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Duncan Dowling V has a diverse work experience spanning various industries. Duncan currently holds the position of Vice President of Product Development at Frontline Insurance, a role they started in September 2022. Prior to this, they worked at Security First Insurance from 2015 to 2022, starting as a Product Analyst and progressing to roles such as Associate Product Manager and Product Manager. During their time at Security First Insurance, Duncan was responsible for overseeing product lines, handling project management, making pricing recommendations, and staying updated on industry developments.

Before joining Security First Insurance, Duncan worked as an Area Sales Manager at The AroundCampus Group for a brief period in 2014. Duncan also gained customer service experience at Publix Super Markets from 2009 to 2014. In addition, they served a short stint as a Sales Team Leader at The AroundCampus Group in 2013.

Duncan Dowling V pursued their education starting in 2011 at Stetson University. Duncan obtained their Bachelor of Business Administration (B.B.A.) degree in Accounting after completing a four-year program in 2015. Continuing their academic journey, they then enrolled at Southern New Hampshire University in 2015. There, they earned a Master's Degree in Data Analytics, graduating in 2019.