Outthinker Coaches Summit 2026 — Miami
Outthinker Coaches Summit 2026
February 26–27, 2026 | Amara at Paraiso, Miami, FL
Are you ready to connect with some of the brightest minds in strategy and innovation, elevate your practice, make connections, and gain access to exclusive tools that will help you open up new strategic possibilities for your clients?
This February, we'll gather for the second annual Outthinker Coaches Summit—a two-day, in-person experience designed exclusively for Outthinker coaches and advanced strategists.
Hosted at the beautiful Amara at Paraiso in Miami—a waterfront retreat overlooking Biscayne Bay—this is more than just another professional event. It’s your opportunity to connect deeply with peers, refresh your mastery of the Outthinker process, and return to your clients with the latest tools, frameworks, and insights to elevate your impact.
Explore the venue → http://amaraatparaiso.com
Why This Event Is for You
Add a Strategy Layer to Your Coaching
You already help clients execute well. This Summit is about strengthening what comes before execution—helping leadership teams align on clear, smart strategic choices when trade-offs, politics, and ambiguity are unavoidable.
Learn How Other Great Coaches Actually Do This Work
You’ll see how experienced Outthinker coaches personalize and facilitate different parts of the IDEAS process—what they emphasize, what they adapt, and how they handle real client dynamics. This is less about theory and more about how strategy facilitation really happens in the room.
Get to Know—and Be Known by—Other Coaches You Can Collaborate With
This Summit is designed so coaches get to know one another both personally and professionally. You’ll leave with a clearer sense of who does what, who shares your interests, and who you can call on to collaborate, refer work, or tackle complex client situations together—within a global community of strategy coaches.
Connect with a Global Peer Group That Sharpens Your Thinking
You’ll spend two days with experienced coaches from around the world who care deeply about strategy and leadership. Expect candid conversations, real challenges, and insights that only come from working alongside peers who understand the realities of this work.
Stay Relevant as Strategy and Coaching Evolve
As AI accelerates analysis and “answers,” the value of a coach increasingly lies in judgment, alignment, and facilitation. This Summit helps you stay ahead of that shift—so you remain a trusted strategic thought partner to senior leaders in 2026 and beyond.
Build Something That Extends Beyond a Single Event
This Summit is part of building a global community of committed strategy coaches who learn together, collaborate more often, and raise the bar for how strategy work is done.
What to Expect
Day 1 — Strategy Reset & Shared Ground
8:30 AM | Arrival & Coffee
Reconnect with a community of coaches serious about strategy.
9:00 AM | Introductions & Shared Goals
Get to know who’s in the room and clarify what each person hopes to get out of the Summit—setting the tone for openness, contribution, and collaboration.
9:30 AM | Why 2025 Broke the Annual Strategy Model + Outthinker’s 2026 Strategy Trends
A combined framing session on how shocks—from AI to geopolitics—changed the nature of strategy, followed by a curated look at the forces shaping 2026, drawn from Outthinker’s research on thousands of companies and 45 consistent outperformers.
11:00 AM | IDEAS Refresher: What’s Changed, What Works
A shared reset on the IDEAS framework, plus new techniques and tools developed over the past year.
12:15 PM | Outdoor Networking Lunch (Miami Style)
An interactive lunch under palm trees and blue skies—designed for real connection, not small talk.
1:30 PM | How Coaches Actually Use IDEAS
Optional, candid shares on what’s working, what failed, and what still feels hard in real client situations.
3:00 PM | Coach Profiles: Who You Are and Where You Add Value
Each coach shares a single slide highlighting their passions, interests, and areas of expertise—so everyone knows who to call for what.
4:30 PM | Live Case Setup
Preview the nonprofit client and assign facilitation roles for Day 2.
Evening | Dinner at Kaihan’s House
An informal dinner at Kaihan’s home—time to slow down, deepen relationships, and continue the conversation.
Day 2 — Collective Intelligence in Action
8:30 AM | Coffee & Reconnection
9:00 AM | Rapid-Round Challenge Forum
Bring a real challenge and get focused insight from a room of high-caliber peers.
10:45 AM | Live IDEAS Case: Strategy for Impact
Work through the full IDEAS process with a real nonprofit client, facilitated section-by-section by different coaches.
3:00 PM | AI & the Future of Coaching
A practical discussion on how AI is changing coaching work—and where human judgment, trust, and alignment matter more than ever.
4:00 PM | Commitments & What Comes Next
Clarify how you’ll apply what you’ve learned, who you’ll collaborate with, and how this community continues.
Optional Miami Experience (Post-Summit)
Evening | Miami Culture & Connection
Join an optional Wynwood street art tour followed by dinner—or a relaxed dinner on the beach to close out the Summit.
