Smiling man taking a selfie outdoors with mountains in the background. He is wearing a purple jacket and an orange layer underneath, near a river.

Jeffrey Mascaro

“How can you be the best version of yourself?”

Jeff Mascaro is an accomplished alpinist, educator, and entrepreneur. An expert in curating a vision and team towards one mission; Jeff is one of the rare guides with technical and corporate expertise, allowing him to inspire, educate, and motivate you on your next adventure.

Jeff’s story and mission for Smile Mountain Guides

He shares his passion for the mountains through the lens of teaching, using the outdoors as a classroom to cultivate internal growth, build life experiences, and share more deeply why climbing can be an important aspect of life.

Jeff spends most of his time guiding private guests and small groups in Colorado, Utah, and Washington, helping them to achieve their goals in the mountains by building and arranging custom, personalized itineraries that build upon previous experiences.

Work with Jeff

A climber in an orange jacket, black cap, and gloves, preparing climbing gear on a rocky mountain slope with snow-capped peaks in the background.

Jeff’s Professional Credentials

+Founder Smile Mountain Guides

+15 Years Guiding

+Former Director of Outdoor Climbing School (Earth Treks | Movement Climbing Gyms)

+Commercial Routesetter

+ AMGA Certified Alpine Guide

+AMGA Certified Rock Guide

+AMGA SPI Program Provider

+A3 Approved Pro 2 Avalanche Certification

+Wilderness First Responder W/ CPR training.

A climber in orange gear and a blue helmet stands on a snow-covered mountain, holding an ice axe, with snow-capped mountains in the background.

Jeff’s Guiding Accomplishments

+Leadership training facilitator with the Young Presidents’ Organization

+High Altitude Leadership Programming facilitator with UPenn

+Multiple Guided Ascents of the Naked Edge, Eldorado Canyon State Park

+Technical Colorado 14’ers Guided Ascents:

Maroon Bells Traverse, Capitol Peak, Pyramid, Long’s Peak, Eolus, Sunlight, Sneffels, Crestone Peak, and Needle Traverse, Windom, Gray’s and Torrey’s, Belford, Princeton, Yale, Oxford

+Cotopaxi, Ecuador (5,897 m)

+Cayambe, Ecuador (5,790 m)

Guided Ascent of :

+ Upper Exum, Grand Teton

+Stairway to Heaven WI4 III

+Whorehouse Hoses WI5 III

+Gravity’s Rainbow WI5 M3 III

+Torment-Forbidden Traverse, North Cascades

+North Ridge, Forbidden Peak

+West Ridge, Forbidden Peak

+North Ridge, Mt. Baker

+Southface, Petit Grepon