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Dylan Cadwallader has held a variety of roles in the business and marketing industries since 2012. In 2012, they began as a Client Relations Intern at Absolute Marketing Group and an Independent Contractor at Able Restoration Group. In 2013, they were a Chief Marketing Researcher at Shine Beauty Salons. In 2014, they were a Marketing Strategist and Skating Coach at Queenstown Ice Arena. In 2015, they were a Property Manager at Nahikulani and Oz Farms. In 2016, they were a Quality Assurance Underwriter at Protiviti. In 2018, they became a Senior Loan Consultant at Global Equity Finance and passed a 20 hour SAFE Course and the NMLS Exam. In 2023, they became a Business Development Manager at Press Gold Group.

Dylan Cadwallader attended Concordia College from 2008 to 2012 and earned a Bachelor's degree in Business Marketing and Social Media Management. In 2010, they also attended the University of the Sunshine Coast and earned a Bachelor of Business Administration (B.B.A.) in International Marketing.