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Webinars

How AI and a Target Operating Model Eliminate Manual Process Costs in Insurance
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LIVE WEBINARHow AI and a Target Operating Model Eliminate Manual Process Costs in Insurance
April 14, 2026  |  45 minutes

In this session, we'll walk through what manual processes are actually costing insurance organizations, what a future state target operating model is and why it matters, and how AI fits into the picture. 

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Establishing an AI Governance Framework Before Your Next Insurance AI Deployment
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ON-DEMAND WEBINAREstablishing an AI Governance Framework Before Your Next Insurance AI Deployment
2026  |  45 minutes

In this session, we'll walk you through governance structures and considerations insurance organizations need as they evaluate and deploy AI.

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Reskilling for AI: Strategies to Retrain and Retain Insurance Employees
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ON-DEMAND WEBINARReskilling for AI: Strategies to Retrain and Retain Insurance Employees
2026  |  45 minutes

This session focuses on straightforward workforce strategies that help organizations manage how work and roles evolve as AI is introduced. We will discuss identifying workflows likely to shift, defining future responsibilities, retraining employees for new expectations, and communicating in ways that reduce uncertainty.

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How Insurance Leaders Can Scale AI Across the Organization
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ON-DEMAND WEBINARHow Insurance Leaders Can Scale AI Across the Organization
2026  |  45 minutes

In this webinar, we’ll walk through how insurance leaders can scale AI in a structured, repeatable way. Drawing on real operational patterns, we’ll cover how to prepare workflows for automation, prioritize the right next use cases, evolve governance and operating models, and apply lessons learned to improve each rollout.

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Seeing Is Believing: Training an Open-Source Grounded OCR VLM
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ON-DEMAND WEBINARSeeing Is Believing: Training an Open-Source Grounded OCR VLM
2026  |  1 hour

In this session, we'll show how a compact, open VLM can deliver reliable, line/word-level grounding – answering "what does it say here?" and "where is X?" with precise boxes and reproducible behavior. We'll walk through the end-to-end recipe behind GutenOCR (a fine-tune of Qwen2.5-VL).

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Guardrails for AI: How Human-in-the-Loop Improves Accuracy and Reliability in Insurance
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ON-DEMAND WEBINARGuardrails for AI: How Human-in-the-Loop Improves Accuracy and Reliability in Insurance
2026  |  45 minutes

We’ll explore how humans and AI work together across insurance operations, combining automation with expert oversight where it adds the most value. You’ll learn how human-in-the-loop (HITL) improves AI accuracy, supports governance and accountability, and ensures clear ownership of decisions.

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Getting Insurance AI Projects Unstuck: Moving From Pilot to Production
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ON-DEMAND WEBINARGetting Insurance AI Projects Unstuck: Moving From Pilot to Production
2026  |  45 minutes

We break down the real reasons AI projects get stuck – and what teams can do differently. We share a practical framework across technology, people, process, and governance to help teams move faster, stay aligned, and confidently put AI into production.

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Understanding AI: What It Is and Where It Works in Insurance
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ON-DEMAND WEBINARUnderstanding AI: What It Is and Where It Works in Insurance
2026  |  45 minutes

Kicking off a new year is the perfect time for insurers to reassess how AI fits into their strategies and operations.  We’ll discuss how to determine where AI is the right fit, how to make sure AI is giving correct and usable results, and why process clarity is essential for successful adoption.

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Insurance AI Best Practices and Predictions for 2026
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ON-DEMAND WEBINARInsurance AI Best Practices and Predictions for 2026
2025  |  30 minutes

We explore the major forces shaping the year ahead and what insurers should be thinking about as AI becomes more deeply embedded across workflows, teams, and decision-making. We’ll also outline the best practices and recommendations we believe will matter most as insurers prepare for the next wave of AI-driven change. 

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Insurance AI Strategy Showdown: Build vs. Buy vs. Wait
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ON-DEMAND WEBINARInsurance AI Strategy Showdown: Build vs. Buy vs. Wait
2025  |  30 minutes

Join us ringside as we pit the top AI strategies against each other – building AI in-house, partnering with a vendor, or taking a wait-and-see approach. We'll explore the strategic considerations behind each path and what it means for your insurance organization’s future.

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Putting AI into Practice in Insurance
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ON-DEMAND WEBINARPutting AI into Practice in Insurance
2025  |  45 minutes

We’ll explore the human side of AI adoption – where teams struggle most, how to build trust and confidence across roles, and how to create a culture where AI is understood, trusted, and used effectively. You’ll learn how to help your people see AI as a true teammate that supports better decisions, faster work, and greater job satisfaction. 

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Workflow Clarity to Drive AI Success
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ON-DEMAND WEBINARWorkflow Clarity to Drive AI Success
2025  |  45 minutes

We'll discuss how workflow insight helps insurers uncover the best opportunities for AI, build alignment across teams, and connect operational understanding to tangible business outcomes. You’ll leave with a clearer view of what readiness looks like – and how clarity leads to confident, effective AI adoption. 

