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Josh Fegles has a diverse work experience spanning several industries. Josh began their career in 2002 as the Director of Education at Our Saviors Lutheran Church, where they managed and led the student education department. Josh then moved on to Riverwest Church in 2005, where they served as the Program Director. In 2008, Josh joined InsideTrack as an Executive Coach, and eventually worked their way up to the role of Account Director. Josh continued to work at InsideTrack until 2015, simultaneously taking on the role of Founder/Owner of Jude's Foods LLC in 2011. Currently, Josh is the Academic and Government Channel Sales Director at Palo Alto Software, a position they have held since 2015. Their work there involves promoting and selling LivePlan, a SaaS solution for business planning and financial management.

Josh Fegles completed their high school education at Philomath High School from 1993 to 1997, earning a High School Honors Diploma. Following this, they pursued further education at Multnomah University from 1997 to 2001, where they obtained a Bachelor of Science degree in Biblical Studies and Inter-cultural Studies. In addition to their formal education, Josh Fegles also holds a certification as a Certified Master Coach from InsideTrack, Inc. Unfortunately, the information about when this certification was obtained is not available.