Sam Gifford has a robust background in sales and go-to-market leadership, currently serving as GTM Leadership at Rillet since August 2025, focusing on future-proofing ERP in an AI-driven landscape. Previously, Gifford held roles at Chargebee where strategic Enterprise segment efforts included closing 7-figure deals and coaching sales teams, while also excelling as an Account Executive in both Strategic Enterprise and Mid-Market divisions. Gifford's experience further includes impactful positions at Drift, achieving the highest ACV in the Drift Email division, and at TableUp, where contributions resulted in notable sales achievements. Prior experiences as a self-employed GTM consultant and co-founder in the tech space, along with an internship at MedCap Advisors, complement Gifford's extensive sales expertise. Education includes a Bachelor’s Degree in Business Administration and Management from Roger Williams University.
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