As the Director of Business Development and Proposal Operations at HighPoint Digital, Rick Simon leads the company’s full business development and proposal lifecycle, driving strategic growth and operational excellence. He oversees opportunity identification, capture strategy, partner development, proposal development, and process improvement initiatives, ensuring the delivery of high-quality, compliant proposals across the organization.

Rick, a Navy veteran, brings over three decades of experience in IT, telecommunications, and government services, with deep expertise in proposal management for large-scale federal bids, cybersecurity, cloud solutions, and enterprise IT. Prior to joining HighPoint, Rick held senior proposal and business development roles at ECS, InfoReliance, Serco North America, and Sprint Nextel Communications. Throughout his career, he has successfully led cross-functional teams and managed winning billion-dollar proposal efforts that support growth and client success.

Rick attended DeVry University for Business Operations Management and IT Operations, complemented by studies in Business and Graphic Design at Longwood University.

Outside of work, Rick enjoys traveling with his wife and teenage son, sports (football and soccer), home renovations, and automobiles.