IT Technical Project Manager at DeARX Services (Pty) Ltd

• We are looking to recruit an IT Technical Project Manager for our IT Team. 

Role Objectives: 

• Analysis & Design (Including Target Architecture)
• Development (Core)
• Development (Integration)
• Testing
• Training & Adoption
• Data Migration
• Reporting & Dashboarding
• Decommissioning of Legacy Systems
• Infusion of the Company Culture into The Project
• Project Knowledge Persistence
• Ensuring Cross-Team Collaboration
• Ownership & Management of the Project Plan
• Ownership of the Risk Register
• Continuous Project Communication
• Financial Cost Tracking

Key Responsibilities:

• Understand the scope of what needs to be delivered and translate these into project plans (with a suitable granularity) and schedules while managing risk.
• Conduct/facilitate Project Planning sessions with project teams.
• Develop project management plans, charters, progress & status reports.
• Manage and control the Project Risk and Issue Register.
• Plan and control project schedules (plans) in line with timelines and target dates. 
• Control project quality during and beyond project delivery and execution. 
• Align, coordinate and lead project teams and their deliverables (including external delivery partners). 
• Conduct project weekly meetings and/or stand-ups with all project team members. 
• Control project scope and manage scope change requests and conduct Project Closeout sessions.
• Monitor, control and report on project expenditure.
• Accurate and regular reporting on assigned projects (Steercom and Exco Reports).
• Own the end-to-end migration approach including data migration planning, reconciliation controls, cutover/rollback strategy, and legacy decommissioning criteria.
• Coordinate non-functional requirements (performance, resilience, security, privacy, observability) and ensure they are translated into executable plans, test approaches, and acceptance criteria.
• Ensure the project continuously aligns with the both the Business & IT Strategy.

Stakeholder & Change Management

• Establish, manage and maintain relationships with stakeholders across the organisation including Senior and Executive Management.
• Engage cross-functional teams, brokers and business units to ensure project objectives are clearly understood and championed.
• Drive change management efforts to support smooth implementation and user adoption.
• Facilitate communication between technical teams, executives, and operational stakeholders.
• Ensure the project continuously executes in tandem with any change management plans.
• Manage stakeholder relationships (internal and external).

Risk, Compliance & Security

• Ensure compliance to the Project Management Governance Framework and supporting processes 
• Ensure all programmes meet regulatory, governance and cyber-security standards—critical in a risk-intensive insurance environment.
• Collaborate with data and cyber teams to support resilience, privacy, and risk-mitigation strategies.

Governance and Reporting:

• Ensure adherence to governance structures and processes.
• Provide consolidated weekly and monthly reports on project status, budget, risks, and issues.
• Report on project budget vs. actual expenditure, governance matters, and project progress.
• Coaching all staff members on the technical and operational aspects of their roles through monthly one on-ones or when needed.

Required Experience/ Required Knowledge and Skills:

• 5- 8 years' experience leading complex projects (Engineering or IT).
• A minimum of 5 years as a Technical Program Manager / Senior Project Manager / Delivery Lead in a technology environment, managing initiatives from inception to closeout, preferably within Financial
• Services. Budgets previously managed should exceed R50m.
• Experience within Insurance advantageous – specifically within insurance platform implementations (eg: Duck Creek, Guidewire, Sapiens).
• Proven experience delivering legacy modernisation / core platform replatforming (e.g., policy, claims, billing, underwriting, integration layers) with a track record of managing technical risk and business continuity.
• Experience planning and executing data migration and cutover activities, including reconciliation, rollback planning, and (where needed) parallel run/dual-write strategies.
• Sound understanding of short-term insurance. 
• Working knowledge of both Waterfall and Agile methodologies. 
• Strong understanding of modern SDLC practices (CI/CD, environments, automated testing, release governance) and non-functional requirements (performance, resilience, security, observability) in regulated environments.
• Experience working across multiple engineering squads and shared services (architecture, data, security, QA, operations), coordinating dependencies and integrated releases.

Key Competencies

• Strategic thinking & decision-making.
• Exceptional leadership and stakeholder engagement.
• Strong governance, structure, and execution discipline.
• High emotional intelligence and collaborative working style.
• Ability to thrive in an innovative, fast-paced, disruptive environment.
• Excellent communication and presentation skills.
• Strong analytical and problem-solving abilities.
• Strong conflict resolution skills.

Educational Requirements:

• Matric
• Honours Degree (NQF8) in a relevant field (Masters preferred)
• A recognized Project Management qualification (e.g., PMP, PRINCE2)