Why Now
Your clients feel it: sustaining advantage is getting harder, and the old playbooks aren’t holding up the way they used to.
AI and related technologies are accelerating change, compressing advantage cycles, and increasing the cost of hesitation. Leaders aren’t just asking what to do—they’re struggling to align, decide, and move with confidence.
Outthinker research shows that lasting advantage is still possible—but it now depends on leaders’ ability to:
Design strategy that is adaptive, not static
Identify the tailwinds they must get ahead of before competitors do
Separate hype from the trends that will truly shape their business
Build new capabilities that change how work gets done
Evolve business models in ways that lock in advantage despite ongoing disruption
For coaches, this moment is also an opportunity.
This Summit helps you strengthen your ability to guide clients through these challenges—so they see you as a critical strategic advisor in times of change, and so you can help them navigate uncertainty in ways that create real, lasting impact.
Pricing
General Admission: $1,500
Special Member Price: $1,000 (for current members of the Outthinker Coaches Network)
Your registration includes all Summit activities, sessions, and meals over both days.
Hotel accommodations not included. We will share a list of recommended nearby hotels—most likely on South Beach.
Who Should Attend
This experience is not for everyone.
It’s for experienced, high-level coaches who have active practices, strong client relationships, and the desire to expand their offerings to include strategy facilitation, design, and execution.
If you are passionate about helping your clients think differently and want to be part of a movement shaping the next generation of strategic thought, this is for you.
About Kaihan Krippendorff
Kaihan Krippendorff is the founder of Outthinker, recognized by Thinkers50 as one of the 50 most influential management thinkers in the world. He is the author of seven books, a regular contributor to Harvard Business Review, and the host of the Outthinkers Podcast and the Strategy at Scale Podcast.
Kaihan has delivered keynotes and strategy workshops for more than 300 leading organizations worldwide, helping leaders unlock innovation, elevate their strategic thinking, and build lasting advantage in an era of constant change.
(Some of) The Members You Will Meet
Adam Siegel
Adam Siegel is one of only ~80 globally Certified Gravitas Impact Premium Coaches. He helps growth focused leaders ease the pains of scaling a business with a holistic approach that clears the way for sustainable and profitable growth.
Roberto Erario
Roberto Erario is a Certified Scaling Up Coach and Certified Outthinker Coach. He provides business and leadership coaching and training to executive teams interested in producing outstanding financial results, while fostering a culture of engagement and alignment.
Sharn Rayner
Sharn Rayner is a Gravitas Impact Maestro Coach, ANZCAL Master Coach, and Outthinker IDEAS strategist. She helps mid-market CEOs and senior leadership teams cut through complexity, sharpen strategy, and achieve measurable outcomes.
Jennifer Berkowitz
Jennifer Berkowitz is a Certified Scaling Up Coach and a graduate of The Entrepreneurial Masters Program (EMP), jointly hosted by the MIT Enterprise Forum and Entrepreneurs’ Organization (EO). She works with CEOs and their management teams who are spending too much time putting out fires and not enough time on the business get the freedom they deserve.
Ethan Martin
Ethan Martin is a Certified Scaling Up Coach and plays a key role in training and certifying new Scaling Up coaches. As a coach, he helps organizations scale with clarity, alignment, and lasting impact and helps CEOs focus on what matters most, in their businesses and in their lives.
Shannon Wallis
Shannon Wallis is a Certified Action Learning Coach, a Certified Outthinker Coach, and a Certified Learning Circle Coach. She helps senior executives remove their inner critic, reframe their poverty mindset and reclaim their voice to reveal their full selves.
Secure Your Spot Early!
Spaces are limited to ensure an intimate, high-value experience.
Don’t miss your chance to learn, connect, and grow with the Outthinker community in Miami.
Reserve your seat today — and join us at the Outthinker Coaches Summit 2026.
Suggested Hotels
Miami offers a variety of interesting hotel experiences. Please select one that meets your interests. We suggest these three:
Most accessible option - AC Hotel Miami Wynwood (https://www.marriott.com/en-us/hotels/miaaw-ac-hotel-miami-wynwood/overview/) a 9 minute walk or 3 minute drive to our venue, in Miami's hip artsy neighborhood of Wynwood, $300 per night
Accessible water-view option - Hilton Miami Downtown (https://www.hilton.com/en/hotels/miadthf-hilton-miami-downtown/) a 30 minute walk or 12 minute drive from our venue, overlooking the bay in the heart of Miami's downtown, about $300 per night
Splurge option - 1 Hotel Miami Beach (https://www.1hotels.com/south-beach/sleep) a 20 minute drive to our venue, overlooking Miami Beach, $1,500 per night