You've Won the Game. Now What?

Exclusive retreats for high performers, founders, executives and visionary creatives or builders who have built their empires, and now want to architect extraordinary lives in the age of AI. Profound transformations in paradise.

Elite Small Group
30yr Entrepreneur / Explorer
Paradise Locations
Life-Changing Transformation
WHY I BUILT THIS

The 12-Year Experiment That Changed Everything

The Breaking Point

Almost 20 years ago, and after a few spectacular failures, I was successfully running multiple profitable companies. But the architecture of my 'success' was all wrong because this also required constantly managing my bankers, investors and other parties to whom I'd accidentially given significant access to my time and wallet. They had become the bosses and overlords I was doing all this to get away from in the first place. I was miserable. I technically had the freedom I'd always wanted—yet I wasn't really free at all.

The Realization

So I made a decision that nobody in my circle understood: I stepped away for over a decade. I lived off my investments, real estate income from several different projects, crypto and occasional technology advisory work. But it was a far cry from full time. I went back to my life's first passion of international travel until I'd lived, worked and played in over 50 countries. I explored my creatitivity by pushing my boundaries into music, writing, podcasting, taking at least one mental reset sabbaticals where I would be completely disconnected for 2-3 weeks in order to explore some idea or project I was chasing. I journeyed deep into the jungles of Central and South America more multiple times on spiritual journeys that shifted my wordlview in drastic and powerful ways. Then for the last 8 years, we co-raised my daughter, traveled to another 25 countries with her up until she was 2, and created purely for the joy of it. This culminated in a 50-episode podcast (about 300,000 written, rewritten, and polished words) called Evolve Faster, speculative and philosophical fiction. No one paid me to do this, but those who listened told me changed their thinking. Then I did a TEDx talk by the same name, themed around how to free your mind and rewire your brain away from traditional modes of thinking and to mentally escape the traps society was setting for you. I played music in my jamband in Chicago dive bars. Sat in cafés in Buenos Aires writing ideas nobody would ever see. And slowly, something shifted. You can find links to all these projects on my personal website scottely.net. I made a commitment to myself that when I went back into business, it would be with different rules, evolved mindsets, radically efficient systems, and a worldview focused on helping others in need of change to unschackle from society as well. And I wouldn't forget the new systems I'd built to live a creative life—to create without needing external validation, to explore without always needing ROI justification, to build a life around joy instead of profit-only optimization. This is not to discount commercial pursuit, but instead to validate it by understanding why we should build and create things as humans in the first place.

The AI Revolution

Then in 2020, AI started becoming viable just as I reentered technology consulting. I was in the right place at the right time, just as I had been when I left grad school at Northwestern in 1999 at the dawn of the internet, when my first jobs launched me into helping to build some of the earliest web infrastructure (high transaction middleware, just as web scaling came into existence). So I capitalized on my decades of technology experience and laser focused my expertise into building AI-first platforms. At first, I built Elysium Spark as an advisory and was building AI technology for clients. Then over the last 2 years, I arrived at multiple product market fit moments as I learned that all my clients needed the same things-AI education, an AI automation platform, to launch products quickly and efficiently, and to increase their signal in a sea of AI content. I created FutureProofing weekend intensives, UpriseOS, ClickSoup, and finally ThinkMatch to fulfill those recurring client needs, respectively. And while I was building, I also watched the world panic. Entrepreneurs asking 'Will AI replace me?' Executives worried about relevance. Leaders uncertain about the future. Lifelong high performer individuals being kept awake at night in the realization that skills they'd spent their life acquiring were now becoming a commodity practically overnight. But after 2 years of hand-wringing myself, I began to see something different: AI is the ultimate tool for reclaiming your humanity. If you learn how to use it right.

The Invitation

So I'm inviting you to think through if you're ready for more. If you were attracted to this page, and are still here reading, you're starting to have one of two things happen-or both. One, you might have the feeling that the profit only model you've spent your life perfecting is not only losing it's luster, but it's also getting decidedly harder as we are plunged into a rapidly accelerating AI-driven economy. And two, you are feeling the pressure of AI closing in on you from all directions-including your family and personal life-and wondering what your life might look like in 5 or 10 years when the edge you spent your life honing is being dulled by an onslaught of nearly free genius level capability and intelligence. What will your life mean? How will you you spend your time? What will happen to your company? How are you supposed to guide your friends and family through this, knowing they will look to you for guidance? The visionary creators of the world need to know: There is a path forward beyond this transition, however hard it will be, and there will be a path forward to fulfill the desire to keep creating as only a human can. You can have both economic autonomy AND creative freedom. Business excellence AND life excellence. You don't have to choose. You just need the right system. And the right community to explore it with. If this message, and the manifesto I wrote about the coming post-work economy, resonates with you, then click below in the 'Join the Revolution' retreats to be notified when it becomes available.

Welcome to Revolution Retreats

This isn't a mastermind about scaling your business. It's a revolution about scaling your life.

Revolution Retreats brings together a small cohort of the world's most accomplished creators, founder-executives, and visionaries—people who've dominated their industries or creative pursuits and now want to dominate their lives.

We gather in extraordinary locations (like Tulum, Bali, Aspen, New Orleans, Costa Rica) for multi-day immersive retreats focused on one profound transformation: moving from "success" to "significance."

