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Diane Brassard

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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 served as BPO Engagement Owner at WR Berkley – Regional Shared Services, where she was responsible for managing the strategic relationship between business stakeholders and BPO partners. In this role, she oversaw the successful execution of offshore initiatives, ensured service alignment with underwriting and claims teams, and drove process improvements to enhance operational performance and scalability.

Blog Post by Diane Brassard

Diane BrassardOctober 14, 20256 min read

Redefining Small Commercial Insurance Success: Closing Gaps and Driving Growth

Small businesses are both the backbone of the U.S. economy and one of its greatest ...
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Diane BrassardOctober 8, 20256 min read

The Hidden Security Risks of Deploying AI in Insurance

Artificial intelligence (AI) has quickly become one of the most talked-about technologies ...
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Diane BrassardOctober 1, 20255 min read

How AI Helps Teams Stay on the Offense During Peak Demand Times

Now that football season is in full swing, all eyes are turned to the gridiron. When you ...
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Diane BrassardSeptember 16, 20256 min read

AI-Related Regulations in Insurance and How to Comply

Artificial intelligence (AI) is rapidly reshaping the insurance sector. Underwriting, ...
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Diane BrassardSeptember 2, 20254 min read

Total Cost of Ownership Is a Smarter Framework for Evaluating AI Investments in Insurance

In the property and casualty (P&C) insurance industry, investments in AI are often ...
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Diane BrassardAugust 26, 20255 min read

Why Insurance AI Outperforms Built-In Core System and Workbench Software AI

As insurance technology leaders evaluate their AI strategies, a critical decision ...
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Diane BrassardAugust 19, 20253 min read

Sharpen Your Insurance Workflow with AI

Get those pencils sharpened, tablets charged, and backpacks packed, it’s that time of ...
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Diane BrassardAugust 12, 20256 min read

What Is Model Drift and How Does It Affect Insurance AI?

The insurance industry has embraced artificial intelligence at an unprecedented pace. At ...
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Diane BrassardAugust 5, 20257 min read

How Claims Teams Can Work Smarter (Not Harder) with AI

Working in a claims department can be incredibly rewarding, especially when experts are ...
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Diane BrassardJuly 29, 20257 min read

Leave Competitors Behind with Smarter AI Underwriting

Today’s insurance markets face mounting pressures ranging from increased loss severity ...
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