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Jack Drawbridge has a diverse work experience. In 2016, they began as a Sales Associate at DICK'S Sporting Goods. In 2020, they took on the role of Marketing Intern at Philadelphia Insurance Companies. In 2021, they became a Sales Development Representative at UrbanSitter. In 2022, they took on two roles simultaneously, Business Development Representative at Aquera and Enterprise Business Development Representative at People.ai.

Jack Drawbridge obtained a Bachelor of Business Administration - BBA in Business Administration and Management, General from Colorado State University College of Business between 2017 and 2021. In May 2021, they also earned a Certificate of Entrepreneurship from the same institution.