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Jesse Wagstaff has a diverse work experience in the field of web development and software development. Jesse started their career in 2005 as a Web Developer at Riverdeep, where they assisted in the launch of the company's portal site. Jesse also created tutorials for content updating and outlined style guidelines.

In 2006, Jesse joined Ursa Minor Arts & Media as a Web Developer/Designer. In this role, they worked with a team of designers to create expressive websites for clients. Jesse also provided expertise in front-end development technologies and supported the company's audio mastering studio, Linux servers, and video editing suites.

From 2011 to 2018, Jesse worked at Telltale Games as a Lead Web Developer. Jesse played a significant role in developing and evolving the front-end for Telltale's online presence. Jesse implemented internal and customer-facing APIs and worked closely with marketing and creative teams to design and develop responsive high-performance websites, interactive campaigns, a community portal, and an online store.

Most recently, in 2018, Jesse joined Grove Collaborative as a Software Developer. Further details about their role at Grove Collaborative are not provided.

Jesse Wagstaff pursued their undergraduate education from 2002 to 2006 at the University of Denver, where they obtained a Bachelor of Arts degree in Digital Media Studies. Continuing their academic journey, they attended San Francisco State University from 2010 to 2011, focusing on Digital Animation. While no specific degree is mentioned for this period, Jesse delved into the field of Digital Animation during their time at San Francisco State University.