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Graydon Oshiro's work experience begins in 2010 with roles at Lear Corporation, where they worked as a Credit Controller and Accounts Receivable Specialist. Graydon later became a team member of the Financial Shared Service Europe Project. In 2011, they joined API Asset Performance Inc as a Performance Measurement Analyst. In 2012, they joined Heather Hospitality Group, initially working as a General Operations Team Member before transitioning into an Accountant role. In 2014, Graydon Oshiro joined Bench Accounting and held various positions such as Accounting Team Lead, Accounting Operations Manager, and Senior Manager of Tax Operations. Currently, they serve as the Director of Tax Operations at Bench Accounting.

Graydon Oshiro attended Okanagan College from 2005 to 2009, where they obtained a Bachelor of Business Administration degree with a specialization in Financial Accounting. In 2008, they briefly studied International Business at FH Campus Wien | University of Applied Sciences. In 2012, they completed a course on Mortgage Brokerage in British Columbia at The University of British Columbia. Graydon also holds a certification in Mortgage Brokerage from The University of British Columbia.