Montréal With Out Of Office Creators

Back in March, Winterhill was invited & had the opportunity to document an awesome brand trip hosted by Out Of Office Creators, a powerhouse 360 digital marketing agency who curated a weekend that perfectly blended content, culture, and connection. We were in the snow-covered peaks of northern Montreal, and the trip brought together a cast of vibrant models and creators for a photoshoot directed and shot by Riley at 5Pound Media. OOO’s vision is simple but effective — bring creators together in stunning locations, provide them with tools and strategy, and let them create magic. And magic was exactly what happened.

Colin Blacksmith & Eden Masliah

We had the pleasure of shooting with a stacked lineup of creators like Lucius Firmin, Corine Collado, Eden Masliah, Jack Meilleur, Miles Baguette, and Colin Blacksmith with a total following of over 1M people, each bringing their own flair to the content experience. From lifestyle reels to snowy stills, this crew kept the energy high and the content flowing.

Corinne & Eden - March 2025

Our home base was a massive AirBNB nestled in the hills of northern Montreal, with sweeping panoramic views of snow-covered peaks. Every corner of the house felt like a scene out of a luxury travel film with its oversized fireplaces, pine wood finishes, massive windows overlooking the trees, and cozy interiors perfect for winter content. One of the highlights of the trip was a photoshoot at a mansion-style cottage set beside a frozen lake. The light was perfect, the lake was still, and the entire location looked like something straight out of a Vogue editorial. We captured raw portraits, movement shots, and intimate lifestyle visuals that screamed cinematic.

The squad hit the slopes for a full-day ski trip at Mont Tremblant, one of Canada’s premier winter destinations. Between the runs, we managed to sneak in some insane drone footage, stylish slope-side candids, and cozy après-ski lifestyle moments. The backdrop of the mountains paired with fresh powder made for peak winter aesthetic.

Jack Meilleur

This wasn’t just about beautiful locations or cool content (though we had plenty of both). It was about building momentum — for creators, for brands, and for agencies like OOO Creators who understand that experiences build equity. It was awesome being behind the lens, documenting not just the deliverables but the story behind their campaigns: creators coming together, brands leaning into authenticity, and a community built on real moments.

Shoutout to the Out Of Office team for the invite and their trust.