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Nikolay Chalakov has a varied work experience spanning several companies and roles. Nikolay began their career at Johnson Outdoors as a Quality Assurance professional from May 2006 to June 2008. Nikolay then worked as a Network Administrator at J&R Schugel Trucking, Inc. from June 2008 to 2010. Following that, they joined NU-Telecom as an IT Analyst II from June 2010 to 2016. Chalakov's most recent position is with Nuvera, where they have held multiple roles. Nikolay started as a Systems Analyst in June 2016 and is currently a Corporate Systems Architect, a position they have held since August 2022.

Nikolay Chalakov obtained an Associate's degree in Network and System Administration/Administrator from Rasmussen University, which they attended from 2006 to 2009. Nikolay then pursued a Bachelor of Applied Science (B.A.Sc.) in Information Technology from Capella University, where they studied from 2009 to 2011. In addition to their degrees, Chalakov also obtained a Cisco Certified Entry Networking Technician (CCENT) certification from Cisco in March 2013.