- 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 Headsnot by personally executing every activity.
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
- Own the integrated customer migration plan and legacy-side readiness: business-rule discovery, data conversion, reconciliation and retirement.
- Coordinate peer-owned dependencies, rehearsals, cutover and rollback readiness; build reusable upgrade and migration patterns.
- Retire services, licences and capacity only after customer acceptance, data integrity, operational readiness and commercial exit conditions are metnot against arbitrary dates.
Lead an accountable, commercially sound portfolio
- Own the roadmap, budget, risks and quarterly outcomes across Run, Grow & Modernise, and Migrate.
- Give the CTO and ExCo evidence on delivery, capacity and revenue exposure; escalate trade-offs early with recommendations.
- Challenge or reject unsafe, underfunded or under-resourced commitments.
Experience and Leadership Style
- 5+ years in engineering or enterprise technology, including 2+ years leading teams or complex delivery, support or modernisation portfolios.
- Experience protecting revenue-critical production services while delivering customer SOWs and managing constrained specialist capacity.
- Technical credibility in Oracle, PL/SQL, ADF, WebLogic, Java and integrations, with practical experience in controlled upgrades and data migration.
- Strong commercial judgement across estimation, scope, costs and acceptance; able to communicate evidence, trade-offs and recommendations at executive level.
- Calm, pragmatic and collaborative leadership; transparent about risk, disciplined about commitments and invested in developing people.
- Insurance, financial services or other regulated-industry experience is strongly preferred.