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AI in Insurance: Solving the Biggest Challenges

Author: Team Cake

Last updated: July 16, 2025

Overcoming AI challenges in insurance: Data, legacy systems, and regulations.

Building an AI solution for your insurance business is a lot like assembling a high-performance race car. You can have the most powerful engine in the world, but if you try to drop it into the frame of a family sedan, you’re not going to win any races. The engine is your AI model, and the car frame is your existing infrastructure, data, and processes. For everything to work together seamlessly, every component needs to be compatible and optimized for performance. This is precisely where many AI initiatives hit a wall. This guide breaks down the common challenges of building AI-powered insurance solutions, giving you the blueprint to ensure your engine, frame, and team are all working in perfect harmony.

Key takeaways

  • Build on a solid foundation: Your AI initiatives will only succeed if they're built on clean, organized data and a plan to work with your existing technology. Prioritizing data governance and infrastructure is the most critical first step.

  • Make AI a human-centric effort: Technology is only half the equation; success hinges on trust from your team and customers. Focus on clear communication, employee training, and transparency to get everyone on board and build confidence in your new tools.

  • Think strategically for the long run: Instead of a massive overhaul, start with a specific business problem to prove value. Build compliance and ethics into your process from day one, and plan to regularly monitor and update your AI models to ensure they stay effective.

What does AI in insurance actually look like?

When we talk about AI in insurance, it’s not some far-off, futuristic concept. It’s already here, changing how companies operate from the inside out. From underwriting to customer service, AI is being used to make processes smarter, faster, and more accurate. It’s less about replacing people and more about giving them better tools to do their jobs.

So, what does this look like in practice? For starters, AI is transforming how insurers assess risk. Instead of relying solely on traditional data points, AI models can analyze massive, complex datasets to get a much clearer picture of a potential policyholder's risk profile. This allows for more personalized and fair pricing. It also streamlines underwriting, which means you can offer policies to customers much more quickly.

The claims process is another area seeing a major overhaul. AI can automate the initial filing and verification steps, which cuts down on processing time and reduces the chance of human error. This means customers get their payments faster. At the same time, these systems are excellent at detecting patterns that might indicate fraud, helping protect your business. On the customer-facing side, AI-powered chatbots and virtual assistants can provide 24/7 support, answering common questions and guiding users through simple tasks. All of these applications work together to improve operational efficiency, freeing up your team to handle the more complex work that requires a human touch.

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How AI is set to transform the insurance industry

AI is reshaping the insurance industry from the inside out. It’s not just a futuristic concept; it’s a practical tool that helps companies work better, serve customers more efficiently, and even create entirely new products. For insurers, AI can introduce major operational improvements to core processes like underwriting, claims management, and daily administrative work. By automating repetitive tasks and providing data-driven insights, AI helps teams make faster, more accurate decisions and frees them up to focus on more complex challenges.

One of the most significant changes is in how insurers assess risk. AI algorithms can analyze massive datasets (far more than any human team could) to figure out risks more accurately and offer personalized policy pricing. For customers, this means fairer premiums based on their specific circumstances. This analytical power also extends to claims processing, where automated systems can handle claims quickly and correctly, leading to faster payouts and a much better customer experience.

Beyond efficiency, AI is also becoming a key part of the compliance puzzle. In a heavily regulated field, precision is everything. AI tools are perfectly suited for enhancing insurers' compliance operations, helping them maintain accuracy and adapt to changing rules. Of course, getting these results isn't as simple as flipping a switch. For AI to truly deliver on its promise, companies need a solid strategy that includes responsible implementation and a workplace culture that’s ready for new ideas.

AI can introduce major operational improvements to core processes like underwriting, claims management, and daily administrative work. By automating repetitive tasks and providing data-driven insights, AI helps teams make faster, more accurate decisions and frees them up to focus on more complex challenges.

