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GROUP CHALLENGES

Some businesses develop their people. The ones that challenge them transform.

At 29029, we exist to challenge people so intensely that they have the opportunity to transform into a better version of themselves. That transformation doesn’t stop at the individual — it extends to the businesses they build and the groups they lead. It’s not for every business. Find out if it’s for yours.
EXPLORE GROUP CHALLENGES

If you are here, you have already found out something about yourself on the other side of hard. You know what that journey does — to your confidence, your clarity, and how you lead. Now you are ready to challenge the people around you to discover the same thing.

Most groups contain multitudes. Some are ready to Everest. Some are ready to find out what they are capable of. Some need to choose discomfort for the first time before they can imagine the rest. The four paths below meet each group where they are.

You know your group best. Every summit starts somewhere.

ASCENT
A 29-day group challenge that builds the habit of chosen discomfort — together. Available to everyone in your organization. No equipment. No mountain required. Yet.
My group is ready to take their first step toward chosen discomfort.
Explore ASCENT →
Mountain
36 hours. 29029 vertical feet — the equivalent elevation of Mt. Everest. Bringing a group to 29029 is not a team-building exercise. It is a shared test of what your group is made of and a reference point they will carry for the rest of their careers together.
My group is ready to find out if we have what it takes to Everest.
Book a call →
TRAIL
Three trail marathons. Three consecutive days. Roughly 79 miles through terrain that does not care about titles, tenure, or what anyone accomplished before they arrived. 29029 TRAIL is a different kind of hard — and a different kind of shared experience for the groups ready to find out what three days on the trail reveals about them.
My group is ready to Go Further with 29029 TRAIL.
Book a call →
EXPOSURE
Fourteen weeks, a formidable expedition, EXPOSURE is built exclusively for the leaders responsible for your most critical results — invite-only, application-based, and designed around the specific ceiling your team is ready to break through. The most immersive experience 29029 offers to business. Not every team is ready. The ones that are find their way here through a personal introduction.
My group is ready to break through the ceiling on what we’re capable of.
Request an introduction →
PROOF

THE GROUPS THAT HAVE DONE THIS — AND WHAT HAPPENED AFTER

Group Story
The Future Belongs to Those Who Keep Climbing — Google AI Leadership
Google’s AI leaders didn’t wait for the world to test them. They chose to test themselves first — together, on the mountain, for 36 hours.
Read the story →
Group Story
Going Beyond the Golf Course — Advisors Excel
A CSO who replaced a boardroom meeting with a four-hour hike — and found a better way to build business relationships that last.
Read the story →
Podcast
The Cheat Code — Omada Health
Wei-Li Shao went to 29029 alone in 2023. In 2024 he brought his entire leadership team. In 2025 Omada went public. A story about what shared struggle does to a company.
Listen →
Podcast
No Days Off — Julie Youngblood
A real estate leader who started on the mountain alone and built a community of colleagues around the challenge. What happens when doing hard things becomes the culture.
Listen →
Podcast
You Are Worth It — Brian Goldstein
VP and GM of Strategic AI and ISV GTM at Google shares how choosing to Go Further alongside colleagues transforms how a team performs.
Listen →
LinkedIn
Wei-Li Shao — The Edge
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View post →
LinkedIn
KPF — Non-Profit Leadership
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View post →
LinkedIn
Master Electronics — ASCENT
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View post →
Video
YPO at 29029
What happens when a chapter of Young Presidents’ Organization takes on the mountain together. Watch the experience from inside the group.
Watch →
Video
Impact Partnership
A partnership team takes on 29029 together — see what the shared climb looked like.
Watch →

EVERY SUMMIT STARTS SOMEWHERE

Many groups start in more than one place. If that sounds like yours, let’s talk about where each challenge leads and how they connect.

Whether you’re bringing colleagues, clients, a leadership circle, or the people who matter most to your mission, we’d love to hear from you.

ASCENTMountainTRAILEXPOSURE
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