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Derek Ventilato has a diverse work experience spanning several industries. Derek currently works as a Program Manager at Wolters Kluwer Lien Solutions. Prior to this, they worked at LOGS Network as an Analyst in Compliance Training & Development. Derek has a strong background in marketing and operations management, as they served as a Marketing Operations Manager at Dealertrack | Registration and Titling Solutions from 2015 to 2019. Before that, they were a Senior Marketing Communications Specialist and a Client Services Representative at the same company. Derek began their career in the Mashantucket Pequot Tribal Nation, where they worked as a GIS/CAD Operator conducting field work and creating maps. Derek also has experience as a Security Officer at Mashantucket Pequot Gaming Enterprise | Foxwoods Resort Casino, ensuring the safe transport of funds and enforcing gaming regulations.

Derek Ventilato attended New Hampshire Technical Institute (NHTI) from 1989 to 1992, where they earned an Associate of Science (AS) degree in Architectural Engineering. Derek also studied at NHTI, Concord's Community College during the same period, earning another Associate of Science (AS) degree in the field of study of Architectural Engineering.