Castaway and Company
Castaway and Company
  • Home
  • About Us
    • About Castaway & Company
    • Meet the Team
    • Social Good
    • In The Media
  • Consulting
  • Talent Programs
    • Young Professionals (YPN)
    • Margaritaville Internship
  • Life and Career Design
    • Dream Life and Career
    • Dream Discovery Retreat
    • For Organizations
  • More
    • Home
    • About Us
      • About Castaway & Company
      • Meet the Team
      • Social Good
      • In The Media
    • Consulting
    • Talent Programs
      • Young Professionals (YPN)
      • Margaritaville Internship
    • Life and Career Design
      • Dream Life and Career
      • Dream Discovery Retreat
      • For Organizations

  • Home
  • About Us
    • About Castaway & Company
    • Meet the Team
    • Social Good
    • In The Media
  • Consulting
  • Talent Programs
    • Young Professionals (YPN)
    • Margaritaville Internship
  • Life and Career Design
    • Dream Life and Career
    • Dream Discovery Retreat
    • For Organizations

Our History

View of a tropical island and turquoise sea from a cruise ship deck.

Diane met her then business partner, during the launch of Disney Cruise Line in 1998.  She was one of the first inhabitants on Castaway Cay, Disney's private island in the Bahamas as the HR Leader.  


Driven by craving for creativity and innovation that Disney innoculated her with, paired with a desire to make a difference, she and her Island partner launched a boutique PR and Cause Marketing agency - Cranberry Way in 2012.  


After her partner returned to corporate America, she knew it was time to make a change. With nearly two decades of experience in HR leadership, training, strategy, and organizational improvement within the theme park, resort, and cruise vacation industries, she decided to focus on what she knew best —dynamic corporate cultures and their impact on the employee experience, areas she was deeply familiar with. This shift inspired her to rebrand as Castaway & Company, where she now dedicates her business on infusing magic and wonder into the organizations she works with.  


Disney provided a rich and complete education in service and leadership excellence and gave her an attention to detail that is annoying at times. 


It is the "way that Disney does it" that is still coveted and often imitated. Companies send teams to Disney to learn how they focus on service, leadership, employee engagement and creativity.  This was their everyday language and what she speaks fluently. She brings experience in the best in pioneering innovation, imagination and creative inspiration to all her clients. From 25-foot glitter Barbie signs, to painting Cinderella Castle like a bright pink birthday cake - over the top was the norm! Going above and beyond was a way of life and a keen attention to detail was expected. 


Diane continues to bring that "Magic"—a blend of meticulous attention to detail, creativity, and a focus on service and leadership excellence—to the clients she works with. 

Copyright © 2026 Castaway and Company - All Rights Reserved.

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