

ABOUT
Hey! I’m Oliver Massolo (Ollie) — a photographer, traveler, and storyteller.
I grew up in Miami and later moved to Boulder, Colorado for college, where the mountains quickly became my second home. Somewhere between the ocean and the alpine, I discovered a deep love for photography, hiking, and videography.
I like to work for my shots — usually through long hikes, early mornings, and chasing places that take some effort to reach. That challenge is what makes the experience (and the photo) so much more meaningful to me.
I’m also passionate about conservation and wildlife. Much of my work is inspired by the landscapes and animals I encounter, and I try to share those stories in a way that sparks curiosity and connection to the natural world.
Through OLtrails and my creative work, I hope to inspire others to get outside, explore, and care for the places and creatures that make our planet so special.
When I’m not on the trail, I’m usually diving into new projects, making music, or planning the next adventure.
ABOUT
I’m Ollie Massolo. I’ve always been drawn to the quiet moments outside — long trails, early light, wild places most people never get to see. Over the years, that pull turned into a practice: hiking, photographing, filming, and writing as a way to capture not just landscapes, but the feeling of being out there.
This site is a home for it all — OLtrails, where I document my adventures. My photography, available as prints. A blog, for reflections, trip reports, and everything in between. And a shop, to share pieces of this world I’m lucky to move through. Whether you’re here to follow along, pick up a print, or just get inspired to step outside.It should be mobile-friendly, include a photo print shop, a blog section for travel stories, and a portfolio area that highlights my best work.

