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Lead Fearlessly

Lead fearlessly, live fully. Join us in San Sebastián, Spain, for a transformative retreat where leadership growth meets adventure, culture, and community.

For organizational leaders, thought leaders, and aspiring leaders ready to unleash their leadership purpose and amplify their impact

Fearless 

Leadership Retreat

San Sebastián, Spain

Robyn Tosick, Mike Miles & David Stewart

CLARITY | CONFIDENCE | COURAGE

May 28 - June 1, 2025

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EARLY BIRD SAVE $1000 OFFER - BOOK NOW

Retreat Experience

Curated

All inclusive, best of the Basque country immersion guided by seasoned retreat leaders and local experts

Exclusive

An intimate cohort of change-makers

 

Luxurious

4-star hotel for 5 days and 4 nights in the heart of the city

 

Unforgettable

Foodies tour of the best wine, Michelin star cuisine and unique dining destinations. 

Adventurous

Have fun hiking, surfing, and exploring the vibrant historic city

 

Inspiring:

Engaging workshops and interactive sessions

Transformational

Meditation, movement, and reflection

Meaningful

New connections, lasting collaborations

Impactful

Mindset practices and habit-building strategies

Motivating

Pre-retreat gatherings and resources  to hit the ground running

Lasting

Sustain momentum with ongoing support 

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Hosts

Our powerhouse team brings decades of leadership expertise, crafting transformative experiences that ignite your full potential. We believe that true leadership begins with an empowered mindset—one that fosters confidence, compassion, and courage.

We are committed to living with purpose, continuously learning, seeking new experiences, and creating meaningful impact—all while having fun. And we invite you to do the same. Partnering with expert Basque leaders, we weave culture, adventure, and storytelling into every moment, making this retreat an unforgettable journey of growth and discovery.

Let’s reimagine leadership together and unlock our greatest potential!

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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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.

Accomodations & Activities

Stay in the heart of San Sebastián, Spain, the perfect setting for a leadership retreat, offering a harmonious blend of natural beauty, rich culture, and world-class cuisine.

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