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Matt Ladewig began their work experience in 1997 as a Technician at Compumax Computers, and later worked as a Technician at Coast Computers from 2000 to 2002. Matt then became the Owner & Technician at Celasys Mobile Computer Services until 2004. Afterwards, they worked as a Desktop & Voice Support at Newave Inc for a year before joining Mitel as a Converged Technologies Field Engineer. During their time at Mitel, they held various roles including Enterprise Engineer. In 2013, Matt joined Celasys Inc. as an IT Consultant for a brief period before moving on to UniVoIP, where they served as the Vice President of Technology and then became the Chief Technology Officer starting in 2024.

Matt Ladewig attended Palomar College, but no specific degree or field of study is mentioned. In terms of certifications, they obtained the Cisco Certified Design Associate (CCDA) from Cisco in November 2013. Matt also achieved the Sonus Accredited Technical Professional (SATP) certification from Sonus Networks in 2013. In 2012, they obtained the SIP School Certified Associate (SSCA) certification from The SIP School. Additionally, they obtained the Cisco Quality of Service - Exam 642-642 and Cisco Certified Network Associate (CCNA) certifications from Cisco in December 2010. Lastly, they hold over 100 Mitel Networks Product Certifications and Updates, but no specific dates are provided.