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Ann Tsai has a diverse work experience spanning several industries. Ann most recently worked at Pickupp as a Project Lead. Prior to that, they were a Senior Logistics & Operation Administrator at Evermore Trading Corporation, where they managed logistics planning for the company's subsidiaries across multiple countries. Ann also worked as an Import Export Manager at Viet Nam Ching Luh Shoes Co., LTD and as a Chartering Executive at Setaf Saget. Additionally, Ann has experience in global sales at Pro-Performer Co., Ltd and as a Strategic Purchaser / Planner at a wafer production factory. Ann began their career in the shipping industry as a Chartering professional at Banneret Marine.

Ann Tsai obtained their Master's degree in Supply Chain Management from the University of Plymouth, which they attended from 2006 to 2007. Additionally, they have obtained several certifications including PMP Project Management Application Practice Group from the Chinese Society of Power Engineering in December 2020, a Room Interior Decoration-General Construction Course from Zhejiang University of Technology in August 2020, and a certificate of Python entry level from National Taiwan University in July 2018.