Abstract transformation visualization showing legacy to modern architecture migration in enterprise insurance

Enterprise Insurance · Digital Transformation

Legacy to Modern Architecture

Led engineering through enterprise digital transformation. Modernizing legacy insurance systems while maintaining business continuity and regulatory compliance.

3x
Deployment frequency
60%
Faster time-to-market
Zero
Critical downtime

The challenge.

ERGO Digital was an enterprise spinoff tasked with modernizing the insurance giant's digital capabilities. The challenge: how do you rebuild the foundation while the house is still standing?

Legacy systems had been running for decades. They worked—reliably, predictably—but they couldn't support the speed and flexibility the market demanded. New digital products needed to launch in weeks, not quarters. Customer expectations had changed. Competitors were moving faster.

The constraints were significant: regulatory compliance couldn't be compromised, existing customer operations couldn't be disrupted, and the team needed to deliver new capabilities while simultaneously modernizing infrastructure.

The approach.

01
Strangler Pattern

Implemented strangler fig architecture to incrementally replace legacy components. New capabilities built in modern stack, gradually absorbing legacy functionality.

02
Validation Sprints

Before major architectural investments, ran rapid validation cycles to test assumptions. Avoided costly mistakes by validating direction before committing resources.

03
Continuous Delivery

Built CI/CD pipeline enabling automated testing and deployment. Moved from quarterly releases to weekly deployments with zero downtime.

Framework applied.

This engagement demonstrated the value of the Validation Sprint methodology in enterprise context. When the cost of being wrong is high, validation before commitment becomes essential.

"In enterprise transformation, the biggest risk isn't building the wrong thing—it's building the wrong thing for two years before realizing it. Validation sprints compress that learning cycle from months to days."

The key insight: enterprise constraints don't prevent rapid validation—they make it more important. When you can't afford to be wrong, you need to validate faster, not slower.

The results.

  • 3x

    Deployment Frequency

    Release cadence improved from quarterly to weekly. Smaller, more frequent releases reduced risk and enabled faster feedback loops.

  • 60%

    Faster Time-to-Market

    New product features reached customers 60% faster. Modern architecture enabled parallel development streams without coordination overhead.

  • Zero

    Critical Downtime

    Throughout the transformation, zero critical system outages. Careful migration strategy maintained business continuity while modernizing infrastructure.

Key learnings.

What worked

  • Strangler pattern for incremental migration
  • Validation sprints before major investments
  • Feature flags for safe deployment
  • Clear ownership boundaries during transition

What we'd refine

  • Earlier investment in observability tooling
  • More structured knowledge transfer from legacy team
  • Clearer communication of transformation progress
  • Faster decommissioning of migrated legacy components

Modernizing legacy systems?

Enterprise transformation requires both strategic patience and tactical speed. Let's discuss how to navigate your specific constraints.

Start a conversation →

Related resources.

Framework

Validation Sprint

Test ideas in 10 days, not 10 months. Essential for enterprise transformation.

Learn more →