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June 4, 2025 42 mins

Join us for an inspiring conversation with Dana Shortt, the visionary entrepreneur who built a beloved business from the ground up, transforming it into a true community staple. 


Dana shares the remarkable story of her journey, from her humble beginnings in catering to the emotional and strategic process of successfully exiting her business. This episode is packed with valuable lessons for anyone navigating the world of entrepreneurship, ownership transition, and planning an exit strategy.


Join us every other week for leadership stories from female founders, trailblazers in women leadership and entrepreneurs sharing their success stories.


Here's what you'll learn in this episode:

  • The Genesis of a Business: Discover how Dana started her catering business with just IKEA bags and the subway, eventually evolving it into a thriving retail store. Learn about the crucial role of mentorship from family and professionals in shaping her path.
  • Building a Brand with Purpose: Dana emphasizes the importance of quality food and a clear pricing strategy in attracting and retaining loyal customers. She'll share how she overcame early skepticism about her age and stuck to her convictions to build a business known for excellence.
  • The Full-Time Job of Selling a Business: Dana pulls back the curtain on the often-overlooked realities of selling a business. She shares how the business sale process felt like "another full-time job" and the critical need to maintain business operations as if you weren't selling.
  • Navigating the Emotional Journey: Selling a business you've poured your heart into – what Dana affectionately calls her "third baby" – is an incredibly emotional experience. Hear how she navigated these feelings and ensured a positive transition for everyone involved, preserving the legacy she built.
  • Key Advice for Entrepreneurs: Dana offers invaluable insights for anyone considering their own exit strategy. From understanding your business's true value to the power of "If you don't ask, you don't get," her advice is practical and empowering.


Beyond the Business: Explore Dana's exciting new creative pursuits and future aspirations. She shares how her journey has highlighted the importance of family time and the freedom to explore new passions, reminding us all to "test our passions before committing to them."


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