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Joshua Jasper has a diverse work experience across various industries. Joshua began their career at LegalMatch in 2003 as an Account Manager before moving on to Law.com in 2005, where they worked in CLE sales and client services. In 2006, they joined eMusic as a Client Services and QA employee. Joshua then worked at TRAFFIQ in 2007, where they gained experience in ad operations. In 2009, Joshua joined Genreville.com as a Genreville Blog contributor. In 2010, they worked at Harmonica, LLC as a Software Tester before joining ShopKeep in 2011. At ShopKeep, Joshua held multiple roles, including Customer Support Director, Senior Sales Representative, Channel Sales, and Onboarding Team Manager. During their time at ShopKeep, they founded the customer support team and a customer experience-focused "Experts" team. Most recently, Joshua worked at MarketMan from 2017 onwards. Joshua started as a Sales Manager and was responsible for changing the Vendor-Buyer ecosystem in the food service industry. Joshua was promoted to the role of Director of SMB Sales in 2020. Their responsibilities included inbound SMB sales to various food service businesses, growing the team, helping sales representatives meet quotas, and maintaining relationships with inbound channels.

Joshua Jasper has a background in Philosophy from Adelphi University. Joshua also holds a Bachelor of Science degree in Computer Information Systems from DeVry.