The biggest hurdles for AI in insurance (and how to clear them)

Adopting AI can feel like a massive undertaking, especially in an industry as established as insurance. While the potential rewards are huge (everything from smarter underwriting to faster claims processing) the path forward isn't always a straight line. Most companies run into the same handful of challenges, but thinking of them as hurdles instead of walls is the first step. Once you know what they are, you can create a plan to clear them.

The good news is that these challenges are well-understood and solvable. The biggest obstacles usually fall into four key areas: 

  1. getting your data in order

  2. dealing with older technology

  3. staying on top of complex regulations

  4. finding the right people for the job.

It might seem like a lot, but breaking it down makes it manageable. By tackling each one with a clear strategy, you can build a strong foundation for your AI initiatives. A comprehensive platform like Cake can also help manage the technical heavy lifting, letting you focus on the results.

The challenge of messy data

AI models are a bit like student chefs—their final dish is only as good as the ingredients they’re given. For AI, the main ingredient is data. The problem is, insurance data is often a jumble of different formats, incomplete records, and outdated information spread across multiple systems. Feeding an AI model this kind of messy data can lead to inaccurate predictions and flawed insights, which defeats the whole purpose. Before you can expect an AI to spot fraud or accurately price a policy, you need to ensure it’s learning from clean, organized, and high-quality information. This is why messy, incomplete, or old data can lead to AI making critical mistakes.

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When new AI meets old tech

Many insurance companies are built on decades-old technology. These legacy systems are often reliable for their original purpose, but they weren't designed to talk to modern AI tools. Trying to connect a cutting-edge AI platform to a mainframe from the 90s can be difficult, expensive, and slow. This technical gap creates data silos, where valuable information is trapped in old systems, unable to be used by your new AI. This friction between old and new makes it tough to get AI projects off the ground and integrated into your daily operations. Overcoming this requires a plan to either modernize your infrastructure or find clever ways to bring AI into their operations by building bridges between your systems.

Meeting complex rules and ethical standards

The insurance industry is governed by a web of strict regulations designed to protect consumers. When you introduce AI, you add another layer of complexity. Regulators want to know that AI-driven decisions are fair, transparent, and free from bias. On top of that, the rules for AI are still being written, which means the compliance landscape is constantly shifting. Your AI systems need to be built for this reality. They must be flexible enough to adapt to new rules and transparent enough that you can easily explain how they arrived at a decision. This is one of the key challenges of building and maintaining AI solutions in a regulated field and is non-negotiable for long-term success.

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Finding people with the right skills

Successfully implementing AI isn't just about having the right technology; it's about having the right people. The demand for experts in AI, data science, and machine learning far outstrips the supply, creating a fierce competition for talent. For insurance companies, the challenge is twofold: you need people with deep technical skills, but they also need to understand the unique complexities of the insurance industry. This shortage of people with the right skills can make it difficult to build an in-house team capable of developing, deploying, and managing AI systems effectively. It forces companies to get creative with how they hire, train their existing staff, and partner with outside experts to fill the gaps.

Get your data ready for AI

Before you can even think about launching a sophisticated AI tool, you have to look at what’s fueling it: your data. AI is only as smart as the information it learns from, and for many insurance companies, that information can be disorganized (to put it politely). Years of collecting customer details, claims histories, and policy information across different systems often lead to data that’s inconsistent, incomplete, or just plain old.

Tackling your data quality isn't just a preliminary step; it's the most critical part of your entire AI strategy. Getting this right prevents major headaches down the road and ensures your investment in AI actually delivers the results you’re looking for.

Before you can even think about launching a sophisticated AI tool, you have to look at what’s fueling it: your data. AI is only as smart as the information it learns from, and for many insurance companies, that information can be disorganized (to put it politely).

Why clean data is non-negotiable

Think of it this way: you wouldn't build a house on a shaky foundation. The same principle applies to AI. To work correctly, AI needs a lot of good, organized data, but insurance data is often scattered and inconsistent. When you feed an algorithm messy or incomplete information, you can’t expect it to produce reliable or accurate results. This can lead to flawed risk assessments, poor customer service recommendations, and misguided business decisions.

