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Tom Connolly has a solid work experience in the transportation industry. Tom started their career at Caltrain in 2010, where they served as the General Manager until 2012. Afterwards, they joined Amtrak and held the position of General Superintendent for their long-distance and state-supported trains in Illinois, Michigan, and Wisconsin. Tom then became the Vice President and was responsible for overseeing railroad operations on a national level, including managing crew services. Throughout their roles, Tom demonstrated strong leadership skills and successfully coordinated activities during major service disruptions.

Tom Connolly earned a Bachelor of Applied Science (B.A.Sc.) degree in Organizational Management from Cabrini University, where they attended from 2001 to 2014.