The Three Systems of Extraordinary Life

The AI Brain

Systematize your empire so it runs without you. Build autonomous systems that handle business operations 24/7. This is your economic engine—your AI-powered business brain that funds everything else. You have to optimize and streamline your business in the age of AI in order to stay relevant, but this is also a prerequisite to escaping the day to day in order to pursue rethinking your life.

Creative Re-awakening

You are a builder but business may no longer drive you or be available to your someday in the not too distant future. Rediscover who you were before "success" consumed you. Develop serious creative practice—music, art, writing, ventures—not as hobbies but as central to your identity and legacy.

Life Architecture

Design your whole life as an integrated system. Map across Commerce (business), Creative (art), Impact (legacy), and Consciousness (meaning). Build systems as complex as your business, but for the life you actually want.

AI as Liberator

AI isn't your competition—it's your liberation. Stop fearing the machine and start directing it. When AI handles operations, you're free to do what only humans can: create, connect, lead with vision, and build things that matter for reasons that can't be measured.

The Location

Retreat Locations

We choose locations that embody the philosophy we're teaching. These are our planned retreat destinations—more may be added as the community grows.

Each Revolution Retreat location is chosen for what it teaches. Not just where it is, but what it unlocks. Bali, Indonesia — Consciousness. Creativity. Collaboration. Bali is where meaning lives. Workshops in rice paddies. Ceremonies with local wisdom keepers. A deep spiritual dimension to the work that strips away pretense and connects you to something ancient and real. Tulum, Mexico — Jungle meets beach meets ancient culture. Perfect for creative awakening. Cenote swimming between sessions. Local artist collaborations. Authentic Mexican cuisine. We work hard, play harder. Live music and beatiful culture every night. Costa Rica — Pure life. Pura vida isn't just a saying here—it's a philosophy. Rainforest immersion, volcanic landscapes, and a culture that prioritizes joy over productivity. The perfect place to redesign your relationship with work and nature. Hawaii — Where fire meets water. The volcanic energy of the islands mirrors the transformation we're after—old structures breaking down, new ones emerging. Ocean swims at sunrise. Deep conversations under stars you've never seen. Aspen, Colorado — Mountain clarity. Where ideas clarify at altitude. We do philosophical work here—ask the biggest questions. Return home transformed by both the work and the landscape. Hiking, clear night skies, and creative planning sessions.

Planned Destinations

Bali, Tulum, Costa Rica, Hawaii, and Aspen — each chosen for what it teaches

Premium Venues

Extraordinary locations with all meals, accommodations, and experiences included

More Coming

As the community grows, we'll add new destinations that embody the philosophy

Apply for Next Retreat

Click any image to view fullscreen

THE UPRISING MANIFESTO

The Philosophy Behind Revolution Retreats

Systems Over Suffering

Suffering is not a badge of honor. Suffering is a systems failure. The hustle culture that dominated the last two decades was a lie—it told you that grinding harder was the answer. But freedom doesn't come from working harder. Freedom comes from building smarter. Architecture compounds. Willpower exhausts. If you're suffering, you have a systems problem, not a discipline problem. Build your way out. Don't grind your way out.

AI as Liberation

AI doesn't replace you if you're the architect. The fear of AI is the fear of the operator—the person whose value comes from executing tasks. But if your identity is 'I design the systems that do the work,' AI is the greatest gift you've ever received. Machines handle operations. Humans handle creation. Let AI win at being a machine. You win at being human.

Create for Its Own Sake

The act of creating is the point. Not the product. Not the profit. The creating. Take a walk through New Orleans before Mardi Gras—thousands of people spend all year and thousands of dollars building enormous floats that will be ridden for 6 hours, then destroyed. Nobody is paid. They actually pay to join Krewes, spending a fortune for the privilege of spending a fortune. This is creation for its own sake, embodied in an entire city's culture.

The Four Economies of Life

You operate in four economies simultaneously: Commerce (money, business, financial security), Creative (art, expression, making things), Impact (legacy, contribution, meaning), and Consciousness (growth, awareness, presence). Most people only optimize for one. The integrated life optimizes for all four. Build systems for commerce. Create art for expression. Contribute for legacy. Grow for consciousness.

Permission Granted

You've been waiting for someone to tell you it's okay to step back from the grind. To pursue that creative project. To prioritize living over optimizing. To admit that success hasn't made you happy. Here it is: Permission granted. You've earned the right to ask what comes next. You've earned the right to create for its own sake. You've earned the right to build a life, not just a business. Stop waiting. Start building.

Frequently Asked Questions

You've Built Your Empires. Now Rebuild a Life.

The question isn't whether you can be successful. You've already proven that.

Some key questions are: Can your business run without you right now? What would you want your life to look like if money no longer mattered and your business or creative career no longer really exists? What do you create when success isn't the goal? Who are you when you're not defined by your business? What emerges when you give yourself permission to build purely for joy, beauty, meaning, or creative expression?

Revolution Retreats is for the rare humans asking these questions.

We gather in cohorts mall enough for real conversations. Accomplished enough that pretense melts away. Ambitious enough to go deep.

Several days in paradise. Premium experience. Life-changing transformation.

Your next chapter awaits.

Apply now.

Join the Revolution

Location Preferences

Vote for where you'd like to meet up. Help us plan future retreat locations.

Share what you're exploring beyond business success.