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Robert Stiff's work experience includes roles such as Senior Software Developer at Arthur Andersen LLP, Consulting Program Manager at Ariba, Director of Information Technology at Global Signal, Director of Information Technology at The Keffi Group, VP of IT Applications and Offshore Development at World Fuel Services, VP of Software Development at JCIII & Associates, Managing Director of Application Development & Production Support at FCCI Insurance Group, Platform Solutions Leader at Andesa Services, Inc., and currently, Director of Application Development at Orchid Insurance. Throughout their career, Robert has demonstrated leadership in software development, project management, and technology solution delivery across various industries.

Robert Stiff earned a Bachelor of Science degree in Computer Science from Drake University from 1991 to 1994.