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Cy Scott's avatarPerson

Cy Scott

CEO, Co-founderHeadset

Seattle Area

Member Since October 2020


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Agile Methodologies


An entrepreneur at heart, I have experience starting companies, working for startups and doing time at large organizations. Currently, I am the Co-founder and CEO of Headset Inc., an analytics company for the cannabis industry designed to help operators make informed decisions based on data. We have a focus on operational and market intelligence, helping our customers make sense of this rapidly emerging and changing industry. Before Headset, I began my career accelerating the adoption of legal cannabis as the cofounder of Leafly. Since it's inception, I've worked with our talented team to grow Leafly into a platform that serves 6M visits monthly with multimillion-dollar revenues. Leafly had a successful exit, sold to Privateer Holding a leading company in the cannabis space with backing from institutional investors, such as Peter Thiel's Founders Fund. Prior to Leafly, I worked on's redesign first as an engineer, then as part of the product team and was responsible for getting Kelley Blue Book's first ever patent. I also worked as Sr. Product at Source Interlink (now TEN: The Enthusiast Network), a large publishing company with properties like Motor Trend and Automobile, working on their transition from traditional print to a digital-strategy.

Published content

Why Developing and Executing a Go-to-Market Cannabis Strategy Matters Now More Than Ever


One area of certainty in what has been a year primarily marked by its notable uncertainty is cannabis legalization’s continued strides ahead.

Company details


Company bio

Providing unparalleled cannabis data & analytics to inform your business strategy with real-time cannabis consumer trends & market intelligence.



Area of focus

Big Data
Machine Learning

Company size

51 - 200