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Brenden Bennett has a diverse work experience history. Brenden started their career as a Media Consultant at Cape Cod Cranberry Growers in March 2009, before moving on to become a Technician at The Mac Express in September 2009. At The Mac Express, they worked as the head technician and received the "Premium Service Provider" award from Apple Inc. for being one of the top 100 service providers in the country. Brenden worked at The Mac Express until January 2015.

Following this, Brenden joined Unified Networking Solutions as a Field Service Engineer in January 2015, where they stayed until September 2017. In 2017, they pursued their passion for photography and started working as a Freelance Photographer with their own venture, Brenden Bennett Photography.

In 2018, Brenden shifted their career focus to the technology industry and joined Summit Hosting - Secure Cloud Hosting as the Network Engineer Manager. Brenden held this position until April 2021 when they transitioned to the role of Lead Communications Engineer within the same company. Later, in May 2022, they were promoted to the position of Manager - Account Engagement at Summit Hosting - Secure Cloud Hosting.

Brenden Bennett completed their education from 2011 to 2015 at Bridgewater State University, where they pursued a degree in Communications. Their field of study focused specifically on Media and Film.