Cuyler Owens

Advisor at HG Insights

Cuyler Owens is a seasoned executive with extensive experience in revenue generation and strategic growth across various technology and B2B sectors. Currently serving as an Advisor at HG Insights and CEO at Widewail since August 2025, Cuyler previously held the position of Chief Revenue Officer at TrustRadius from November 2022 to June 2025. Additional roles include Advisor at Autolabs.io and Chief Commercial Officer at Dealerware from July 2016 to October 2022, where responsibilities involved developing B2B mobility solutions and driving market success. Prior positions include Regional Vice President at Needle and Invodo, where Cuyler managed client relationships and strategic initiatives in telecommunications and consumer electronics. Earlier career highlights include positions at Socialware, VMware, and Apple Leasing. Cuyler Owens holds a Bachelor of Science degree in Sociology and Spanish from Texas Christian University and also studied at Universidad de Alicante.

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HG Insights

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HG Insights is the global leader in technology intelligence. Every day, HG Insights uses advanced data science methodologies to process billions of unstructured digital documents to produce the world’s best technology installation information, IT spend, and contract intelligence.