AI is the most consequential leadership question of the decade.Most leaders are answering it alone.
The Next Mountain is an executive path through the AI shift. Assess where you stand. Get your bearings at Compass. Prepare at Base Camp. When you’re ready, climb at the Summit.
3 min
Free readiness assessment
90 min
Monthly Base Camp session
50+
Years of leadership + coaching
2 days
The Summit in Boulder
The Moment You’re In
You know AI matters. The harder question is what to do about it.
Your board is asking about AI. Your team is experimenting without a framework. Vendors are pitching tools you can’t evaluate. And every conference you attend gives you tactics without strategy.
You don’t need another webinar. You need a room full of people carrying the same weight you are, led by people who understand both the technology and the leadership it demands.
Every executive you respect is asking the same questions right now. Most of them are trying to answer alone.
The Climb
Four steps. Start where you are.
Assess · Readiness Assessment
Readiness Assessment
Free · 3 minutes
Get a read on where your organization actually stands.
Take the assessment →Orient · Compass Sessions
Compass Sessions
Free · Weekly
A 30-minute Tuesday briefing on what's shifting in AI and what to watch. Starts July 14.
Save your spot →Prepare · Base Camp
Base Camp
$100/month · Founding rate (12 mo)
25 founding seats
A monthly 90-minute gathering: AI briefing, peer breakouts, live coaching. Where most leaders start.
Reserve yours →Ascend · The Summit
The Summit
$3,000/person
Public beta · forming now
A two-day intensive in Boulder where a small group of founders and executives build the plan and the capability together.
Explore the Summit →Start free at the trailhead. Each step earns the next.
Why This Exists
We kept watching the same thing happen.
Between us, we’ve spent decades in rooms with high-capacity leaders. Jeff through 25 years of executive coaching. Jason through 30 years of strategy work and building AI partnerships across hundreds of organizations.
Here’s what we keep seeing: leaders who are sharp, capable, and deeply committed to leading well are making AI decisions in isolation. Or worse, they are delegating the most consequential strategic question of the decade to someone three levels down.
Not because they don’t care. Because they don’t have a room where they can think out loud about it with peers who understand the stakes.
So we built a path.
The Summit
Two days in Boulder. The plan and the capability.
A two-day executive intensive at Whisper Ranch, Colorado, where a small group of founders and executives build their AI strategy — and the capability to lead it — with two coaches and a room of peers. You leave with the plan and the first moves.
What people are saying
“AI will change how we work. It won't tell a leader what's theirs to steward. The Next Mountain helps them sort that out — with peers who take the question seriously.”
The Deeper Why
Strategy without wisdom is just speed in the wrong direction.
Most AI programs start with tools. We start with who you are, where you’re headed, and what’s actually at stake.
AI without strategy is dangerous. Leadership without clarity is just management with sharper tools.
The men of Issachar, who understood the times and knew what Israel should do.
— 1 Chronicles 12:32
We believe these leaders aren’t just sharpening their own edge. They’re becoming a catalyst for something bigger.
When high-capacity leaders think together, decide together, and hold each other accountable to lead with both competence and conscience, the ripple effect reaches far beyond the room. We want to build a community of leaders who help each other succeed and who, together, become a force for real good in their industries, their teams, and their communities.
Who’s in the Room With You
Built by two practitioners. Not a content team.
Co-Founder
Jeff Caliguire
Jeff has spent twenty-five years in rooms with leaders at the edge of something. CEOs navigating succession. Founders scaling past what got them here. Ministry leaders carrying more than anyone around them understands.
He founded The Leader Coach and We Train Coaches, created the 8 Coaching Habits, and wrote The Habits of Hope and The Convergence. With his wife Mindy, he co-founded Whisper Ranch in Boulder, Colorado.
Jeff didn’t build The Next Mountain because the market needed another program. He built it because the leaders he coaches keep asking the same question: how do I lead my organization through AI without losing what matters most? He got tired of watching them answer it alone.
Co-Founder
Jason Malec
Jason is the founder of IDE8.org, a consulting practice for faith-driven executive teams. He most recently led AI licensing at Gloo, where he built the partnerships that brought generative AI into hundreds of faith-driven organizations.
Before Gloo, he led thirty years of strategy and communications work across tech startups and faith-based nonprofits. Jason can walk you through what’s real with AI, what’s hype, and what your organization should actually do about it.
He and Jeff teamed to build this because he saw the same gap from the technology side: brilliant tools being adopted without any strategic vision, by leaders who deserved better than a vendor demo dressed up as a strategy session.
Questions People Ask
What people ask.
The next decade won’t be shaped by the leaders with the best tools.
It will be shaped by the leaders who understood what was happening, gathered the right people around them, and led with vision when everyone else was reacting.
We’re building a room of those leaders. A room where high-capacity people think together, challenge each other, and leave sharper, clearer, and more grounded than they came in.
Not just for their own organizations. For everyone their leadership touches.
Questions? [email protected]