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From Olympian to 7-Figure CEO: Sherry Winn's Blueprint for Business Transformation

From Olympian to 7-Figure CEO: Sherry Winn's Blueprint for Business Transformation

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Welcome to the Made to Sell Podcast, where we explore the incredible journeys of transformation and growth in the entrepreneurial world. In this episode, we unpack the extraordinary story of Sherry Winn, a two-time Olympian and national championship basketball coach who, at 50, made a radical pivot into the business world. She became CEO of The Winning Leadership Company and, remarkably, scaled it to over a million dollars in revenue. Her journey is a true blueprint for what happens when athletic grit meets smart business strategy.


Join us as we delve deeper than just the headlines, uncovering the key moments, unconventional strategies, and personal philosophies that fueled Sherry's growth. You'll gain actionable wisdom whether you're looking to scale your business, become a better leader, or navigate your own significant career shift. We'll explore her powerful insights on strategic learning through coaching, leveraging a book for networking and branding, the power of delegation using virtual assistants, the fundamental role of daily rituals in maintaining authentic energy, and her incredible 40x increase in speaking fees—a testament to aligning her pricing with her deep sense of self-worth. Sherry's journey from Olympian to 7-figure CEO is a masterclass in unwavering self-belief and business transformation.


Mentioned Resources, Links & Tools:

  • Sherry Winn's Website: thewinningleadershipcompany.com

  • Sherry Winn's Book: Winning Leadership: Seven Secrets to Being a Truly Powerful Leader

  • Business Coach: Sarah Victory from The Victory Company

  • Sherry's Special Offer for Made to Sell Podcast Listeners: Potentially a live free webinar for interested companies, in exchange for marketing her work to your network. Topics include resilience, emotional intelligence, authentic leadership, and winning conversations. Check her website for details.

  • Ari & Peter’s Book: Made to Sell: Creating Websites that Convert


Stay connected with us Ari and Peter Krzyzek, plus our guest speaker Sherry Winn

  • Ari Krzyzek on LinkedIn and Instagram @ari.krzyzek

  • Peter Krzyzek on LinkedIn

  • Sherry Winn on LinkedIn


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