Caylee Sampson: Relationships First, From the North Shore to Squamish

“I chose Stilhavn because I’m in good company — great people, less corporate and more intentional, all things I was looking for in a brokerage.” — Caylee Sampson

A Career Centered on People

For Caylee Sampson, real estate has always been about people. The opportunity to be involved in such an important life decision for her clients is what first drew her to the profession. Over the past decade, that sense of purpose has continued to shape the way she approaches her work.

Relationships That Last

What Caylee values most about being a REALTOR® is the relationships that grow from the experience. Many of her clients become friends over time, something she considers one of the most meaningful parts of the profession. For Caylee, real estate isn’t just about completing a deal; it’s about building genuine connections and supporting people through significant moments in their lives.

From the North Shore to the Sea to Sky

Caylee built the foundation of her business on the North Shore, where she spent many years helping clients navigate the local market. Today, she lives in Squamish and continues to grow her business there while maintaining strong ties to the North Shore.

Early in her career, she was fortunate to work with clients in a wide range of locations—from Ucluelet to Victoria, Vancouver, and throughout the Sea to Sky corridor. That diversity of experience has shaped her understanding of the different lifestyles and communities across coastal British Columbia.

What Sets Her Apart

Caylee’s approach is simple but intentional: people come before the deal. While it’s something many agents say, she believes deeply that strong relationships are the foundation of everything in real estate. Her focus remains on building trust and creating lasting connections with the people she works with.

A Home at Stilhavn

At Stilhavn, Caylee found a brokerage that reflects the environment she was looking for—great people, a thoughtful culture, and a more intentional approach to the business. Surrounded by a supportive team, she continues to grow her practice while staying grounded in the relationships that matter most.