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Drake Sides has a diverse work experience starting from 2015. Drake began their career as a Medical Surgical Nurse at Virtual Visit, LLC. Drake then worked at Seton Healthcare Family, where they held various roles including Charge Nurse in the Emergency Department, Registered Nurse in the Emergency Department, and Medical Surgical Nurse. In 2020, Drake joined Central Health as a Nurse Manager - Operations. After that, they worked as a Program Director at Intuitive Health from 2021 to 2023. Currently, Drake serves as the Chief Operating Officer at Love Weld starting from November 2022.

Drake Sides earned a Bachelor of Science degree in Registered Nursing/Registered Nurse from The University of Texas at Austin from 2011 to 2014. Later, from 2019 to 2021, they pursued a Master of Business Administration (MBA) degree at the Texas McCombs School of Business.