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Your Guide to Achieving Effective Wholistic Leadership

Remarkable Freedom, founded by Johannon Olson, empowers business leaders to unlock their full potential through integrated executive coaching and peer support. We help entrepreneurs and executives leverage their unique talents, master delegation, and achieve sustainable excellence. Our offerings include peer group facilitation, executive coaching, leadership development, strategic consulting, and hands-on workshops tailored for business growth. Clients who work with us consistently reach significant milestones and surpass their goals. We can help you do the same.

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San Francisco Tiger 21 Peer Advisory Group for entrepreneurs and business leaders focused on wealth growth and leadership development

Tiger 21

TIGER 21 is the pre-eminent peer advisory organization for wealth creators to learn and reflect upon investing, life, and family.

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San Francisco Vistage Peer Advisory Group offering confidential coaching for CEOs and business leaders to tackle challenges and grow their businesses

Healthcare Insights

We provide valuable insights for healthcare-related business operators and investors.

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San Francisco Remarkable Freedom Peer Advisory Group for leaders in healthcare, life sciences, and longevity, focused on growth and collaboration

Remarkable Freedom

Remarkable Freedom is the ultimate peer advisory group for healthcare, life sciences and longevity leaders.

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Wealth advisory mentor offering expert coaching to entrepreneurs and business leaders for wealth growth and leadership development

Unlock Remarkable Freedom
With Your Mentor, Joh

My journey has been shaped by curiosity, learning, and a dedication to serving others. Over two decades, I’ve led diverse healthcare teams at UCLA, UC Davis, Stanford, and in rural areas, while building a portfolio of businesses with my wife. I’ve also explored Venture Capital and served as a startup COO.

Today, I focus on building vibrant communities of lifelong learners and value creators. I help business owners prepare for their next chapter—whether scaling up or crafting an extraordinary exit, maximizing the value and legacy of their work.

Through Tiger 21, Vistage, and Remarkable Freedom, I create transformative learning experiences for CEOs and UHNW individuals. The positive impact of these connections and insights is undeniable.

Are you ready to step into remarkable freedom? I invite you to join me and explore what’s possible for your future.

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What Members are Saying

“As a business owner with a million ideas, having Joh Olson listen, brainstorm, and problem-solve with me has been game-changing for my accounting, marketing, strategy, operations, and professional relationships. Even after a year and a half of meeting, it still surprises me how many concrete pointers he’s suggested that have become pivotal to my business—and they keep coming! He’s a lifelong learner, so it seems like there’s always a new book, training, or article he can recommend for my dilemmas. Someone I met who also works with Joh once said, ‘Many people can do this business, but the difference between us and them is that I met Joh, so we do it better.'”

Lisa A.

San Francisco

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What Members are Saying

“As a tech founder, I often find myself drowning in a sea of decisions and ideas. Joh Olson has been the lighthouse guiding me through it all. His ability to cut through the noise and provide clear, strategic advice has transformed not just my approach to business but also how I lead my team. Joh’s relentless pursuit of knowledge means he’s always armed with the latest insights, which he shares generously.”

Jeremy

Palo Alto

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What Members are Saying

“In the chaotic world of healthcare, having Joh Olson as a mentor has been like finding a north star. His uncanny ability to listen, understand the nuances of my business, and offer spot-on advice has been nothing short of extraordinary. Whether it's refining our branding, improving operational efficiency, or strategizing for growth, Joh's input has been a catalyst for our success. He's constantly ahead of the curve, bringing new tools and perspectives that challenge and inspire me.”

Richard

Tiger 21 Member in Novato

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What Members are Saying

“As a creative professional running a rapidly growing agency, I’ve often struggled with the business side of things. Joh Olson has been a game-changer in that regard. His strategic thinking, combined with his deep understanding of the creative process, has helped me streamline operations and enhance our client offerings. Joh's suggestions are always actionable and rooted in the latest industry trends, which has kept us competitive and innovative. Joh is the secret sauce that’s taken us to the next level!”

Patricia

Vistage Member in Walnut Creek

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What Members are Saying

“Joh helped us turn our vision into reality and his impact on our work has been profound. Building a social enterprise has been my passion, but the challenges can sometimes feel insurmountable. That's where Joh comes in. His ability to align our mission with sound business strategies has been instrumental in our growth. From developing sustainable revenue models to navigating complex stakeholder relationships, Joh’s advice has been both practical and visionary. He’s always bringing new perspectives from the latest books and studies, making our approach more robust.”

Peter

San Jose

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What Members are Saying

“I’m a Tiger 21 member, and I highly recommend it to other UHNW individuals. Here’s why: I excel in a big market, but I know that the value of my relationships is limited by market forces and changes in leadership. T21 connects me with others who have assets and resources, enabling me to leverage my network and diversify wealth creation and preservation.

My group has a ‘market cap’ close to $10B. Each month, I meet with friends eager to share their relationships and expertise to find new ways to generate wealth. Together, we can quickly raise capital—$5M in an hour, or even $30M across multiple regional groups—while providing new companies with capital, expertise, and powerful connections. T21 is the real deal—a true ‘behind-the-velvet-rope’ organization.”

Redobo

Tiger 21

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