Often, the problem stems from not having clear rules for how data is collected and managed over time. Without a solid data governance plan, you end up with inaccuracies that undermine your AI's performance. Getting your data clean and organized isn't just a best practice—it's the only way to build AI tools you can truly trust.

Simple strategies for data management

Getting your data in order might sound like a massive project, but you can start with a few straightforward strategies. First, establish clear rules for how your organization handles data. This includes creating a central system to collect and store information so everything lives in one place. From there, you can use AI-powered tools to help automate the cleanup process, flagging errors and filling in gaps to ensure your data is accurate.

Beyond the tech, it’s also important to invest in your team and upgrade your infrastructure. Training your current employees on new data standards is just as critical as the technology itself. These efforts do more than just prepare you for AI; they also improve your overall efficiency and make it easier to meet compliance requirements.

How to work with (or around) legacy systems

Let’s be honest: the phrase “legacy system” can be a nice way of saying “old and clunky.” Many insurance companies run on established, reliable systems that were never designed to talk to modern AI tools. This creates a major roadblock. If your foundational tech can’t support AI, you’ll struggle to get any initiative off the ground. But you don't have to rip everything out and start from scratch. You can work with what you have (or strategically work around it) to make way for AI. The key is to focus on two main areas: your core infrastructure and the way your data is stored and accessed.

Update your infrastructure for a smooth transition

Many older computer systems simply don't have the muscle for today’s solutions. AI requires a lot of computing power to process information and learn from it, and legacy hardware often can't keep up. Trying to run sophisticated AI models on outdated infrastructure is like trying to stream a 4K movie on a dial-up connection—it’s going to be slow, frustrating, and ultimately ineffective. The first step is to assess your current systems. A thorough evaluation will show you where the gaps are. Investing in modern, powerful, and fast computer systems is essential for AI to work well and deliver the results you’re looking for. These common challenges are frequent, but updating your tech provides a clear path forward.

Break down your data silos for good

Even with the right hardware, your AI is only as good as the data it can access. Legacy systems often create "data silos," where information is locked away in separate, disconnected databases across different departments. Your claims data might be in one place, customer policy information in another, and marketing interactions somewhere else entirely. AI needs a complete, unified view to spot patterns and make accurate predictions. When data is fragmented, the AI can’t see the whole picture. You need to find ways for your different systems to share data easily. This might involve creating a central data warehouse or using tools that can pull information from multiple sources into one place for your AI to analyze.

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How to handle complex regulations

Let’s be honest: working through the web of rules and regulations in the insurance industry can feel like a full-time job. When you add AI to the mix, that complexity multiplies. But getting compliance right isn't just about avoiding fines or legal trouble; it's about building a foundation of trust with your customers and ensuring your AI tools are used ethically and responsibly. The regulatory landscape for AI is still taking shape, which means the goalposts are constantly moving. Staying ahead requires a proactive approach, not a reactive one.

The key is to build compliance into the very fabric of your AI strategy from day one. Instead of treating it as an afterthought, think of it as a core component of your system's architecture. A comprehensive platform like Cake can help manage these moving parts by providing a secure, transparent, and adaptable environment for your AI models. By focusing on a few key areas, you can create a framework that not only meets current standards but is also flexible enough to adapt to future changes. This approach protects your business, builds customer confidence, and sets you up for long-term success.

Protect customer data and privacy

Insurance companies are custodians of incredibly sensitive customer information, from health records to financial details. Protecting this data is your most important responsibility. AI systems must be designed to uphold strict privacy laws like GDPR, HIPAA, and CCPA. This means having robust security measures, clear data governance policies, and mechanisms to ensure data is only used for its intended purpose. When you build and maintain AI solutions, you need to ensure every part of your system, from data intake to model output, is secure. It’s not just about compliance; it’s about earning and keeping your customers’ trust.

