Craig Maloney

Craig Maloney is a 30+ year veteran of the EdTech, healthcare, and insurance industries with deep domain expertise in SaaS and tech-enabled services. Known for driving profitable growth and creating shareholder value, Craig has led transformative efforts across several organizations. Before joining InStride, he served as Executive Vice President at Benefitfocus, initiating a strategic plan to foster growth through partnerships and distribution channels. As CEO of Maestro Health, he led a turnaround resulting in the company’s sale to Marpai. Craig has also held key roles at Hewitt Associates and Aon/Univers, focusing on growth and value-driven solutions. He holds a Bachelor of Science in Finance from Fairfield University and is committed to servant leadership and stakeholder success.