Sherry Hilliard ↠ Ideas Into Reality

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ENTREPRENEUR & FOUNDER

Sherry Hilliard

Sherry Hilliard is a tourism entrepreneur based in Whistler, British Columbia and founder of Whistler Photo Safaris and Trail Quest Adventures. Her work focuses on creating distinctive outdoor experiences that connect visitors with wildlife, landscapes, and local stories.

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ventures

Entrepreneurship

A serial entrepreneur and founder of two tour companies, creating distinctive tourism experiences in Whistler that connect visitors with wildlife, landscapes, and local stories.

Foundation

Education

Bachelor of Commerce in Entrepreneurial Management from Royal Roads University, with a focus on innovation, strategic thinking, and building sustainable businesses.

Community

Community Leadership

Trustee of the Whistler Waldorf School and co-chair of the Campus Build Committee helping guide development of a new K-12 campus serving families across the Sea-to-Sky region.

innovation

Future Thinking

Founder of Practical Intelligence, exploring how entrepreneurs and small businesses can use artificial intelligence to think more clearly, make better decisions, and build adaptive organizations.

PERSPECTIVE

Building Ideas Into Reality

Sherry Hilliard is driven by curiosity, creativity, and a lifelong love of building ideas into real-world ventures. From tourism and community initiatives to emerging technologies, her work reflects a belief that thoughtful entrepreneurship can shape meaningful experiences, organizations, and communities.Based in Whistler, British Columbia, Sherry Hilliard is a Canadian tourism entrepreneur and founder of Whistler Photo Safaris and Trail Quest Adventures among others exciting ventures.

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Whistler Photo Safaris

Founder & Director

Co-founded by Sherry Hilliard, Whistler Photo Safaris offers guided bear viewing tours in Whistler, British Columbia, combining wildlife observation with interpretation focused on black bear ecology, habitat, and conservation.

Trail Quest Adventures

Founder

Created by Sherry Hilliard, Trail Quest Adventures offers interactive walking tours in Whistler, British Columbia, blending local history, nature, and storytelling to create a distinctive place-based visitor experience.

Whistler Waldorf School

trustee

Sherry Hilliard serves as a trustee of the Whistler Waldorf School, contributing to governance and long-term strategic initiatives supporting education and community development in Whistler.

Practical Intelligence

founder

Founded by Sherry Hilliard, Practical Intelligence explores how entrepreneurs and small businesses can use artificial intelligence to think more clearly, make better decisions, and build more adaptive organizations.

YogiBE Company

founder

Founded by Sherry Hilliard, Yogi BE began as a passion project that grew into a national brand, supplying yoga gear, jewelry, and books to stores across Canada. With a proven track record in wholesale and design, Sherry enjoys curating inspired lifestyle items.

Kettle River Ranch

founder

Sherry co-owned Kettle River Horse & Tack, where she sold handcrafted leatherwork from her artisan brand of nearly 20 years. She also hosted “Om on the Range” yoga programs, blending horsemanship and mindfulness, while boarding and caring for horses on the property.

• Whistler Photo Safaris

• Trail Quest Adventures

• Practical Intelligence

• Substack

Whistler, BC

Sherry Hilliard
Tourism Entrepreneur & Founder

Sherry Hilliard is a Canadian tourism entrepreneur based in Whistler, British Columbia and the founder of Whistler Photo Safaris and Trail Quest Adventures. She is also the creator of Practical Intelligence and serves as a trustee of the Whistler Waldorf School.