Diane Brassard

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 BrassardJanuary 13, 20265 min read

8 Manual Processes You Should Not Still Be Doing

For decades, insurance underwriters, claims adjusters, and other skilled experts have ...

Diane BrassardJanuary 6, 20264 min read

8 AI-Driven Resolutions for Insurance Leaders in 2026

2026 will be a defining year for insurance tech transformation – you can see our ...

Diane BrassardDecember 31, 202511 min read

10 Insurance AI Predictions for 2026: Forecasting the Shift From Promise to Performance

If 2025 was a year of learning about artificial intelligence and notching early wins then ...

Diane BrassardDecember 23, 20254 min read

Surviving the Holiday Rush: How AI Gives Insurance Teams the Gift of Relief

The end of each year brings the same challenges: heavy renewal cycles, weather-driven ...

Diane BrassardDecember 16, 20255 min read

How AI Transparency Can Prevent Bias in Insurance Pricing or Approvals

In plain English, bias is a systematic distortion that causes an AI model or decision ...

Diane BrassardDecember 9, 20254 min read

7 Ways AI Supports Independent Insurance Agents

Independent agents are a vital link in the insurance value chain, facilitating, ...

Diane BrassardNovember 25, 20255 min read

AI Ends the Holiday Backlog Tradition

The holidays are a time for family, rest, and reflection. For us insurance folks, ...

Diane BrassardNovember 18, 20258 min read

Why the Insurance Industry Is Shifting From Static Automation to AI

For more than three decades, insurance organizations have turned to automation to solve ...

Diane BrassardNovember 12, 20256 min read

How to Avoid 6 Common Insurance AI Implementation Challenges

When a broker submits an account or a policyholder files a claim, they expect a fast, ...

Diane BrassardNovember 4, 20255 min read

Using AI to Simplify and Accelerate Insurance Book of Business Transfers

When it comes to acquiring business, insurance operates like many other businesses. ...

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