Roots
Robin L. Spaulding is an experienced insurance executive and consultant with over three decades of expertise in property and casualty insurance. Most recently, she has focused on integrating AI technologies into claims operations, helping clients modernize and optimize their claims value chains. She holds the Chartered Property Casualty Underwriter (CPCU) and Associate in Claims (AIC) designations.
Beginning her career as a claims representative trainee, she held a series of progressively senior roles across multiple insurance carriers, third-party administrators, and a managed care company, culminating in her position as Divisional Vice President of Claims. Following her tenure in the industry, Robin transitioned into consulting, where she advised clients on future-state strategy development, Target Operating Models, and insurance platform implementations.
Roots
With over 30 years of experience spanning claims, underwriting, automation, and operational leadership, Diane Brassard serves as Head of Education and Advocacy at Roots. In this role, Diane bridges decades of insurance expertise with cutting-edge AI solutions—helping organizations understand, embrace, and implement intelligent automation to transform how insurance gets done.
Before joining Roots, Diane held senior roles at WR Berkley—Regional Shared Services and Berkley Mid-Atlantic Insurance Group, where she led stakeholder engagement, offshore initiatives, and underwriting operations; she also held leadership roles at Colony Specialty (Argo Group), including oversight of Marine business functions, and spent over two decades at The Main Street America Group driving improvements in claims, training, and technology to enhance service quality and support growth.