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Cole Jacobs has a diverse work experience that spans several industries. Cole started their career at Mahoney's Garden Centers as a Nursery Assistant from October 2014 to August 2016. Cole then worked as a Landscape Worker at Gardens By The Yard from March 2017 to September 2017. Cole continued their landscaping and gardening work at Merrifield Garden & Design as a Landscape Worker from March 2018 to September 2018.

In 2019, Cole took on a Sales and Marketing Internship at HMI Performance Incentives from May to August. The following year, they joined Wizard Technologies as a Business Development Representative. In this role, they identified new opportunities for bidding on U.S. military contracts, engaged with OEMs and vendors to facilitate new business, and maintained a HubSpot sales database. Cole consistently surpassed quotas by penetrating new accounts. Cole worked at Wizard Technologies from May 2020 to March 2022.

Cole then transitioned to Inline Media, where they started as an Integrated Media Coordinator in February 2022, a role they held until February 2023. Currently, they are serving as a Junior Planner/Buyer at Inline Media, starting in February 2023.

Cole Jacobs attended Wayland High School from 2012 to 2016, but did not obtain a degree or field of study during that time. From 2016 to 2020, Cole attended the University of Maine and obtained a Bachelor of Business Administration (BBA) degree in Marketing. Additionally, Cole obtained various certifications including a Certificate of Completion for Google Analytics for Beginners from Google in January 2020, a Mimic Pro Certificate of Completion from Stukent in December 2019, a HubSpot Content Marketing Certified in July 2019, a HubSpot Social Media Certified in July 2019, a HubSpot Inbound Marketing Certified in June 2019, a Google Ads Display Certification in January 2020, a Google Ads Search Certification in January 2020, a Shopping Ads Certification in January 2020, and a HubSpot Sales Software Certified in May 2019.