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Mike Ciccolella has a diverse work experience starting in 2008 as a Teacher at Needham Public Schools. In 2014, they joined Framingham State University as an Assistant Soccer Coach, where they assisted in training and game day planning, as well as scouting and recruiting. Since 2018, they have been working at Steel Sports as the Boston Senior Teams Director and Head Coach.

Mike Ciccolella has a Bachelor's degree in Psychology from Clark University. Mike also holds a Master of Education (MEd) from Framingham State University. In addition to their academic qualifications, they have obtained a UEFA C certification from the Football Association of Wales. Mike also possesses a Teaching License-Standard, issued by the State of Massachusetts Department of Education. Although they have additional certifications such as the National D License from the U.S. Soccer Federation and a National Diploma from United Soccer Coaches, the specific details regarding their completion dates are not provided.