Strategies for today’s insurance landscape
Managing rising costs, adopting advanced technologies, retaining talent — the list of challenges you face goes on. No matter your goal, you need a defined strategy to stay competitive and continue growing.
Increasing claims costs, operational expenses and margin pressures are creating challenges across the insurance industry. Organizations need strategies that balance profitability, efficiency and growth without sacrificing customer experience. Wipfli helps you balance profitability and customer experience with integrated support across finance, technology, risk and strategy.
Digital transformation has become essential for improving efficiency, enhancing customer experiences and remaining competitive. Yet many insurers struggle with legacy systems and uncertainty around technology investments. Wipfli combines industry and technology experience to help you modernize with investments that deliver measurable business value.
Regulatory requirements continue to evolve, increasing pressure on organizations to maintain compliance while managing operational and financial risk. Our comprehensive risk, compliance and assurance services help you strengthen controls, mitigate risk and confidently meet regulatory demands.
Competition for experienced professionals is making it more difficult to recruit, retain and develop the talent needed for long-term success. Strengthen your workforce with Wipfli’s leadership development support and outsourced services that provide access to specialized talent when and where you need it.
Explore our services for the insurance industry
Wipfli’s strong CPA foundation and comprehensive advisory support mean that our insurance consulting services are positioned to help you through your most critical business challenges. From adopting new technology to managing your human capital, we can help you find new ways to secure the future of your business.
Insights and resources
ARTICLE
3 key talent retention and management strategies to help insurance navigate the retirement crisis
The insurance industry is facing a talent crisis as experienced workers near retirement age without enough rising professionals to fill their shoes. This can leave firms struggling to fill roles or pass on vital institutional knowledge. However, taking a focused, strategic approach to talent retention and management inside your insurance business can help you navigate this challenging moment for the industry. Keep reading to learn more. What’s fueling the insurance industry talent crisis? The insurance industry is facing a worrying talent shortage , which has become a pressing issue for many organizations. A number of factors are at play in the current state of affairs, including: An aging U.S. workforce : A significant portion of the current workforce is nearing retirement. This includes a large percentage of the current insurance workforce. These retirements will leave a substantial gap in experience and knowledge. Continued effects of the “great resignation ”: The pandemic prompted many professionals to reevaluate their careers, leading to a wave of resignations. This has left many positions unfilled, exacerbating the talent gap. An industry perception issue : Insurance is often viewed as less exciting than other industries, including fintech or other financial services. This perception makes it challenging to attract younger talent. Compounding the issue, many employees feel that traditional career paths in insurance are limited, leading to a lack of engagement and motivation. Younger workers seek diverse experiences and growth opportunities. Emerging skills mismatch : As the industry evolves with technology, there’s a growing need for skills in AI, data analysis and digital tools . However, many insurance providers are voicing concerns over potential candidates lacking these skills, making it difficult to fill roles. Cultural and diversity gaps : The industry continues to struggle with diversity and inclusion gaps, which can deter some high-potential candidates. Companies that fail to reflect the diversity of the communities they serve may find it harder to attract new talent. In order to stay competitive in the industry, insurance companies need solid talent retention and management strategies in place to overcome these substantial obstacles. What do some key strategies look like? 1. Build a foundation for transferring knowledge Whether your organization is facing turnover or succession issues, it is critical to put strategies in place to document job duties and enhance knowledge transfer. That helps you avoid losing essential institutional knowledge to retirement and also boosts newer employees’ job satisfaction, as employees who feel they have received training and support are more likely to stay. Key steps here include: Create standard operating procedures Have clear, accessible documentation for team members that supports their job success. AIG maintains a comprehensive digital library of their standard operating procedures that is regularly updated, ensuring all employees have access to the latest procedures and job expectations. Leverage technology Use video, blogs and other technologies that allow users multiple ways to document. If available, seek to implement tools like knowledge management systems to store and update job descriptions and processes. Host regular knowledge-sharing sessions Organize workshops or lunch-and-learns where employees can share insights and best practices. Communicate to employees that these are important scheduling matters and ensure that leadership is actively participating. Liberty Mutual hosts monthly “knowledge exchange” meetings where employees present case studies or innovative solutions, promoting a culture of continuous learning. Implement feedback mechanisms Establish channels for employees to provide input on documentation, ensuring it remains relevant and useful. Progressive Insurance uses employee surveys to gather feedback on documentation processes, allowing for real-time updates and improvements based on employee experiences. 