Overview
Charles Sword serves as Chief Executive Officer at Mobot [1][3]. Sword is the Founder and Senior Advisor at Work Different, a GTM advisory services company focused on helping early stage B2B technology companies scale their teams and revenue, and brings over 20 years experience as a GTM leader including multiple successful exits [2]. Sword's prior roles include Chief Revenue Officer positions at UpMetrics [5], Blueprint Software Systems [6][8], and Prove [7], as well as Vice President of North America Sales and Operations at CAST [9] and Vice President of Strategic Industries at iRise [10]. Sword holds a Bachelor of Arts in Economics from the University of Pennsylvania [11].
Profile introduction
Charles Sword is the Founder and Senior Advisor at Work Different, a GTM advisory services company focused on helping early stage B2B technology companies scale their teams and revenue. He brings over 20 years experience as a GTM leader including multiple successful exits.
Career history
- Chief Executive OfficerJun 2026 to presentMobot
- GTM AdvisorJul 2025 to Jun 2026Work Different
- Chief Revenue OfficerOct 2022 to Aug 2025UpMetrics
- Chief Revenue Officer2020 to 2022Blueprint Software Systems
- Chief Revenue Officer2018 to 2020Prove
- Chief Revenue Officer2014 to 2018Blueprint Software Systems
- Vice President, North America Sales and Operations2013 to 2014CAST
- Vice President, Strategic Industries2011 to 2013iRise
Education
Bachelor of Arts, EconomicsUniversity of Pennsylvania
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