Insurance AI
March 5, 2025

How AI is Changing Risk Assessment With Mario DiCaro

Mario DiCaro, VP of Capital Modeling and Analytics at Tokio Marine HCC Insurance Holdings, explains how AI is reshaping risk assessment in insurance.

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TL;DR:

  • AI is improving documentation and automation in insurance, making workflows faster and reducing errors.
  • Predictive analytics and AI-driven models help insurers assess risks and adjust pricing strategies more accurately.
  • Future AI agents could transform capital modeling with AI by streamlining risk assessments and providing real-time insights to executives.
  • AI-generated content is flooding industries, increasing the need for automated fraud detection and validation in claims processing.
  • Enterprises must balance decentralized AI experimentation with structured policies to ensure responsible and effective AI adoption.

Before we dive into the key takeaways from this episode, be sure to catch the full episode here:

Meet Mario - VP of Capital Modeling and Analytics at Tokio Marine HCC Insurance Holdings

Mario DiCaro, VP of Capital Modeling and Analytics at Tokio Marine HCC Insurance Holdings, leads teams focused on capital modeling and predictive analytics, ensuring the company makes informed investment and risk decisions.

With over a decade in the insurance industry, Mario has witnessed firsthand how AI is transforming risk assessment and automation.

He has spearheaded initiatives leveraging AI for documentation, predictive modeling, and workflow optimization.

Mario believes AI will soon power enterprise assistants that streamline decision-making, enhance risk management, and redefine operational efficiency in insurance.

An advocate for experimentation, he emphasizes the importance of adopting AI tools thoughtfully to drive measurable business outcomes.

The Role of Capital Modeling in Modern Insurance

Capital modeling in insurance helps executives compare different risks and make informed investment decisions.

It assesses the performance of various business lines, such as high-frequency auto insurance claims versus long-tail workers’ compensation claims.

This process ensures insurers maintain a risk-adjusted return by factoring in the amount of capital involved in each type of policy.

Another key function is evaluating correlations between different insurance products. This helps companies diversify their portfolios and stabilize their financial performance.

Unexpected events like COVID-19 highlight the importance of this discipline, as insurers must quickly understand how emerging risks impact their financial models.

Although capital modeling does not directly affect policyholders, it plays a vital role in an insurer’s financial strategy, ensuring long-term stability in an unpredictable market.

How AI is Reshaping Risk Assessment and Predictive Analytics

Mario’s experience at Tokio Marine HCC highlights how AI-driven predictive analytics is reshaping risk assessment.

Initially, capital modeling and predictive analytics operated separately, but as AI evolved, crossovers emerged.

His team now leverages predictive modeling techniques to update models regularly, sometimes as frequently as quarterly.

AI-powered analytics allow insurers to better understand how different lines of business interact, identify correlations, and improve decision-making.

Generative AI has also introduced new efficiencies, particularly in processing and structuring unstructured data.

However, Mario notes that AI’s impact on capital modeling itself is still limited, with the most immediate benefits seen in automation, documentation, and workflow improvements.

“The real impact of AI so far? Documentation. It helps us write faster, clearer, and with fewer errors.” — Mario DiCaro

As AI continues to develop, its role in risk assessment and AI in financial modeling will likely grow.

Generative AI’s Surprising Impact on Documentation and Automation

One of the earliest areas where AI has made a tangible impact in insurance is documentation.

Mario notes that generative AI significantly speeds up writing processes, making reports clearer, reducing errors, and improving workflow automation.

His team has used AI to enhance documentation quality, allowing employees to write faster with greater accuracy.

While past attempts to apply AI to capital modeling tasks like NLP-driven contract interpretation had limited success, generative AI’s rapid improvement in text comprehension has made it more useful.

It is particularly effective at converting unstructured information into structured formats, which is valuable in an industry reliant on complex regulatory and financial documents.

“Generative AI isn’t perfect, but ignoring it means falling behind in automation and efficiency.” — Mario DiCaro

Although AI has not yet revolutionized capital modeling, it has already made insurance professionals’ day-to-day administrative tasks much easier.

