Senior Insurance Transformation Project Lead

Rest; Sydney; On-site; AUD 120,000 - 180,000; Full time

Benefits offered by this job

5 Rest Days (wellbeing days)

22 weeks paid parental leave

Learning & development opportunities

Job summary

Rest is seeking a Senior Project Manager to lead a complex insurance initiative, coordinating across Technology, Digital, Information Security, Product, Procurement and external partners. You’ll drive delivery from initiation to implementation, ensuring on-time, on-budget delivery and high quality outcomes.

With strong experience in hybrid Agile/Waterfall environments, you’ll focus on risk, governance, stakeholder engagement and benefits realisation, while mentoring delivery teams to achieve

Qualifications

• Tertiary qualification in Technology, Project Management or a related discipline, with relevant Project Management certification.
• Demonstrative experience delivering complex projects/programmes in hybrid Agile and Waterfall environments, managing scope, budgets, schedules, governance and RAID.
• Proven experience delivering complex third-party vendor and commercial engagements.
• Demonstrated experience leading customer-facing insurance transformation initiatives, ideally within claims.
• Strong track record delivering projects to agreed scope, budget, schedule, quality and benefits realisation outcomes.
• Experience leading cross-functional teams comprising internal SMEs, contractors, vendors and implementation partners.
• Strong financial and governance capability, including business case development, forecasting, dependency management, benefits tracking and executive reporting.
• Experience applying project delivery methodologies, governance frameworks and controls within enterprise environments.
• Excellent analytical, problem-solving and issue management skills, with the ability to manage complexity and delivery trade-offs.
• Strong communication, facilitation, negotiation and stakeholder management skills, with the ability to influence across Technology, Information Security, business teams and external partners.
• Experience within superannuation, insurance, financial services or other highly regulated industries.
• Proven ability to manage competing priorities, work under pressure and deliver to deadlines in fast-paced environments.

Responsibilities

• Lead end-to-end delivery of strategic projects, ensuring effective planning, governance, risk management and stakeholder engagement.
• Manage project budgets, forecasts and financial reporting, ensuring delivery remains aligned to approved funding and business objectives.
• Track and realise business benefits, supporting successful adoption and transition into business-as-usual operations.
• Build strong relationships with stakeholders, sponsors, vendors and delivery partners to drive alignment and successful outcomes.
• Apply project governance frameworks, providing clear reporting, escalation management and delivery oversight.
• Manage external vendors and implementation partners, ensuring contractual obligations, quality standards and delivery commitments are achieved.
• Identify, assess and manage project risks, issues and dependencies, proactively implementing mitigation strategies.
• Lead and mentor project team members, fostering collaboration, capability development and delivery excellence.

Skills

Hybrid Agile & Waterfall

Stakeholder management

Cross-functional leadership

Financial governance

RAID risk management

Negotiation skills

Analytical problem-solving

Vendor management

Delivery governance

Education

Tertiary qualification in Technology or related field

PM certification

Job description

Rest is seeking a Senior Project Manager to lead a complex insurance initiative, coordinating across Technology, Digital, Information Security, Product, Procurement and external partners. You’ll drive delivery from initiation to implementation, ensuring on-time, on-budget delivery and high quality outcomes.

With strong experience in hybrid Agile/Waterfall environments, you’ll focus on risk, governance, stakeholder engagement and benefits realisation, while mentoring delivery teams to achieve