Make your AI's decisions clear and explainable

Imagine telling a customer their claim was denied, but you can't explain why. That’s a non-starter. In insurance, you have to be able to explain how your AI reaches its conclusions, especially for critical decisions like pricing or claims processing. This is where the concept of "explainable AI" (XAI) comes in. You need to move away from "black box" models where the logic is hidden. The impacts of AI on the insurance industry show a clear need for transparency. Being able to trace and articulate the reasoning behind an AI-driven decision is essential for regulators, your internal teams, and your customers.

Keep up with evolving rules

The rules governing AI are not set in stone; they are evolving in real time as the technology develops. To avoid legal action and protect your reputation, you need a solid process for monitoring regulatory changes. This isn't something you can check off a list once and forget about. It requires continuous attention from your legal and compliance teams. Staying informed ensures you can adapt your AI systems and policies as needed, maintaining continuous compliance. Think of it as future-proofing your business. By staying on top of new regulations, you can harness the power of AI responsibly and confidently.

How to build trust in your AI tools

Implementing a powerful AI tool is only half the battle. For any AI initiative to succeed, you need buy-in from the people who use it and the customers it serves. Trust isn't built overnight; it comes from being transparent, supportive, and clear about how these new systems work and why they’re helpful. Without that foundation of trust, even the most advanced technology will struggle to get off the ground. Building confidence starts from the inside out, by getting your team on board before you even think about rolling it out to your customers.

Get your team excited about AI

Your employees are your first and most important users. If they’re skeptical or worried about AI, that hesitation will be felt by your customers. The best way to get them on board is to show them what’s in it for them. Leaders need to champion the new technology by talking openly about its benefits, like how it can automate repetitive tasks and free them up for more meaningful work. You can also involve employees in the process of selecting and implementing AI tools. Offer hands-on training and create a space where they can ask questions and share feedback. When your team feels like they are part of the transition, they become advocates for it.

Help your customers embrace AI

Customers can be wary of letting an algorithm make important decisions about their insurance policies or claims. To earn their confidence, you need to be upfront about how you’re using AI. Let them know how it helps create faster quotes or process claims more efficiently. It’s also crucial to maintain a human touch. One of the most effective ways to build trust is by always allowing people to talk to a human if they have questions or want to appeal a decision. This shows that AI is a tool to assist your team, not replace the personal connection that customers value.

Why transparency builds confidence

Transparency is the bedrock of trust in AI. Customers and regulators need assurance that your AI models are fair and free from bias. This means you must be able to explain how AI makes its decisions, especially for sensitive areas like pricing and claims assessment. XAI isn't just a "nice-to-have" it's essential for accountability and ethical practice. When you can clearly demonstrate that your AI operates fairly and can show the logic behind its outputs, you build unshakable confidence with both your customers and your internal teams. This clarity proves you’re using AI responsibly.

Find and grow your AI dream team

Even with perfect data and modern systems, you still need the right people to make your AI initiatives successful. Building an AI-savvy team is one of the most significant challenges in the insurance industry, but it’s also one of the most rewarding. It’s not just about hiring a few data scientists; it’s about creating a culture of continuous learning and empowering your people to use these new tools effectively.

When you invest in your team, you’re building a long-term capability that will pay dividends far beyond a single project. This human element is where many AI strategies either soar or stumble. Getting it right means looking beyond resumes and focusing on building a sustainable talent pipeline that can adapt as technology evolves. Let's look at how you can find the talent you need and create an environment where they can do their best work.

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Pinpoint the exact skills you need

The first step is getting specific about the talent you're looking for. The reality is, there aren't enough people with the right skills in AI, data science, and machine learning to go around. This scarcity makes it tough for insurance companies to find and hire professionals who can build and manage complex AI systems. Instead of posting a generic job ad for an "AI expert," break down the exact capabilities you need. Do you need someone to clean and structure data, build predictive models, or integrate AI tools with your existing software? Clearly defining the roles will help you target your search and identify candidates—both internal and external—who have the specific expertise to solve your unique challenges.

