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Gertrude L. began their work experience in 2008 as the Marketing Director for Wisconsin Golfer. In 2010, they transitioned to Mueller Sports Medicine, where they held multiple roles including International Sales Manager and Director of Sales and Marketing - ASIA. In their role at Mueller Sports Medicine, Gertrude was responsible for managing the company's growth in Asia, including Australasia and Russia, and providing leadership on strategic goals as a global brand.

Gertrude L. pursued their higher education at the National University of Singapore, where they obtained a Bachelor of Business Administration (B.B.A.) degree with a concentration in Finance. The exact timeframe of their studies at this institution is unknown. Following this, in 2005, they enrolled at Edgewood College and completed their Master of Business Administration (MBA) degree, without specifying a specific field of study.