Talent Gaps in the Age of InsurTech: Why Hiring Sucks (and How to Fix It)

Insurance companies are no strangers to risk. They model it, price it, and sell it every day. Yet when it comes to talent risk, especially in this new era of InsurTech, many insurers are completely exposed. The game has changed, and the same hiring playbooks that worked for decades are now failing fast.

From Policy Papers to Python Scripts

For years, insurance hiring was predictable. Actuaries, claims adjusters, underwriters, customer service reps—steady, well-defined roles. But as InsurTech startups and forward-thinking carriers embrace automation, APIs, AI, and cloud platforms, the people equation has changed. Today’s insurance workforce needs data scientists, cloud engineers, and cybersecurity analysts sitting right beside policy specialists.

Unfortunately, those new roles are hard to fill. The competition is fierce, especially for cybersecurity and AI talent. Banks, tech firms, and startups are all fishing in the same pond, and insurers often come with an image problem: slow-moving, traditional, and too risk-averse. It’s tough to convince a machine learning engineer from a flashy fintech to join an insurer that still uses green screens in the back office.

Why Hiring Sucks Right Now

Let’s call it like it is. Hiring sucks because the talent you need doesn’t see you as the kind of place they want to work. And to make matters worse, your process might be driving good candidates away. Here are a few of the biggest issues:

• The job descriptions are stuck in the past. Roles are written for systems that don’t exist anymore, using outdated titles that don’t attract modern talent.
• The interview process is slow. By the time you’ve scheduled the second round, your top candidate has already accepted another offer.
• You’re fishing in the wrong pond. Posting on traditional job boards doesn’t reach cybersecurity engineers or AI researchers who live in specialized communities and networks.
• You’re not telling your story. The best tech talent wants to know how their work will matter. If your brand narrative doesn’t make the mission clear, they’ll scroll past.

The Cybersecurity Crunch

Cybersecurity is no longer just an IT concern—it’s a boardroom issue. The rise of ransomware, phishing, and deepfake fraud has put insurers in a tough spot. You’re not only underwriting cyber risk but also defending your own systems from constant attack. Yet the pipeline of cybersecurity professionals is shrinking relative to demand.

The best cyber talent wants modern tools, autonomy, and a culture that values prevention over paperwork. Insurers that still treat cybersecurity as a compliance box to check will keep losing top performers to tech and defense firms. The fix? Elevate security roles to strategic positions, not technical afterthoughts. Make cybersecurity part of your innovation narrative, not just your audit checklist.

The AI Attraction Problem

Artificial intelligence is changing everything from claims processing to underwriting. But finding the right AI talent is another battle entirely. These professionals want to solve big, visible problems with data, not get buried in bureaucracy. If your AI initiative lives under layers of legacy IT management, you’ll struggle to attract anyone who thrives on experimentation.

To win over AI engineers and data scientists, insurers need to show that they’re serious about transformation. Highlight real projects, modern stacks, and measurable impact. AI professionals want to work where their models aren’t just “proofs of concept” that die in committee.

Fixing What’s Broken

You can’t outspend big tech or fintech for talent. But you can outsmart them. Here’s how:

1. Modernize your hiring language. Rewrite your job descriptions to reflect the work people will actually do. Speak to outcomes, not old titles.
2. Move fast and communicate clearly. The speed of your hiring process signals your culture. A quick, transparent process shows respect and urgency.
3. Partner strategically. Work with staffing firms or consultants who specialize in AI and cybersecurity. They know how to speak the candidate’s language and bring credibility you might not have yet.
4. Show off your mission. Insurance plays a vital role in protecting people, businesses, and communities. Tech talent wants purpose—make sure they see yours.
5. Invest in learning. Upskilling internal talent is cheaper and often more effective than starting from scratch. Offer certifications and pathways to new roles.

Turning the Corner

The future of insurance isn’t about policies. It’s about people who can build, protect, and innovate the platforms that power those policies. Hiring may suck right now, but it doesn’t have to stay that way. The insurers that win in the InsurTech era will be the ones who treat talent as a strategic asset, not a line item.

Because while machines can process claims, only people can build the systems that make them smarter.