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.