How to train and keep your top talent

Finding talent is only half the battle; keeping them is just as important. The best strategy is often to invest in the people you already have. By offering robust training programs, you can upskill your current employees and show them you’re committed to their professional growth. You can also work with AI experts or consultants to fill immediate gaps while your team gets up to speed. To make this work, leaders need to champion the shift to AI. Talk openly about the benefits, provide plenty of learning opportunities, and involve employees in the implementation process. When your team feels supported and included, they’re more likely to embrace new technologies and stick around for the long haul.

A positive return on investment isn't just about the money you save; it's about creating more efficient processes, happier teams, and more satisfied customers.

Make sure your AI investment pays off

Bringing AI into your insurance operations is a big step, and you want to be sure it’s a smart one. A positive return on investment isn't just about the money you save; it's about creating more efficient processes, happier teams, and more satisfied customers. The key is to think strategically from the very beginning, looking at both the full cost and the real-world results. This means moving past the sticker price and focusing on the tangible value AI brings to your business. By setting clear goals and measuring your progress against them, you can confidently show that your investment is not just a cost, but a powerful driver of growth and innovation.

Look beyond the initial price tag

When you're looking at AI solutions, it's easy to focus on the upfront cost. But the real price of AI includes much more than the initial software license or development budget. Building an AI solution with your own team can be very expensive, risky, and complex. You have to account for the cost of hiring specialized talent, the time spent on development and integration, and the ongoing expenses of maintenance and updates. General AI tools often require deep internal expertise to manage effectively. Instead, think about the total cost of ownership. A comprehensive solution like Cake that manages the entire stack can provide a clearer, more predictable financial picture and prevent hidden costs from derailing your project down the line.

How to measure the real impact of AI

To know if your AI is working, you need to define what success looks like before you even start. Instead of trying to solve every problem at once, it's crucial to pick the right problem for AI to solve first. Start with a small, low-risk pilot project to test your approach and demonstrate value quickly. Set clear, measurable goals from the outset. Are you trying to reduce claims processing time by a certain percentage? Lower customer service costs? Improve fraud detection accuracy? By establishing these key performance indicators (KPIs) early on, you can track your progress, make data-driven adjustments, and clearly communicate the tangible benefits of your AI investment to stakeholders across the company.

Your action plan for adopting AI

Ready to move from talking about AI to actually using it? It can feel like a huge undertaking, but breaking it down into clear, manageable steps makes all the difference. This isn't about a massive, overnight transformation. It's about making smart, strategic moves that build momentum and deliver real value. Think of this as your roadmap. By following these steps, you can build a solid foundation for AI in your insurance business, ensuring your efforts are effective, compliant, and set up for long-term success. Let's walk through the plan.

Start with the right problem to solve

Don't just adopt AI for the sake of it. Pinpoint a specific challenge where it can make the biggest impact. Is it streamlining claims processing? Improving fraud detection? Personalizing customer quotes? Before you even think about the technology, you need to select the right problem for AI to solve. Focus on what will bring the most tangible value to your business and your customers. This initial choice will guide your entire strategy, from the data you collect to the models you build, making sure your investment is pointed in the right direction from day one.

Create a culture that welcomes change

Technology is only half the battle; your team is the other half. For AI to truly work, you need buy-in from the people who will use it every day. Leadership needs to be vocal about the benefits, explaining how AI will help, not replace, your team. You can facilitate acceptance of new technologies by providing great training and involving employees in the implementation process. When your team understands the "why" behind the change and feels like part of the journey, they're much more likely to embrace the new tools and help you find even better ways to use them.

Get your data house in order

AI models are only as good as the data they're trained on. If your data is messy, inconsistent, or siloed, your AI initiatives will struggle. It's time to focus on solid data management. This means establishing clear governance policies for how data is collected, stored, and used. Using centralized systems can prevent data from getting trapped in different departments. You can even employ AI tools to clean and organize your existing data, ensuring it's accurate and ready for your models. Think of it as preparing the foundation before you build the house.

