Diana Stobo brings a rare perspective to the stage: more than two decades in the wellness industry, the experience of a female founder and CEO building an award-winning luxury wellness resort, and a life that has required her to reinvent herself more than once.
She speaks about what she knows firsthand — the future of wellness, entrepreneurship, hospitality, female leadership, and building a business around what you believe in.
But Diana’s perspective is also deeply personal. Her own health struggles led her to completely change the way she lived and eventually spend decades helping others do the same. Later came divorce after 26 years of marriage, starting over in her fifties, building The Retreat Costa Rica, and finding love and a new version of life again.
Those experiences shape the way Diana thinks about wellness today. To her, wellbeing isn’t just about what you eat, how you exercise, or the latest treatment. It’s about how you move through change, how you care for yourself through different stages of life, and having the courage to keep evolving.
Today, as Founder and CEO of The Retreat Costa Rica, Diana remains at the forefront of a rapidly changing wellness and hospitality industry. She brings together decades of knowledge with the perspective of someone still actively building, learning, traveling, questioning, and looking at what comes next.
Warm, candid, and deeply knowledgeable, Diana moves easily between personal storytelling and bigger conversations about wellness, business, hospitality, and leadership — leaving audiences with both something to think about and something they can take back into their own lives.
We have more wellness tools, treatments, medications, data, and technology than ever before — yet many people still don’t feel well. Drawing from more than two decades in the wellness industry, Diana explores where innovation can transform health, where the fundamentals still matter, and whether our pursuit of optimization has started to disconnect us from our own bodies.
Diana didn’t build The Retreat Costa Rica at 25. She built it in her fifties, during a chapter of enormous personal change. She shares what she’s learned about entrepreneurship, trusting your instincts, taking risks later in life, knowing when to change direction, and continuing to evolve both personally and professionally.
An honest conversation about being a female founder and CEO, building and leading through change, and navigating the expectations women face around ambition, aging, leadership, relationships, and starting again. Diana explores what happens when the life or identity you’ve built no longer fits — and the possibilities that can emerge when you’re willing to create something new.
Wellness travel has moved far beyond the spa. Drawing from her experience building and operating The Retreat Costa Rica, Diana explores what today’s wellness traveler is really looking for, how expectations around luxury and wellbeing are changing, and why the future of hospitality will be increasingly shaped by how a place makes us feel.
Diana’s understanding of wellness began with her own health struggles, but it has continued to evolve through motherhood, entrepreneurship, divorce, aging, starting over, and finding love again. A broader and deeply personal conversation about what it really means to be well — and why our definition of wellness should be allowed to change as we do.
Diana has been invited to join conversations across wellness, luxury travel, hospitality, entrepreneurship, and female leadership — as a keynote speaker, panelist, and industry thought leader.
Have We Over-Engineered Wellbeing — Or Will Science Save It?
A PURE Spark Session exploring the growing role of technology, tracking, and optimization in wellness — and how science, innovation, nature, and simplicity can coexist in the future of wellbeing.
The Power of Experience: Women Building the Next Era of Iconic Hospitality
Diana joined a panel of influential female leaders shaping the future of luxury hospitality for a conversation about leadership, ownership, experience, and the evolving definition of success in the industry.
The New Generation of All-Inclusive: Retreats
A hospitality Think Tank exploring the next generation of retreat and wellness travel — from what defines the modern retreat to designing experiences that resonate with today's traveler and the growing influence of wellness on contemporary hospitality.
Leaving a Powerful Legacy
A featured keynote conversation exploring legacy, purpose, perseverance, and what it means to create an impact that extends beyond professional success. Drawing from her journey as an entrepreneur, author, and founder, Diana shared her perspective on building a life and career with lasting meaning.
Diana’s perspective lends itself to keynotes, fireside chats, panels, podcasts, women’s leadership events, wellness conferences, hospitality conferences, and entrepreneurship conversations.
Whether the conversation is about the future of wellness, building a business, being a female CEO, creating a new model for wellness hospitality, or navigating the unexpected chapters of life, Diana brings the same thing to the room: experience, curiosity, candor, and a genuine desire to help people live better.
For speaking engagements, conferences, panels, podcasts, and media opportunities: