What do you do if your late-career path in insurance hits a roadblock?

When facing a career impasse, the first step is an honest self-assessment. Where do you stand in terms of your skills, knowledge, and relevance to the current market? Insurance is undergoing rapid technological transformation, and gaps in digital literacy or insurtech innovations may be part of the roadblock. Evaluate where the industry is heading, and reflect on whether you’re aligned with these trends. Self-awareness is key to understanding where the disconnect might be and what steps to take next.

Lorsque votre carrière dans l’assurance se heurte à un obstacle en fin de parcours, il est important de le voir comme une opportunité de réévaluation. Commencez par analyser la nature du blocage : est-ce un défi personnel, organisationnel ou technologique ? Ensuite, envisagez la formation continue, car le secteur évolue rapidement. Renforcer vos compétences peut ouvrir de nouvelles perspectives. Enfin, appuyez-vous sur votre réseau professionnel pour obtenir des conseils et des solutions. Cet obstacle peut devenir une chance de renouveler votre carrière.

If your late-career path in insurance hits a roadblock, start by reassessing your goals and identifying any skill gaps or areas where industry changes may have affected your role. Invest in upskilling, such as training in digital tools or emerging insurance fields like cybersecurity and data analytics, which can open up new opportunities. Networking is also key; reach out to industry contacts for advice, potential job leads, or consulting opportunities. Considering lateral moves within your company or industry can provide fresh challenges and new pathways, keeping your career momentum going and positioning you as adaptable and forward-thinking.

When faced with obstacles, I’ve found that stepping back to assess the reality of the situation is transformative. Asking the right questions—about skills, industry shifts, or even certifications—can uncover the true barriers. In insurance, where adaptability is a non-negotiable, this kind of self-awareness isn’t just helpful; it’s essential. Challenges are opportunities in disguise, and clarity paves the way for a strategic and confident next step.

Even seasoned professionals need guidance, and finding a mentor can be invaluable. A mentor—especially someone who understands insurtech and emerging trends—can offer fresh perspectives on your career trajectory. They may see opportunities or growth areas you haven’t considered. Mentorship isn’t just for early-career professionals; a good mentor can help you navigate late-career transitions, whether it’s overcoming a specific hurdle or reimagining your role in the industry.

When I’ve hit career roadblocks, seeking out mentors has been a game-changer. Their experience brings clarity to challenges that can feel overwhelming when tackled alone. Whether it’s a fresh perspective, actionable advice, or even a nudge towards new opportunities, the insights they offer are invaluable. I’ve learned that reaching out—whether to a former boss, a respected peer, or an industry leader—isn’t just helpful; it’s essential.

One of the primary reasons professionals hit roadblocks is outdated skills. The insurance industry is increasingly embracing AI, automation, and data-driven decision-making. If you’ve spent years in traditional roles, now might be the time to upskill in areas like AI integration, digital underwriting, or claims automation. Online courses, certifications, and workshops in insurtech and related technologies can refresh your skillset and make you more competitive. The good news is that experience, coupled with new skills, can make you a sought-after hybrid talent.

Staying ahead in the insurance industry means embracing lifelong learning. Whether it’s mastering digital tools, understanding new insurance models, or staying updated on regulations, continuous skill development is non-negotiable. I’ve found that enrolling in courses or workshops not only sharpens my expertise but also signals my commitment to growth. The industry rewards those who adapt—how are you investing in your skills to stay competitive?

Building a strong network can help you break through career plateaus. Networking isn’t just about meeting people; it’s about forming meaningful connections. Engage with peers and industry leaders on platforms like LinkedIn, attend insurtech events, and participate in relevant discussions. Networking can introduce you to opportunities in areas you hadn’t considered, like advisory roles, consulting, or positions with insurtech startups. The more actively you engage, the more likely you’ll find new pathways in your career.

Active networking has been one of the most effective ways I’ve tackled career challenges. By attending industry events, joining professional associations, and engaging in online forums, I’ve gained not just opportunities but also invaluable insights. For me, networking is less about collecting contacts and more about building meaningful relationships that foster growth and collaboration. How do you approach networking to make it truly impactful?

Pivot, simple as that. One of the most effective ways to overcome a roadblock is to pivot. However, you have to anticipate the hurdles and prepare your eventual pivot strategically. Think ahead and plan for the worst. The paranoid survive.

Sometimes the roadblock means it’s time for a strategic pivot. This doesn’t necessarily mean leaving the insurance industry but perhaps shifting to a different role within it. For example, if you’ve spent decades in underwriting, consider moving into risk analysis, compliance, or an advisory role in a growing insurtech firm. Pivoting doesn’t mean abandoning your experience; rather, it’s about leveraging it in new, innovative ways. Insurtech companies are often looking for experienced professionals who can help bridge the gap between traditional insurance practices and modern technology.

A well-planned career pivot can be a powerful move when you’re feeling stuck. In the insurance industry, leveraging your existing skills while transitioning into a new role—like shifting from sales to underwriting or claims management—can open doors to fresh opportunities. I’ve seen how a strategic pivot not only reignites motivation but also sets the stage for long-term growth. Have you ever made a career shift that transformed your trajectory?

"Embracing change and adaptability is crucial in today's tech-driven world. By being open to new technologies and shifting career focus, you stay relevant, boost efficiency, and future-proof your career."

Embracing change has been one of the most liberating lessons in my career. The insurance industry thrives on evolution, and those who adapt not only survive but excel. Whether it’s exploring a consultative role, starting a new venture, or mentoring future professionals, I’ve found that roadblocks often signal opportunities for reinvention. Change isn’t just inevitable—it’s a chance to redefine your impact. How have you turned change into a catalyst for growth?

I shifted my insurance agency business online, from generating leads, meeting prospective clients to signing their policies.The entire process is online. I aim to attract only those who are interested through publishing value-based content on social media and a blog. It was a massive investment and will pay off over the long term.