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Josh Gregory has a diverse work experience spanning several roles and industries. Josh began their career at Carter Volkswagen Saab as a Volkswagen Technician from August 2012 to February 2015. Josh then transitioned to a Sales Development Representative role at Pushpay in February 2015, where they worked until August 2015. Josh later became an SDR Manager and subsequently an Enterprise SDR Manager at Pushpay from September 2015 to June 2020. From July 2020 to April 2022, Josh served as an Inbound MDR Manager at Pushpay. Currently, they hold the position of Full Cycle AE Manager | Mid Market at Pushpay since February 2022. In addition to their roles at Pushpay, Josh is also a member of Modern Sales Pros, a community for sales leaders, since June 2018.

Josh Gregory completed their Associate of Applied Science (AAS) degree in Automobile/Automotive Mechanics Technology/Technician from South Seattle College, where they attended from 2009 to 2010. In addition to their degree, they also obtained several certifications, including Sales Prospecting, Coaching and Developing Employees, and Thinking Like a Leader, all from LinkedIn. Josh obtained the certifications in May 2017, November 2016, and November 2016, respectively.