Curated Leadership Experiences.
Some things can’t be unlocked with a pre-order. Only an invitation.
These are not bonuses. They’re rare, relationship-driven rooms — where a small number of leaders spend real time with Jason, on the ground and in the air. Application-based. Strictly limited. Never transactional
Elite
Curated
Application-Based
Relationship-Driven
Trusted BY LEADERS At
"The most important conversations of my career didn't happen in a conference room. They happened at altitude."
The Experiences
Five rooms. Very few seats.
1 of 1 – this year
Aspen & Flight
The Flagship
Aspen Leadership & Flight Experience
A once-a-year journey: leadership at altitude, in the mountains and in the cockpit. An intimate, immersive experience built around the principles that keep teams alive when failure isn’t an option.
1 experience available
1 of 1 – this year
cigars & scotch
The Mastermind
Cigars, Scotch & Leadership Under Pressure
An evening mastermind for a handful of senior leaders — unhurried, candid, and off the record. The kind of conversation about trust and decision-making you can’t schedule into a calendar invite.
1 gathering available
1 of 1 – this year
vip day
The Private Day
VIP Leadership Day
A full day, one-to-one or with your top team — designed entirely around the challenges you’re facing right now. The deepest, most personal way to work with Jason.
1 day available
1 of 1 – this year
Executive Mastermind
The Cohort
Executive Mastermind Experiences
A small, curated cohort of executives working through trust and high-stakes leadership together over time. Built on relationships, not transactions — and capped to keep the room real.
Maximum 4 cohorts
~20 · 2026
Private Fireside
The Conversation
Private Fireside Leadership Conversations
A limited number of private, one-to-one coaching conversations with Jason throughout the year — for leaders navigating a defining moment who want a trusted, battle-tested sounding board.
Approx. 20 sessions
● By Application
Request an invitation.
Every experience begins with a conversation. Tell us a little about you and what you’re navigating, and Jason’s team will personally review your request and reach out if it’s a fit.
- Reviewed personally — not an automated queue
- Relationship-driven, never transactional
- Complete discretion throughout