One night, Jenn Harper had the most vivid dream of three smiling Indigenous girls covered in colourful lip glosses. That dream, along with her newfound sobriety, led her to launch the company Cheekbone Beauty, which aims to bring positive representation of Indigenous folks into the beauty space. Lauded as a trailblazer in both sustainability and diversity, Jenn is now one of the cosmetics industry’s most influential Canadians, and her groundbreaking beauty brand is sold in Sephora locations across the country. Jenn sits down with Tom Power to talk about her long, hard road to success, why Indigenous joy is the cornerstone of her business, and why representation is at the forefront of everything she does.