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Chelsea Drew has a diverse work experience in the food and beverage industry. Chelsea began their career as a Server at Myers & Chang in 2010 and worked there for three years. In 2013, they became the Opening Restaurant Manager at Alden & Harlow, where they stayed until 2015. Chelsea then joined ISLAND CREEK OYSTER BAR, starting as a Restaurant Manager and eventually becoming the Assistant General Manager. Chelsea also had a role as an Event Manager, overseeing various onsite and offsite events. In 2019, Chelsea became the General Manager at ISLAND CREEK OYSTER BAR until 2020. Currently, they are employed at OneView Commerce, starting as a Junior Scrum Master and recently transitioning into the role of Scrum Master.

Chelsea Drew attended Lasell College from 2008 to 2010, where they focused on Communication and Media Studies. However, no specific degree name is provided.