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Diana Silva has a diverse work experience spanning multiple roles and companies. Diana started their career in 2006 at HTS, Inc. as an Executive Assistant/Interim Office Manager. Later, they joined FreightTrain as a Software Implementation Specialist in 2006 and worked their way up to Director of Customer Operations in 2021. In 2022, Diana joined HTS, Inc. again, this time as a Project Coordinator in the Commissioning Group. Diana quickly progressed to become a Transition Planning and FreightTrain Software Project Manager in 2015, and finally, a Project Manager in 2018. Currently, Diana is the Vice President of Operations at FreightTrain.

Diana Silva's education history begins in 2012 when they enrolled at the University of Redlands to pursue a Bachelor of Business Administration (BBA) degree. Diana completed this degree but did not provide information on the end year. In 2015, Diana Silva then went on to attend the University of La Verne, where they obtained a Master of Business Administration (MBA) degree. The duration of their MBA program was from 2015 to 2018. No specific field of study was mentioned for either degree.