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Fearless 

Leadership Retreat

San Sebastián, Spain

Robyn Tosick, Mike Miles & David Stewart

CALM | CONFIDENT | COURAGEOUS   

May 28 - June 1, 2025

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Elevate Your Leadership with Unforgettable Experiences 

Embark on a journey like no other, in a location like no other—San Sebastián, Spain.

Soak in the natural beauty and rich culture

Hike scenic coastal trails of El Camino, surf the iconic Basque coastline, and savor some of the world's best cuisine. 

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Discover what sets you apart as a leader

Enjoy dynamic daily sessions that cultivate calm, confidence, and courage. Break through personal barriers and tap into your unique strengths, gaining the clarity and tools needed to lead with authenticity and impact.

Build a Supportive Community

Forge meaningful, lasting connections with a community of passionate, purpose-driven individuals who share your vision for making a difference.

 

Be the Change You Wish to See

Leave this once-in-a-lifetime retreat with renewed clarity, actionable skills, and the inspiration to lead boldly and create meaningful change.

 

This is your moment

Ignite your passion, discover your purpose, and elevate your leadership to transform the world.

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Retreat Offering

  • Expertly Curated Experience: Led by seasoned retreat facilitators, global business leaders, and local Basque experts

  • Luxurious Accommodations: 4-star hotel for 5 days and 4 nights

  • Seamless Logistics: We'll handle everything from the moment you arrive so you can focus on being present 

  • Gourmet Dining: Savor the world-renowned wine and Basque cuisine with innovative culinary experiences

  • Immersive Adventures: Broaden your perspectives with hiking, surfing, and food and wine excursions

  • Inspiring Workshops: Engaging discussion circles and interactive sessions

  • Daily Practices: Meditation, movement, and reflection rituals

  • Meaningful Connections: Cultivate new relationships that foster long-term collaboration 

  • Leadership Toolkit: Daily mindset practices and habit-building strategies

  • Cultural Discovery: Explore a historic city surrounded by breathtaking nature

  • Intentional Free Time: Moments to relax, journal, and reflect—integrating insights and discoveries 

  • Pre-Retreat Events: Prepare and connect with the group with pre-retreat gatherings and resources 

  • Post-Retreat Integration: Ongoing follow-ups to support participants in applying insights and habits 

  • Exclusive Group: An intimate cohort of ambitious leaders focused on elevating their expertise and impact to become the leaders of tomorrow

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Schedule

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The Space

San Sebastián, Spain, is the perfect setting for a leadership retreat, offering a harmonious blend of natural beauty, rich culture, and world-class cuisine. From its pristine beaches and breathtaking mountain landscapes to its vibrant streets filled with history and charm, the city inspires growth and transformation at every turn.

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Hosts

Our team brings together dynamic leadership and diverse expertise to create truly transformative experiences. Guided by the belief that leadership begins with an empowered mindset, we inspire individuals to lead with clarity, confidence, and courage. Partnering with expert Basque guides, we infuse each adventure with rich culture and captivating storytelling, ensuring every moment is as meaningful as it is memorable.

Robyn Tosick

Entrepreneurship Expert & Mindfulness Guide​

Robyn empowers leaders to cultivate self-awareness and conscious leadership, guiding them to align with purpose, mindfulness, and impact. Drawing on 23 years of experience as a social entrepreneur, corporate leader at Lululemon, PepsiCo, and Coca-Cola, founder of four companies, and Adjunct Professor of Entrepreneurship, she developed the Savvyself coaching method.

 

Her unique approach seamlessly blends practical business strategies with mindfulness techniques, inspiring bold, purpose-driven leadership. Through transformative workshops and retreats, Robyn helps leaders unlock their full potential to live and lead with greater fun, freedom, and flow.

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nourishment

David Stewart

EdTech Expert & Gastronomic Guide

David is an experienced leader in analytics, data visualization, and international expansion, with a career dedicated to building impactful organizations. He expanded The Princeton Review’s operations into Canada, grew The Grow Network/McGraw-Hill’s business into Qatar, and led the development of the accountability portfolio within the New York City Department of Education during the Bloomberg administration. Most recently, David founded and sold Tembo, an ed-tech company with the largest school reporting footprint in the U.S.

 

David currently lives in San Sebastian, Spain, where he studies French and Italian while operating a new ed-tech startup and guiding leaders through transformative retreats. He holds degrees in Spanish, Statistics, and a Global Executive MBA from INSEAD.

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Mike Miles

International Business Expert

& Hiking Guide

Michael brings 20 years of experience at Microsoft and a proven track record in startups, social impact ventures, and global leadership to his transformative leadership retreats. Having built and led teams across 10 countries and spearheaded initiatives like Microsoft’s Community Development program and the Bing product launch in 75 markets, he combines emotional intelligence, strategic vision, and innovation to empower leaders.

 

A passionate runner and outdoor enthusiast, Michael draws inspiration from nature’s challenges, blending physical adventure with cultural exploration to create impactful experiences. His retreats help leaders unlock their potential, foster collaboration, and ignite meaningful change.

Palm Springs Airport...

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investment starts at  
$7555

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