Job Description

Lead Delivery Manager - Sydney | Hybrid

We're partnering with a growing technology business in the insurance technology space to hire a Lead Delivery Manager who can elevate delivery performance while remaining close to the realities of customer delivery.

This is not a traditional people leadership role.

You'll operate at a senior level — leading complex customer programs, while managing and mentoring Delivery Managers, and helping shape how delivery is executed across the organisation.

Success in this role requires strong commercial judgement, the ability to navigate ambiguity, and the confidence to lead through influence while remaining accountable for outcomes.

What you’ll do

You'll play a critical role in ensuring delivery success across a portfolio of enterprise customers while helping Delivery Managers operate effectively in a fast-moving environment.

This includes:

• Overseeing complex, multi-stream software implementation programs across enterprise customers
• Supporting, coaching, and holding Delivery Managers accountable for delivery outcomes
• Acting as a senior escalation point for customers, delivery teams, and internal stakeholders
• Creating structure, clarity, and momentum when priorities shift or delivery becomes challenged
• Driving consistency, governance, and delivery standards across multiple customer engagements
• Owning delivery outcomes end-to-end, including commercial performance, forecasting, customer satisfaction, and risk management
• Working closely with Product, Sales, Engineering, and Leadership to balance competing priorities and delivery commitments
• Supporting pre-sales activities including customer workshops, scoping, estimation, and solution planning
• Identifying opportunities to improve delivery capability, scalability, and operational effectiveness
• Leading difficult conversations with customers and stakeholders when expectations need resetting
• Helping build a resilient, accountable, and high-performing delivery culture

What we’re looking for

We're looking for an experienced delivery leader who has built their career within software vendors, technology services businesses, implementation partners, or client-facing delivery environments where customer ownership and commercial accountability are core to the role.

You'll likely bring:

• Significant experience leading complex software implementations, SaaS deployments, or enterprise technology programs
• Experience managing multiple customer engagements and balancing competing stakeholder priorities
• Experience leading, mentoring, and managing Delivery Managers, Program Managers, or senior delivery professionals
• Strong commercial acumen with accountability for budgets, forecasts, margins, utilisation, and delivery outcomes
• Confidence making decisions when information is incomplete and priorities are changing
• Experience operating effectively in evolving environments where not every process is already defined
• Strong customer-facing delivery leadership experience, including executive stakeholder engagement and escalation management
• Experience building structure, governance, and scalable delivery practices without becoming overly process-driven
• The ability to influence peers and senior stakeholders while maintaining accountability and delivery focus
• Insurance industry exposure is beneficial but not essential

The type of leader who succeeds here

You're calm under pressure.

You create clarity when others see complexity.

You know when to coach, when to challenge, and when to step in.

You're comfortable making judgement calls, balancing competing priorities, and operating in environments where ambiguity is part of the role.

You build trust through transparency, accountability, and follow-through.

Most importantly, you're not looking for a perfectly mature environment.

You enjoy building capability, creating structure, and helping teams succeed in a business that is continuing to evolve.

Why this role

This is an opportunity to:

• Influence how delivery operates across the organisation
• Lead and mentor Delivery Managers while remaining connected to customer delivery
• Shape delivery standards, capability, and ways of working
• Work across multiple enterprise customers and strategic programs
• Partner closely with senior leadership on delivery performance and organisational growth
• Join a business that values resilience, collaboration, ownership, and accountability

This is a business scaling rapidly. Not every process is fully formed, and priorities can shift quickly. Success comes from being comfortable creating order, making decisions, and helping others succeed in environments where ambiguity exists.

If you're a delivery leader who thrives in customer-facing environments, enjoys developing people, and wants to play a meaningful role in how delivery evolves as a business scales, we'd love to speak with you.