Deborah Smallwood

Deborah Smallwood

Senior Partner


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Deb is widely recognized as an industry thought leader who is known for her expertise in helping companies rethink the traditional business of insurance and position for success in the changing insurance world. Deb’s passion is to advise insurers on innovative ways to leverage digital, foundational, and transformational technologies that are required in the digital connected world. Deb provides forward-thinking insights and innovative methods that accelerate transformational journeys. For over 30 years, Deb has helped customers understand how to leverage technologies, shift strategies, and make informed strategic investment decisions. Deb has worked with hundreds of insurers and vendors, enabling them to advance their strategies to create high business value enabled by technologies. 

Prior to launching Strategy Meets Action, Deb held a variety of leadership roles developing strategic roadmaps and executing and deploying transformational projects – all to enable the business to modernize, optimize, and innovate. Her roles included VP of the insurance practice at CEB TowerGroup, Chief Transformation Officer (CIO) at Insurance Company of the West (ICW), Partner at KPMG LLP’s Information Risk Management Practice, and Head of Commercial Lines Application Development & Maintenance at Liberty Mutual Insurance Company.