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Group Challenges

Some leaders develop their people.
The ones who challenge them transform them.

Challenge Your Group

Four paths
One transformation

At 29029, we create challenges hard enough to change people. And when people go through something hard together, that transformation doesn't stop with the individual. It changes how they show up for each other, how they lead, and what they believe they're capable of together.

It's not for every business.

Find out if it's for yours.

Mountain
Mountain
36 hours. 29029 vertical feet. The equivalent elevation of Mt. Everest. Bringing a group to 29029 isn't a team-building exercise. It's a shared test of what you're made of — one that changes how you see yourselves and each other long after you leave the mountain.
We're ready to find out what we're made of.
Book a call →
TRAIL
TRAIL
Three trail marathons. Three consecutive days. Roughly 79 miles. Out there, the trail doesn't care about titles, tenure, or what anyone accomplished before they arrived. Everyone starts together. Everyone gets tested. And over three days, you discover things about the people beside you that years in the office could never reveal.
We're ready to see how far we can go together.
Book a call →
EXPOSURE
EXPOSURE
Fourteen weeks. One formidable expedition. A challenge built around the ceiling your leadership team needs to break through. EXPOSURE is the most immersive group experience 29029 offers — reserved for leaders responsible for an organization's most critical outcomes. It's invite-only. Application-based. And built specifically around the people taking it on. Not every team is ready. The ones that are start with a conversation.
We're ready to break through our ceiling.
Start a conversation →
ASCENT
ASCENT
Transformation doesn't have to start on a mountain. ASCENT is a 29-day group challenge designed to build the habit of choosing discomfort — together. Everyone can participate. No equipment. No travel. No excuses. No mountain required. Yet.
We're ready to start choosing hard.
Start your ascent →
They Took The Challenge

See What Came Back With Them

The finish line isn't the point. What matters is who people become getting there — and what happens when they bring that person back to their teams, businesses, and lives.

The Future Belongs to Those Who Keep Climbing — Google AI Leadership
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 →
The Edge — Wei-Li Shao
Group Story
The Edge — Wei-Li Shao
One leader's 36 hours on the mountain became a lasting edge — the kind of clarity and resilience that follows you back to work.
Read the story →
A Challenge For Me. Elevation For Them — KPF
Group Story
A Challenge For Me. Elevation For Them — KPF
The Kyle Pease Foundation brought 5 climbers to 29029 in 2022. By 2025 it was 55+ — and over $600,000 raised for athletes with disabilities. When a mission meets a mountain, the impact ripples far past the finish line.
Read the story →
YPO at 29029
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 →
Impact Partnership
Video
Impact Partnership
A partnership team takes on 29029 together — see what the shared climb looked like.
Watch →
Master Electronics — ASCENT
Video
Master Electronics — ASCENT
“29029 doesn't run challenges — they build experiences that strengthen connection across teams.” — Justin Bowers, VP of People
View post →
The Cheat Code — Omada Health
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 →
No Days Off — Julie Youngblood
Podcast
No Days Off — Julie Youngblood
Julie Youngblood climbed her first 29029 in 2023. It grew into “No Days Off” — a community of real-estate colleagues who keep coming back. What happens when doing hard things becomes the culture.
Listen →
You Are Worth It — Brian Goldstein
Podcast
You Are Worth It — Brian Goldstein
At Whistler, a crew of Google colleagues climbed as “Team Green Lightning” — coworkers by day, each other's confidants on the mountain by night. Brian Goldstein on how 36 hours rewires what a team is to each other.
Listen →

Your Next Challenge

What Could Your Group Become?

You don't need to know which challenge is right for your group. That's where the conversation starts.

Tell us who you're bringing, what you're trying to unlock, and how far you're willing to go. We'll help you find the challenge that belongs in front of them.

Start the Conversation