Bruce Fingles currently serves as the Chief Operations Officer at Pineapple Academy, focusing on training operators by operators. Additionally, Bruce Fingles provides operational and technology advice as a member of the Board of Advisors. Previously, Bruce Fingles was a CEO Mentor at Newchip Accelerator, offering guidance on technology and operations to startup teams. Bruce Fingles held the position of Senior Vice President of Operations and Customer Services at BlackRidge Technology Services, where executive leadership was provided across multiple domains including IT and customer support. In earlier roles, Bruce Fingles served as Chief Information Officer and VP of Product Management at Xsigo Systems, driving significant revenue growth, and held similar executive positions at Micromuse Inc., Oblix, Recourse Technologies, and Ridge Technologies, contributing to various aspects of technology and customer service operations. Bruce Fingles earned a Bachelor of Arts in Anthropology from the University of Connecticut.