Alpine lake surrounded by forested mountains near Bozeman, Montana

CISO ASCENT

Fall 2026 Retreat

Connect · Collaborate · Recharge

September 13-16, 2026Bozeman, MT · Yellowstone National Park

Base camp

Bozeman, Montana · Hotel TBD

For three days in the shadow of the Spanish Peaks, at the gates of Yellowstone, we traded the inbox for the alpine. We stepped away from the noise and into the kind of conversations that only happen on the trail. A gathering of peers and a few partners. No panels. Just CISOs with the time and space to think clearly, share honestly, and come home sharper than we left.

3

Days

5

Guided Hikes

1

National Park

~11

Total Trail Miles*

*Hikes and activities on our retreats are generally rated easy to moderate and are suitable for most fitness levels.

Signature moments

What we carried home.

Sandstone outcropping in a meadow of golden grass near Bozeman, Montana01

Sunday · 4 mi

History Rock

For early arrivals. An aspen-lined climb in Hyalite Canyon to a hidden sandstone outcropping carved with pioneer names and dates from the 1800s. A hike with a story, and a sweeping overlook of the reservoir and the Gallatin Valley from the top.

Retreat members on the boardwalk above the Mammoth Hot Springs terraces, Yellowstone02

Monday · Yellowstone NP · 4.6 mi

Bunsen Peak

A guided climb inside America's first national park to a summit overlooking Electric Peak, the Gallatin Range, and the Mammoth terraces far below. Earn the views before lunch in Gardiner.

Waterfall in a forested canyon in Yellowstone National Park03

Monday · Yellowstone NP · 1 mi

Wraith Falls

An easy sagebrush-meadow walk in Yellowstone's northern range to a cascade on Lupine Creek. Second park hike of the day, then an evening soak at a 120-year-old hot springs ranch in Paradise Valley.

Tiered waterfall cascading over rock ledges in Big Sky, Montana04

Tuesday · Big Sky · 1.6 mi

Ousel Falls

A cottonwood and aspen walk along the South Fork of the Gallatin River in Big Sky, ending at a tiered waterfall cascade. The closing-day exhale before the final session with the Board.

Elk grazing among sagebrush and yellow rabbitbrush in Yellowstone's northern range

Monday · Yellowstone National Park

We enter America's first national park at the peak of the elk rut, and take the conversation to the trail.

Itinerary at a glance

Four days, one valley.

  • Sun Sept 13

    Travel and Intros

    Arrivals, optional History Rock hike for early birds, welcome event with the Board.

  • Mon Sept 14

    Yellowstone: Bunsen Peak + Wraith Falls

    Two guided hikes inside Yellowstone National Park, lunch in Gardiner, evening soak at Chico Hot Springs.

  • Tue Sept 15

    Hyalite Reservoir + Ousel Falls

    Guided loop around Hyalite Reservoir, waterfall walk in Big Sky, closing session with the Board.

  • Wed Sept 16

    Return Day

    Breakfast, farewells, departures on your schedule.

Itinerary as planned. Some stops changed on the trail based on weather and group preference.

A note on ad-hoc side excursions

Free time on the schedule is intentional. The best moments of these retreats come from what we invent together in the moment.

Hot springs. A night drive to look at the Milky Way. A local brewery. Downtown Main Street. A night hike (yes, that happened). Members tell the crew where they want to go and we make it happen.

The Fall 2026 cohort gathered on the boardwalk at Old Faithful, Yellowstone

Closing

Until the Next Ascent

See you in Zion.

Questions? Reach the crew at [email protected] or visit cisoascent.com. All times and activities subject to change based on weather, group pace, and group preference.

Waterfall photos via Unsplash.

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