From Manual Workflows to AI Assistants: The Future of Capital Modeling

Mario believes that, in the future, AI-powered assistants will handle much of the routine work involved in capital modeling. His team currently relies on extensive checklists to verify models, a process refined over time but still labor-intensive.

AI could eventually automate these tasks, acting as an advanced assistant that executes known checks, freeing experts to focus on more strategic decisions.

He also anticipates that in the near future, executives might not need to wait for reports to be manually compiled and analyzed. Instead, they could ask an AI assistant a complex question—such as why a financial metric changed—and receive an immediate, well-informed response.

While this level of AI integration is not yet a reality, DiCaro believes it is a logical next step in capital modeling’s evolution.

The Challenge of AI-Generated Content in Insurance—Risk or Opportunity?

Mario raises concerns about the rapid increase in AI-generated content and its implications for the insurance industry. While AI improves documentation and streamlines processes, it also enables an overwhelming volume of automated submissions.

This could create challenges in underwriting and claims processing, making it harder to distinguish between genuine and fraudulent cases.

He speculates that insurers may need to develop better mechanisms to monitor AI-generated data and determine whether it impacts claim patterns.

Another potential risk is in capital markets—if many investors rely on AI-generated insights, they may unknowingly create market bubbles.

AI’s ability to generate large-scale automated content is both a tool for efficiency and a new risk that insurers must prepare for, requiring ongoing adaptation in risk assessment strategies.

How Insurers Can Prepare for the AI-Driven Surge in Claims and Fraud

Mario highlights a growing concern in the insurance industry: the increasing use of AI-generated content leading to a surge in submissions, including fraudulent claims.

With AI making it easier to file claims, insurers may face a flood of both legitimate and deceptive requests.

As a result, traditional human-driven review processes may struggle to keep up. Mario predicts that insurers will need to develop better fraud detection mechanisms, potentially using AI itself to combat AI-driven fraud.

He also notes that predictive analytics is already used to score submissions and prioritize processing, but as volume increases, companies must automate more aspects of their workflows.

“If your competitor can identify risks better than you, you won’t even know why your results are deteriorating.” — Mario DiCaro

To avoid falling behind competitors, insurers should invest in AI solutions that enhance verification, improve response times, and maintain underwriting integrity.

Decentralized vs. Centralized AI Adoption: What Works Best?

At Tokio Marine HCC, AI adoption follows a federated model, where individual business units operate with autonomy while still adhering to company-wide guidance.

Mario explains that while headquarters provides oversight and collects feedback, decision-making largely happens at the team level.

This structure enables experimentation, allowing teams to test AI applications that best suit their specific workflows. Some enterprises prefer a centralized approach, where AI strategy is dictated from the top down, ensuring consistency across departments.

“Consumers are adopting AI faster than enterprises—companies need to catch up before they fall behind.” — Ankur Patel

However, this can slow down innovation. Mario sees value in a hybrid model, where teams can experiment within defined guardrails, ensuring both compliance and adaptability.

In his experience, organizations that encourage AI exploration while maintaining strong communication between departments will be better positioned to implement AI effectively across their operations.

The Future of AI in Insurance: Where Do We Go From Here?

Mario believes AI’s influence in insurance is still in its early stages, but its impact is inevitable. He envisions a future where AI-powered assistants streamline executive decision-making, allowing leaders to ask complex financial questions and receive real-time answers.

AI-driven automation will also become essential as insurers face an increasing volume of claims, submissions, and regulatory documentation.

While AI is already improving documentation and predictive analytics, its full potential in capital modeling has yet to be realized

Mario also notes that consumer adoption of AI-driven tools is happening faster than enterprise adoption, meaning insurers must act quickly to keep pace.

“Consumers are adopting AI faster than enterprises—companies need to catch up before they fall behind.” — Ankur Patel

Looking ahead, companies will need to balance AI experimentation with structured policies to ensure that automation enhances—not disrupts—their core risk assessment and underwriting processes.

Interested in learning more about AI use in insurance? Check out the episode on AI-powered innovation in insurance with Emily Yoo.

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