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Stephen Osborn started their work experience as a Server at La Cocina in May 2013. Stephen then worked as a Sales Associate at Kohl's Department Stores from December 2013 to December 2015. In May 2016, they joined Staymobile as a Finance Intern and later worked as a Financial Reporter from July 2016 to May 2018. Stephen also served as a Data Analyst for a brief period from May 2018 to June 2018 before becoming a Senior Financial Analyst from June 2018 to August 2019. From August 2019 to May 2022, Stephen held the position of Manager of Finance at Staymobile. Currently, they are working as a Financial Accountant at Dornier MedTech from June 2022.

Stephen Osborn attended The University of Georgia from 2013 to 2017. During this time, they pursued a Bachelor of Business Administration (BBA) degree with a focus on Finance, General.