Stay on top of rules and regulations

The insurance industry is heavily regulated, and AI adds a new layer of complexity. It's absolutely critical to keep your AI systems and models compliant with all relevant laws, which can vary by state and change over time. This isn't a one-and-done task; it requires ongoing vigilance. You must stay updated on regulatory changes to ensure your AI-driven decisions are fair, transparent, and legally sound. Building compliance into your AI strategy from the beginning protects your business, maintains your reputation, and builds trust with both regulators and customers.

Invest in your team's skills

Finding people with deep expertise in both AI and insurance can be tough. The reality is that there's a shortage of professionals with the perfect blend of skills. Instead of only looking outside, focus on growing talent from within. Identify team members who are curious and eager to learn, and provide them with training in data science and machine learning. You can also partner with experts to fill gaps while your internal team gets up to speed. Investing in your people is just as important as investing in the technology itself; they are the ones who will ultimately build, manage, and innovate with your AI systems.

Practice ethical and transparent AI

For customers to trust an AI-driven decision, they need to feel it was made fairly. This is where ethical AI comes in. Your goal is to build systems that are not only accurate but also transparent and explainable. You should be able to understand and articulate why your AI made a particular recommendation or decision. This helps reduce the risk of biased decisions and is often a key requirement for regulatory compliance. When you prioritize fairness and transparency, you build a stronger, more trustworthy relationship with your customers and stakeholders.

Keep your AI models fresh

An AI model isn't a "set it and forget it" tool. Over time, as market conditions, customer behaviors, and data patterns change, a model's performance can degrade—a phenomenon known as "model drift." To prevent this, you need a plan for continuous monitoring and updating. This is a resource-intensive but essential part of maintaining AI solutions. Regularly checking your models' accuracy and retraining them with new data ensures they remain effective and relevant. This proactive approach keeps your AI investment delivering value long after its initial deployment.

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Frequently asked questions

This all sounds great, but where do I even start? 

The best way to begin is by not trying to do everything at once. Instead of aiming for a massive, company-wide AI overhaul, pick one specific, high-impact problem to solve first. Look for a process that is currently slow, repetitive, or costly, like initial claims filing or fraud detection. Starting with a focused pilot project allows you to learn, show some early wins, and build momentum for bigger initiatives down the road.

Is AI going to replace our jobs?

 This is a common and completely valid concern, but the goal of AI in insurance isn't to replace people. It's to give them better tools. Think of AI as a powerful assistant that can handle the tedious, data-heavy tasks, like sifting through thousands of documents or flagging routine claims for approval. This frees up your team to focus on the work that requires a human touch, like handling complex customer cases, building relationships, and making strategic decisions.

Our company's technology is pretty old. Does that mean we're out of the running for AI? 

Not at all. You're definitely not alone in this situation, and it doesn't have to be a dealbreaker. While it's true that modern AI runs best on modern systems, you don't necessarily need to rip out and replace everything. The first step is to figure out how to get your data out of those isolated "silos" and into a place where an AI tool can access it. Sometimes this means updating key pieces of your infrastructure, and other times it involves using tools that can bridge the gap between your old and new systems.

How can we be sure our AI is making fair decisions? 

This is one of the most important questions to ask. Building trust starts with transparency. You should never use an AI model if you can't understand how it works—this is often called a "black box." Instead, you should prioritize "explainable AI" (XAI), which means you can trace the logic and data points that led to a specific decision. This is essential for meeting regulatory requirements and, more importantly, for showing your customers and your team that your processes are fair and unbiased.

How do we know if this big investment in AI is actually paying off? 

Measuring your return on investment goes far beyond the initial price tag. The key is to set clear, measurable goals before you even begin. Define what success looks like for your specific project. Are you aiming to reduce claims processing time by 30%? Do you want to improve the accuracy of your risk assessments? By tracking these specific metrics, you can see the tangible impact AI is having on your operations and customer satisfaction, giving you a true picture of its value.