Head of Legacy Engineering and Migration Enablement

Caava Group is a holding company at the forefront of transforming the African insurance landscape. It brings together multiple complementary businesses under one umbrella Caava Evolve, Caava AI, Agencify, and TurnQuest V4 by Caava modernizing legacy insurer operations, expanding digital distribution through agents, and harnessing AI-driven solutions to streamline underwriting, claims, and customer engagement.

Head of Legacy Engineering and Migration Enablement

Role Purpose

• Lead Caava’s legacy engineering portfolio, protecting the company’s largest current revenue source while supporting new customer work, necessary modernisation and progressive migration to Evolve.

• Balance three priorities: Run, Grow & Modernise, and Migrate. Deliver through domain leads and specialist teams, with clear commitments from peer Heads—not by personally executing every activity.

Core Accountabilities

Protect legacy revenue and customer continuity

• Keep legacy products reliable and customers supported through application support, incident improvement and safe change.

• Maintain engineering coverage and recovery readiness in partnership with Platform Operations.

Build sufficient capacity and a resilient team

• Match commitments to available skills; protect support and migration capacity and prevent double-booking.

• Close capacity gaps through hiring, partners and cross-training.

• Retain critical knowledge, strengthen succession and career paths, and develop teams without weakening customer support.

Deliver customer work and modernisation predictably

• Own engineering delivery of legacy SOWs, projects and lifecycle upgrades, including WebLogic, Java and Oracle.

• Align estimates, resourcing, change control, testing and customer acceptance to meet commitments and protect delivery margin.

• Reduce security, supportability and technical-debt risks through modernisation.

Enable safe, repeatable migration to Evolve