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John Olsen has a diverse work experience, starting with their role as a Pastor of Creative Arts and Worship at CCC in Greeley, CO from July 2009 to an unknown end date in 2015. John then worked as a Shop Manager at Five Stones Coffee Co. from June 2016 to July 2017. Since August 2017, John has been with Pushpay, initially serving as a Customer Success Manager until December 2020. John was then promoted to MM CSM Manager, a role they held until January 2022. Currently, they are working at Pushpay as a Strategic Customer Success Manager, a position they have held since January 2022.

John Olsen earned a Master's degree in Christian Studies from Denver Seminary, which they attended from 2011 to 2014. Prior to their time at Denver Seminary, John completed a Bachelor's degree in Communication and Media Studies at the University of Northern Colorado, although the specific duration of this program is unavailable.