How this Paratrooper Scaled a $90 Million Business

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From jumping out of planes as an Army paratrooper to leading a $90 million business empire. 

Meet Deidre Windsor, our Season 8 finale guest! Deidre is the CEO of The Windsor Group and her story is a masterclass in the "Why not me?" mindset. After 22 years in the military, Deidre faced the "identity crisis" of transitioning to civilian life—but she didn't just survive; she thrived.

In this episode, Deidre drops gems on:

  • 🎖️ The Paratrooper Mindset: How military discipline builds 9-figure success.
  • 📈 Scaling Fast: How she went from a $100k startup to nearly $90M in cumulative revenue.
  • 👯‍♀️ Powerhouse Teams: Why she hires veterans and women and gives them the autonomy to lead.
  • 🚜 The Dream Project: How her team helped "right the wrongs" by distributing $1.4B to farmers facing discrimination.

This episode is the perfect way to wrap up an incredible season. If you've ever doubted your seat at the table, Deidre is here to remind you that you belong there.

Connect with Diedre Windsor:

  • Linkedin: https://www.linkedin.com/in/diedrewindsor/

Connect with KNOW:

  • Website: www.theknowwomen.com
  • Become an INSIDER: www.theknowinsider.com

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The High Achieving Female Podcast

How this Paratrooper Scaled a $90 Million Business