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AI-native insurance starts where one-size-fits-all modernization ends

By Ralitsa Nenkova
Global Insurance Leader, Consult Partner, Vice President
By Shawn D'Souza
Senior Vice President, Kyndryl Consult
Ideas lab | 3 June 2026 | Read time: 1 min

Key takeaways

  • Modernization urgency is increasing, not decreasing: Aging infrastructure, rising costs and workforce constraints are accelerating the need to act. But multi‑year, high-risk programs have consistently underdelivered and eroded business confidence.

  • There is no single “right” approach: Migration, in-place modernization and orchestration all have a role depending on the system and objective. Decisions should be made at the domain level and aligned to specific business outcomes. Understanding system behavior, risk and opportunity is the first step to effective sequencing. The goal is faster product innovation, lower cost and improved customer experience, not just system replacement.

  • Agentic AI enables a new execution model: AI agents can perform the bulk of modernization work, reducing timelines and increasing predictability. Choose. Effective modernization requires both deep insurance expertise and the ability to operationalize AI at scale.

Modernization has always been uniquely difficult for insurers.

Core policy administration, claims and actuarial systems encode decades of underwriting logic, regulatory obligations and long-term financial commitments to customers. Policies written decades ago must still be serviced accurately today, with full historical fidelity, daily financial tracking and within strict compliance requirements.

These systems are the definition of mission-critical. That means replacing them has traditionally required multi‑year programs, high capital exposure and operational risk few insurers can tolerate.

That model no longer holds.

Why traditional modernization broke down

For years, insurers approached modernization as large-scale transformation programs: long timelines, large teams and high-stakes execution. In practice, these programs were often slow, complex and error-prone.

They required armies of people to analyze legacy systems, redesign architectures and rebuild functionality. They frequently missed timelines and ROI targets. And perhaps most critically, they disrupted core business operations while delivering limited visible value.

Over time, this eroded confidence at the business level. Even when the need to modernize was well understood, decisions were pushed down the road because of the risk of getting it wrong.

Today, the pressure to act has only intensified.

Aging infrastructure, increasing technical debt, and workforce constraints are driving up operational costs. Insurers must simplify and optimize their core environments to free up capital and capacity to reinvest in growth, product innovation and AI-driven capabilities.

Modernization is no longer optional, and the old way of doing it is no longer viable.

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Agentic AI changes the equation

Agentic AI introduces a model for modernization that shifts both the speed and the structure of transformation.

Tasks that once required large human teams can now be executed by AI agents operating continuously and at scale. These agents can understand legacy systems, decode embedded business logic and generate modern equivalents, dramatically accelerating the infrastructure transformation process.

Human experts remain essential, but their role changes. Instead of performing the work directly, they train, guide and supervise AI agents to help ensure accuracy and alignment with business intent.

The impact is significant:  

  • Programs that previously took years can now be compressed into months
  • Modernization no longer requires massive resource scaling
  • Execution becomes more predictable and less disruptive


Just as important, the goal of modernization shifts from lifting and shifting legacy systems to unlocking new business value.

With time and capacity no longer the primary constraints, insurers can incorporate new functionality, improve customer experiences and embed AI capabilities directly into their core processes.

More choice — and more confusion

Yet as the technology improves, the decision landscape becomes more complex.

Insurers are presented with multiple paths: migrate to the cloud, modernize in place or introduce orchestration layers on top of existing systems. Each approach has merit. None is universally applicable.

The challenge is not a lack of options — it is the persistence of binary thinking.

Framing modernization as “modernize everything” or “migrate everything” ignores the structural complexity of insurance. Core systems differ significantly by line of business, product sophistication and regulatory context. A policy administration platform supporting complex annuity products has fundamentally different requirements than a system handling term life policies or claims processing.

A single approach cannot account for this variation.

Different product segments carry fundamentally different requirements for data structures, pricing models, guarantees and long-term servicing. Term life products, for example, are comparatively simpler to modernize than whole life or universal life policies with embedded guarantees and policyholder options. Variable and indexed products introduce additional complexity through market linkages, hedging requirements and regulatory scrutiny. Annuities, meanwhile, can require precise continuity of financial calculations across decades.

A domain-aligned agentic AI approach, combined with supporting accelerators, can support more effective sequencing and risk management in modernization. This tailored approach helps avoid unnecessary complexity and operational exposure.

Modernization as a portfolio decision

The most effective insurers are moving away from single-track strategies and toward a portfolio-based approach to modernization. Instead of treating transformation as one large program, they are making targeted decisions across domains — product, new business, policy administration, claims, billing and actuarial systems — based on business priorities and economic impact.

The right starting point depends on the outcome the organization is trying to achieve:

  • If the priority is accelerating product innovation, modernization begins with product systems
  • If the focus is growth and distribution, investment shifts to new business capture and onboarding
  • If cost optimization is the goal, administrative and settlement systems become the focus


This domain-led approach reflects a broader shift: modernization decisions must be anchored in business outcomes, not technology preferences.

The AI‑native insurer will not be built by replacing everything at once. It will be built by making the right decisions, in the right domains, in the right sequence.

Starting by “opening the box”

To execute this approach, insurers must begin with a clear understanding of their current environment. That means “opening the box” — analyzing how applications behave, where complexity resides and where risk is concentrated. It also means identifying where AI can safely and effectively accelerate outcomes and where technical, regulatory or operational constraints limit the pace of change.

Rather than committing to a single, high-risk program, this visibility enables informed sequencing to help insurers prioritize initiatives that deliver early value, reduce risk over time and build momentum toward a broader transformation. Modernization becomes iterative and evidence-based, rather than monolithic and speculative.

A higher bar for modernization partners

This shift also raises the bar for modernization partners.

Success in an AI-enabled modernization environment requires more than technical capability. It demands a deep understanding of how insurance products work, how regulatory requirements shape systems and where value is created in the business.

It also requires the ability to operate at the intersection of business and technology: to translate strategic objectives into technical decisions, and to align every modernization effort to measurable outcomes.

Finally, modernization requires the capability to leverage AI effectively by training and supervising agents, scaling their use across the enterprise and continuously improving performance through shared learning. The AI‑native insurer will not be built by replacing everything at once. It will be built by making the right decisions, in the right domains, in the right sequence.

Ralitsa Nenkova

Global Insurance Leader, Consult Partner, Vice President

Shawn D'Souza

Senior Vice President, Kyndryl Consult

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