top of page

ABOUT

Diana Weynand
Adventurer in Charge
B.M.Ed., M.M. Ed., M.M.A.
I'm an adventurer at heart — whether sailing into open seas, exploring new creative frontiers, or guiding others to trust their own inner compass.

I hold three degrees: a Bachelor and Master in Music Education, and a Master in Media Arts. That path led me to the cutting edge of film and television training and technology, where I authored more than twenty books, developed global training programs, and built a career distilling complex ideas into clear, step-by-step practices that empowered professionals to bring their creative visions to life. Those same principles now shape my Mastermind Your Life coaching approach: “crack the marble” to uncover what truly matters, then build mastery through steady, intentional practice—the kind that shapes raw effort into excellence.


My creative work spans music and writing. As a singer-songwriter and composer, I’ve had original songs placed on television (The Young & the Restless) and in films for Lifetime and independent projects. I’ve also produced music showcases in Los Angeles that highlight local singer-songwriters. As a writer and teacher, I taught in Antioch University’s Creative Writing program with my course Inner Ink: Crafting Personal Stories, and I coach individuals as they shape their memoirs and personal narratives.

Sports have also shaped me. Playing professional women’s tackle football taught me lessons about courage, resilience, and transformation — lessons I captured in my book
Lipstick Football: 8 Game-Changing Principles to Bust Through Limitations and Achieve the Impossible While Learning the Game of Football. Sports taught me more than grit — it showed me how to see the dream clearly, design the plays to reach it, and step into the best position to shine—lessons I bring into every area of my work.

And always, there is nature. Whether I'm sailing, kayaking, or hiking, spending time outdoors in nature restores my soul. As a Climate Reality Leader and former board member of the Earth Law Center, I remain committed to living with purpose and protecting what I love.

Whether I’m coaching, writing, teaching, speaking, or reading Tarot, my goal is the same: to help us all – dare more and keep rising.
As Helen Keller said,
"Life is either a daring adventure or nothing at all." ​

I choose to dare. I choose adventure.
sailing strt.jpg

Diana at the helm on the big, blue Pacific off the Channel Islands

Diana and Jesse EOY.jpg

Receiving the "Environmentalist of the Year" award from CA State Assemblymember Jesse Gabriel

Me.jpeg

Diana, singer-songwriter, enjoying an outdoor performance

A small portion of author Diana's Book Shelf

© 2025, Diana Weynand,  2nd Side Adventures, LLC

bottom of page