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AI Maturity in Insurance: From Ad Hoc to Transformational
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ON-DEMAND WEBINARAI Maturity in Insurance: From Ad Hoc to Transformational
2025  |  30 minutes

This session will explore what AI maturity really means and how insurers can assess and advance their capabilities across five key dimensions. We'll examine why there’s an increasing imperative for insurance entities to integrate AI into claims and underwriting operations.

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Staffing for the AI-Enabled Insurer: Building Teams for Today and Tomorrow
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ON-DEMAND WEBINARStaffing for the AI-Enabled Insurer: Building Teams for Today and Tomorrow
2025  |  30 minutes

This session explores how AI is reshaping insurance teams, why talent shortages mean roles evolve rather than disappear, and how organizations can prepare their workforce for both today’s transition and tomorrow’s opportunities.

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From Hesitation to Innovation: AI’s Role in Claims Today
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ON-DEMAND WEBINARFrom Hesitation to Innovation: AI’s Role in Claims Today
2025  |  45 minutes

We’ll explore how AI-driven claims are helping insurers cut cycle times, ease workloads, and improve customer experiences. Join us to hear real-world examples and strategies showing how AI enables faster, more accurate, and scalable claims handling today.

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AI-Powered Underwriting: From Risk to Results
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ON-DEMAND WEBINARAI-Powered Underwriting: From Risk to Results
2025  |  30 minutes

We’ll explore how AI-powered underwriting is enabling insurers to accelerate processes, enhance accuracy, and deliver a superior experience for brokers and customers alike. Join us to uncover real-world applications and actionable strategies for bringing AI into your underwriting workflows. 

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Explainability Matters: Making AI Decisions Transparent
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ON-DEMAND WEBINARExplainability Matters: Making AI Decisions Transparent
2025  |  45 minutes

This session breaks down the concept of explainability – the concept of having clear, understandable insight into how AI models make decisions. Through practical examples and proven approaches, we’ll show how explainable AI strengthens governance, boosts internal confidence, and improves decision-making.

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How to Secure Leadership Buy-In for Strategic AI Success in Insurance
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ON-DEMAND WEBINARHow to Secure Leadership Buy-In for Strategic AI Success in Insurance
2025  |  45 minutes

Forward momentum requires leaders to treat AI as a strategic enabler – one that aligns with the target operating model, drives long-term goals, empowers professionals, and fosters agility. Watch to learn how to gain executive buy-in and cultivate a culture that supports AI-driven transformation. 

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Fine-Tuned AI for Insurance: Why Precision Matters
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ON-DEMAND WEBINARFine-Tuned AI for Insurance: Why Precision Matters
2025  |  45 minutes

Fine-tuning plays a critical role in making AI truly effective for the insurance industry. We'll break down why fine-tuning is essential, what it takes to do it successfully, and how it transforms AI from a generic tool into a domain-specific solution.

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Level Up Your Insurance Customer Experience Game with AI
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ON-DEMAND WEBINARLevel Up Your Insurance Customer Experience Game with AI
2025  |  30 minutes

Join us to learn how AI is transforming the way insurers engage with customers by automating routine tasks, anticipating needs, and enhancing service delivery across claims, underwriting, and support. We will dive into what customer experience truly means in a digital-first environment.

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AI in Insurance: Why Underwriters  and Adjusters Still Matter
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ON-DEMAND WEBINARAI in Insurance: Why Underwriters and Adjusters Still Matter
2025  |  30 minutes

In this discussion-style webinar, we'll unpack how insurers are using AI to enhance, not replace, underwriter and adjuster roles. Two Roots experts will explore how human expertise remains a critical part of effective claims and underwriting. 

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AI or BPO? How the Top Insurers Are Using Both
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ON-DEMAND WEBINARAI or BPO? How the Top Insurers Are Using Both
2025  |  45 minutes

This webinar will help you understand when to automate with AI, when to outsource with BPO, and how to strike the right balance based on your organization’s capacity, regulatory obligations, and long-term growth goals.

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Navigating Organizational Change in the Age of AI
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LIVE WEBINARNavigating Organizational Change in the Age of AI

This session explores the fundamentals of change management in the age of AI, including its historical relevance, importance, and impact. We'll cover the Change Curve Model, the vital role of leadership, and key approaches and components to guide successful transformation.

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Building a Solid AI Foundation for Insurance
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ON-DEMAND WEBINARBuilding a Solid AI Foundation for Insurance

This session walks through eight foundational steps to successfully integrate AI into your insurance organization, laying the groundwork for scalable, sustainable AI.

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Insurtech Insights Will Agentic AI Transform Insurance?
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ON-DEMAND WEBINARRoots-Sponsored Insurtech Insights Webinar | Will Agentic AI Transform Insurance?

Gain insights into the practical implications of AI, and discover how you can help shape the future of insurance in an increasingly AI-driven world.

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Unleashing AI in Claims & Underwriting
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ON-DEMAND WEBINARUnleashing AI in Claims & Underwriting

Learn technical principles, implementation challenges, and production realities of modern AI systems—along with what it takes to deploy them responsibly and effectively. 

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Transforming Insurance with Agentic AI
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ON-DEMAND WEBINARTransforming Insurance with Agentic AI

Learn how your insurance company can leverage AI to drive efficiency, accuracy, and customer satisfaction, and gain insights into responsible AI governance and practical deployment strategies.

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