2. Create a people plan to appeal to rising talent How can you make your organization a magnet for rising talent? Consider that skilled professionals don’t just value financial compensation, but growth opportunities, flexibility and culture when choosing where to work. To stand out, your organization needs to appeal to both current and potential employees by taking action to: Highlight career growth Emphasize opportunities for advancement and skill development within the company. Lay out an employee journey map that is available to all team members. Geico showcases success stories of employees who have advanced from entry-level positions to management roles, emphasizing clear career paths. Understand flexible work environments For many organizations, local talent may not be available. Can remote work options or flexible hours appeal to different generations and demographics? MetLife offers hybrid work options, allowing employees to choose their work environment, which is particularly appealing to younger generations seeking work-life balance. Foster an engaging company culture Foster a culture that values diversity, inclusion and innovation. These concepts are necessary for attracting the widest range of talent to fill roles. Chubb promotes a diverse and inclusive workplace, hosting events that celebrate various cultures and perspectives, making it attractive to a broader talent pool. Embrace social responsibility For some segments of the workforce, showcasing the organization’s commitment to social causes or giving back to stakeholders may be important. Travelers actively participates in community service projects and sustainability initiatives, appealing to younger employees who value corporate social responsibility. 3. Lean on both technology and people when training the new generation of insurance professionals From a talent retention and management perspective, forward-thinking insurance companies will typically benefit by embracing both technology and human relationships as training tools. Consider an approach that relies on both: New tools like AI Highlight the importance of integrating AI and data analysis tools into training programs. You can use simulations and AI-driven platforms to provide hands-on experience and encourage a culture of ongoing education through online courses and workshops. A company like Allstate uses AI-driven platforms for training, allowing new employees to engage in virtual simulations that mimic real-world scenarios, enhancing their decision-making skills. Timeless mentorship programs Pair seasoned employees with new hires to facilitate knowledge sharing and practical insights. State Farm has implemented a mentorship initiative where experienced agents guide new hires through the complexities of insurance products and customer interactions, fostering a supportive learning environment. Next steps: How should insurance firms implement a smarter talent retention and management strategy? By following some of these best-in-class examples and applying these lessons to your own talent retention and workforce development efforts, you can foster an environment that is primed for growth. Remember, your employees are one of your most valuable resources — the harder you work for them, the stronger your business will be. Here’s how to get started: 1. Consult an advisor: Lean on a third-party advisory firm that understands both human capital management and the insurance industry to help you implement a smarter talent retention strategy. Your advisor will complement your internal capabilities, so your organization can evolve faster and more effectively. 2. Assess your current talent retention strategies: Working with your advisor, assess your current approach to talent management and retention with an eye on identifying areas for improvement. What are the gaps in your strategy that need to be filled? 3. Make focused improvements: Adjust your talent strategy to incorporate some of the ideas explored here, emphasizing whatever makes sense for your specific business and organizational needs. Read more 2026 insurance industry trends: AI, but make it people-first How AI helps insurance companies adapt to challenging times Building a data-driven roadmap in insurance
PODCAST
Podcast: Maximize tech and talent with smarter insurance filing
Insurance companies face significant challenges in keeping up with changes in statutory requirements amid intensifying workforce pressures. In this episode of Bank on Wipfli, we explore how insurers are adapting to major shifts in statutory financial reporting and annual statement filings. Wipfli Partner Robert Zondag talks with Burch LaPrade, CEO of Gain Compliance , about evolving issues with insurance filings, including: The growing talent gap in statutory accounting, driven by retirements and limited new entrants to the field. The constant evolution of NAIC regulations, including seismic changes like the principle-based bond definition and expanded Schedule P history. How insurers are being asked to do more with less, including off-cycle reporting and modeling what-if scenarios. The role of technology in streamlining workflows , improving collaboration and delivering contextual guidance for complex filings. Why successful filings require more than software — how support and education are critical to reducing stress and improving outcomes. Gain more insights: How insurance firms can approach AI like today’s digital leaders Podcast: Breaking the security-convenience seesaw The Amazon of insurance: Who will emerge as the industry leader? Listen on Apple Podcast Listen on Spotify
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