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Dakota Wilcher has a diverse work experience spanning various roles and industries. In 2015, they started their career at the University of Alaska Fairbanks, where they worked as an IT Student Support Specialist, OIT Service Desk Student Lead, and OIT Service Desk Student Analyst. From 2018 to 2022, Wilcher held multiple positions at Ampersand, including Client Services Supervisor, Client Services Lead, Client Services Specialist, and Systems Technician. In 2019, they became the Chief Executive Officer and Owner of Dike LLC IT Solutions until 2021. In 2020, Wilcher worked as a Farm Hand at 907 LIVESTOCK. From 2022 to 2023, they served as a Technology Support Coach at Fairbanks Native Association. Currently, they are working as an IT Support Technician at Doyon Utilities, starting in 2023.

Dakota Wilcher obtained a high school diploma from Interior Distance Education of Alaska (IDEA) in 2015. After completing high school, Dakota attended the University of Alaska Fairbanks to study Information Technology. Additionally, Dakota has acquired several certifications including Heartsaver CPR & AED from the American Heart Association in June 2022, Overcoming ACEs in Alaska Schools and Trauma Engaged Educators Guide: Family Partnerships from STATE OF ALASKA DEPARTMENT OF EDUCATION AND EARLY DEVELOPMENT in June 2022, Criminal Justice Information Systems from the Federal Bureau of Investigation (FBI) in September 2018, and Microsoft Technology Associate: Security Fundamentals (MTA) from Microsoft in May 2016. Dakota also possesses a certification in Planning for Success for Leadership Team, although the institution and date of acquisition are not provided.