In early 2020, he landed at Horseshoe Indianapolis - then known as Indiana Grand Casino - before moving on to become the general manager at the Trop Casino in Greenville, Mississippi. He soon became director of table games for Harrah's Resort SoCal, but was told that if he wanted to lead his own property, he would have to look elsewhere. "(Becoming a) general manager was something I started focusing on." "I loved that job, and that's where I realized a passion for me was to do something like that for the rest of my career," he said. The latter role, which Skidmore said immersed him in nearly every part of the casino's operations, helped him affirm that following a career track into management was what he wanted to do. From there he moved on to become a dealer and a casino operations scheduler before overseeing an efficiencies program for Caesars at the facility. His first job after high school was as a hotel bellman at Harrah's Resort Southern California. Skidmore has followed a winding path through the gaming industry to land at Hoosier Park.
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