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Benjamin Lipman has extensive work experience as a legal professional. Benjamin started their career as a Media Law Attorney & Commercial Litigator at Lewis Rice LLC in 1991 and worked there until January 2019. During their time at Lewis Rice LLC, they gained expertise in media law and commercial litigation. In 2002, they also took on the role of Adjunct Professor of Law at Washington University in St. Louis School of Law, where they taught until May 2018. In January 2019, Lipman joined the Las Vegas Review-Journal as the Vice President of Legal Affairs/Human Resources and General Counsel. In July 2022, they were promoted to the position of Chief Legal Officer, a role they currently hold.

Benjamin Lipman began their education at Parkway Central High School, although the dates are unknown. Benjamin then went on to attend the University of Pennsylvania from 1984 to 1988, where they obtained a Bachelor of Arts degree in Economics with a minor in English. Following that, they attended the Washington University in St. Louis School of Law from 1988 to 1991, earning their Juris Doctor (J.D.) degree.