Overview
Josh S. serves as Chief Sales Officer at Draftwise [1]. S. holds a BA in Entrepreneurship from University of Notre Dame [11] and is described as an experienced team leader in the computer software industry with skills in negotiation, coaching, sales, customer relationship management, and leadership [2]. S. joined Draftwise as Head of Sales in June 2024 [4] before being promoted to Chief Sales Officer in June 2026 [3]. Prior to Draftwise, S. held sales leadership positions at Gravity Sketch as Head of Sales from November 2022 to May 2024 [5] and spent over six years at Pendo.io in roles ranging from Account Executive to Regional Vice President between November 2015 and December 2022 [6][7][8][9]. S. also worked as an Account Executive at SAVO Group in 2015 [10].
Profile introduction
Experienced Team Leader with a record of achievement working in the computer software industry. Skilled in Negotiation, Coaching, Sales, Customer Relationship Management (CRM), and Leadership. Strong sales professional with a BA focused in Entrepreneurship from University of Notre Dame.
Career history
- Chief Sales OfficerJun 2026 to presentDraftwise
- Head of SalesJun 2024 to Jul 2026Draftwise
- Head of SalesNov 2022 to May 2024Gravity Sketch
- RVP - Pendo AdoptFeb 2021 to Dec 2022Pendo.io
- Director of Pendo AdoptFeb 2019 to Feb 2021Pendo.io
- Regional Team LeadFeb 2017 to Jan 2019Pendo.io
- Account ExecutiveNov 2015 to Jan 2017Pendo.io
- Account Executive2015 to Nov 2015SAVO Group
Education
BA, Entrepreneurship2005 - 2009University of Notre Dame
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