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BoGwen Jolly has a diverse work experience spanning over three decades. In 1990, they began their career at Safeway as a Journeyman Produce Clerk and progressed to roles such as File Maintenance, Dairy Manager, and Cashier. After 10 years, they joined Multi-Services Inc. as a Lead Accountant, responsible for managing the accounting functions of multiple entities. During their tenure, they successfully upgraded the accounting software system. In 2005, they joined Harland Financial Solutions as a Senior Revenue & Contract Analyst, where they provided accounting knowledge and procedure to improve the team's error rate and led an important integration project. From 2009 to 2017, BoGwen worked at PROACTIVE ORTHOPEDIC & SPORTS PHYSICAL THERAPY as an Accounting Manager, handling various responsibilities such as accounts payable, accounts receivable, payroll, and financial statement preparation. In 2017, they joined Sunshine Retirement Living as a Financial Controller and served in that role until 2021. Most recently, BoGwen joined ElderCounsel, LLC in 2021 as an Accounting Manager, and in 2023, they transitioned to a similar role at The Linux Foundation.

BoGwen Jolly pursued their tertiary education in a diligent manner. In 1998, they enrolled at Mt. Hood Community College and completed their associate degree in Accounting in the year 2000. A decade later, in 2008, BoGwen advanced their education by enrolling at Eastern Oregon University. BoGwen successfully earned their bachelor's degree in Business Administration, with a concentration in Accounting, in 2010.