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Bob Dimmick's work experience includes serving as the Chief Executive Officer of Kiowa Casinos since 2023. In this role, they are responsible for developing and executing management strategies, promoting company culture, and maximizing revenue distribution to the tribe. Prior to this, they were the CEO of Pawnee Tribal Development Corporation from 2018 to 2023. Additionally, they have held senior leadership positions in marketing at various casinos and companies such as Sandia Resort & Casino, Churchill Downs Incorporated / Riverwalk, Tachi Palace Hotel and Casino, and River Spirit Casino. Bob also has experience in teaching as an Adjunct Professor at Oklahoma State University. Earlier in their career, they served as the Executive Vice President of Sales and Marketing at Advantage Rent A Car and as the Vice President/General Manager, Marketing and Sales Promotion at Winnercomm, Inc. Robert "BOB" began their career at National Car Rental as the Corp VP Marketing.

From 1968 to 1972, Robert "BOB" Dimmick attended Alfred University. There, they obtained a Bachelor of Arts (B.A.) degree in English Language and Literature.