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Courtney Dawson started their career in 2016 as an Investment Banking Analyst at UBS, specializing in Leveraged Finance and Financial Sponsors. In 2018, they joined WeWork as an Associate of Corporate Strategic Finance and later became the Lead of Corporate Strategic Finance. In 2020, they transitioned to a role as the Head of Finance at DAYBASE. Currently, they are the SVP of Finance at Amber Hospitality starting from January 2023.

Courtney Dawson attended Yale University from 2012 to 2016 and obtained a Bachelor's degree in History. In August 2016, they also obtained a certification called Series 79, but the institution where they obtained this certification is unknown.