Bill Simpson

Bill Simpson is an accomplished technology executive with extensive experience in high-level positions across various organizations. Currently serving as CTO-in-Residence at Mainsail Partners since July 2025, Bill focuses on assisting bootstrapped B2B software companies in realizing growth and potential. Previous roles include Board Technical Advisor at Gryphon Investors, Board Member at RegEd, and Chief Product and Technology Officer at Ncontracts, where leadership in product and technology initiatives was key. Bill's career also includes significant positions such as Chief Technology Officer at Ingo Money, Sr. Software R&D Director at ProfitStars, and VP of Technology at Dun & Bradstreet. Bill's educational background features a Management Certificate from MIT Sloan School of Management and a BS in Computer Science from Boston University.