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The Courageous Entrepreneur Show

Positioning Strategist Winnie Anderson interviews entrepreneurs who share how they gained the courage to stand out when they hate standing out and sell their services without being salesy. Winnie also interviews experts who share tips and strategies to leverage technology to help you stand out, demonstrate your expertise, and attract clients and opportunities.

From the show's RSS feed, refreshed Apr 17, 2026. Source feed.

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Episodes

  1. Your Sensitivity is Your Super Power

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  2. Healthy Gut, Healthy Entrepreneur

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  3. Tips to Build a Community on Faccebook

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  4. Simplifying Social Media

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  5. Escaping the Rabbit Hole

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  6. Common Pricing Mistakes

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. Remember my guests and…

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  7. From Welfare to Wildly Successful

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  8. From Employee to Entrepreneur

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  9. Build Your Business Your Way

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  10. Protect Your Business Assets

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  11. The Courage to Live Your Dream

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you end self-doubt, silence your Inner Critic, and break free from limiting beliefs and disempowering patterns so you break through to create the thriving, successful business you dream…

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  12. Finally Break Free From Patterns

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  13. Break free from Money Issues

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  14. Following Signs to Freedom

    If you've ever wondered if it's possible to create success in a way that's in alignment with who you are you definitely want to hear this week's episode. Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate...

  15. The Path of an HSP Entrepreneur

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services even though you hate selling, and create the thriving, successful business you dream of and deserve. The show features...

  16. From Survival Strategies to Thriver Strategies

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services even though you hate selling, and create the thriving, successful business you dream of and deserve. The show features...

  17. Strategic Success Secrets

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services even though you hate selling, and create the thriving, successful business you dream of and deserve. I'm your host Winnie...

  18. The Courage to Lead

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services even though you hate selling, and create the thriving, successful business you dream of and deserve. The show features...

  19. See Selling as Serving

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services even though you hate selling, and create the thriving, successful business you dream of and deserve. The show features...

  20. Own Your Value

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services even though you hate selling, and create the thriving, successful business you dream of and deserve. The show features...

  21. From Idea to Product

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you stand out when you hate standing out, sell your services without being salesy, and consistently take action with courage confidence and clarity. The show features interviews with...

  22. Sales Tips for Career Changers

    Show Notes Retirement has been completely re-invented and reconsidered as people at 40+ pivot and shift from one career to another. People continue working for a combination of reasons including they love the work they do or they have different interests at different points in their lives and…

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  23. Build Lifelong Client Relationships

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  24. Buy or Build a Business?

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  25. Open Yourself to Receiving Abundance

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  26. Build Your Brand as a Thought Leader

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  27. From Side-Hustle to Six Figures

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  28. A Different Version of Your Dream

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  29. Tips to Develop On-Camera Confidence

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  30. Success No Matter What

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. I'm your host Winnie...

  31. How Organizational Life Leads to Struggle On Our Own

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  32. Get Known Faster

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  33. Success at Any Age

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  34. How to Be an Intentional Networker

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  35. Tips for An Effective Social Media Strategy

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  36. Building an Expert Brand

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  37. Getting Clients with LinkedIn

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  38. Getting a Product on QVC

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  39. Maximize Your Reach and Revenue

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  40. Creating a Success Mindset

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  41. Moving Past Grief

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. I'm your host Winnie...

  42. The Opportunity Inside Failure

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. I'm your host Winnie...

  43. The Courage to Grow

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  44. Recognize Your Money Patterns

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. I'm your host Winnie...

  45. Boring Networking Dinners Solved

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  46. Leverage Your Creative Personaltiy

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  47. Impact and Influence

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  48. See Your Challenge as a Gift

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  49. Pricing for Profit

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from self-doubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

  50. Make Your Mess Your Message

    Welcome to the Courageous Entrepreneur Show. This is the show that shares information and inspiration to help you break free from selfdoubt, limiting beliefs, and disempowering patterns and break through to create the thriving, successful business you dream of and deserve. The show features...

About this show

Positioning Strategist Winnie Anderson interviews entrepreneurs who share how they gained the courage to stand out when they hate standing out and sell their services without being salesy. Winnie also interviews experts who share tips and strategies to leverage technology to help you stand out, demonstrate your expertise, and attract clients and opportunities.

Frequently asked questions

How many episodes does The Courageous Entrepreneur Show have?

The Courageous Entrepreneur Show has 75 episodes on PodParley. The most recent episode was published on December 8, 2019.

What is The Courageous Entrepreneur Show about?

Positioning Strategist Winnie Anderson interviews entrepreneurs who share how they gained the courage to stand out when they hate standing out and sell their services without being salesy. Winnie also interviews experts who share tips and strategies to leverage technology to help you stand out,...

How often does The Courageous Entrepreneur Show release new episodes?

The Courageous Entrepreneur Show publishes every two weeks, based on its 75 episodes since June 2017.
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