James Jennings

GTM at Squint

James Jennings is a seasoned professional in go-to-market (GTM) strategy and revenue operations, currently serving in a GTM role at Squint since October 2024. Prior experience includes positions at Pave, where Jennings held multiple leadership roles, including Director of GTM Strategy and Head of RevOps, Enablement, & SE, contributing significantly to sales performance and product launches. With a background in commercial enablement at CapCenter and corporate strategy at Commonwise Home Care, Jennings has demonstrated expertise in building sales structures, increasing qualified pipelines, and driving revenue growth across various organizations. Earlier experience includes successful sales and management roles at Vesta Healthcare, Hometeam, Ricoh USA, and community service with REACH, complemented by a degree in English Language and Literature from the University of Virginia.

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