fawning, and the people who benefited from the old version of us - Why human implementation—not strategy—is often the hardest part of growth Resources: Connect with Janylène Website: https://hypnocoach.ca/ (https://hypnocoach.ca/) LinkedIn: https://www.linkedin.com/in/janylene/ (https://www.linkedin.com/in/janylene/) Instagram: https://www.instagram.com/hypnocoach_janylene_aka_jt/ (https://www.instagram.com/hypnocoach_janylene_aka_jt/) Facebook: https://www.facebook.com/janylene.turcotte.2025 (https://www.facebook.com/janylene.turcotte.2025) Janylène offers a complimentary 30-minute call through her website and publishes a weekly newsletter with reflections and client stories. Connect with Debra LinkedIn: https://www.linkedin.com/in/debra-bowers/ (https://www.linkedin.com/in/debra-bowers/) The Growth Vanguard: https://thegrowthvanguard.com/ (https://thegrowthvanguard.com/) Free Resource — 5 Signs Your Growth Is Breaking: https://5signs.thegrowthvanguard.com/ (https://5signs.thegrowthvanguard.com/) Human Sales Playbook: https://thegrowthvanguard.com/free-ebook (https://thegrowthvanguard.com/free-ebook) Hexagon Media: https://hexagonmedia.net/ (https://hexagonmedia.net/) Stay Connected with Deals with Heels 🎧 Follow Deals with Heels on your favorite podcast platform so you never miss an episode. 💬 Join the conversation by connecting with Debra on LinkedIn and sharing what resonated with you. ⭐ Leave a rating or review to help more people discover Deals with Heels and the conversations that can help them grow. Until next time, stand strong in your power—especially when it gets uncomfortable.

Inside a recent episode

What Freedom Costs: A Conversation with Iranian Human Rights Leader Zolal Habibi

Published 28 Jul 2026 · Transcript excerpt

[…] And I think that's often why the people there aren't able to speak up and band together. I think that, as you said, I mean, it is a choice that's difficult because it comes with a price, but also it is a responsibility. I always thought, like, if I have had the privilege to grow up in a democracy and to have the freedoms that we take for granted on daily basis, what is my responsibility toward those who are denied those same rights? That is a responsibility that's on our shoulders. There are two ways of looking at it. I mean, I know others who even within my own family might say like, look, our family has done its part, let other people do theirs. […]

Who has been a guest on Deals with Heels - Where Female Entrepreneurs Thrive

Names identified in recent episode analyses. Showing up to five guests.

• Heather Rhyker
• Sasha Shine Bright
• Rhonda Britten
• Philippa Gamse
• Julie Livingston

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

18,429

Score snapshot 15 Sept 2025

Apple Podcasts (US)

4.6 / 5

9 ratings

Spotify

4.3 / 5

6 ratings

Podcast Authority Score: 63 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

70

Social presence

0

YouTube

72

Engagement

67

Questions about Deals with Heels - Where Female Entrepreneurs Thrive