Delivery Manager – Insurance Technology
Multi-Client Programs | Senior Stakeholder Leadership | Sydney CBD (Hybrid)
This is not a "keep-the-plan-updated" delivery role.
This is a
client-facing Delivery Manager position
for someone who thrives in complex environments—where multiple enterprise clients, sophisticated technology, and real commercial outcomes intersect.
You'll be trusted to lead parallel client programs, navigate ambiguity with confidence, and build enduring relationships based on credibility, judgement, and calm authority.
If you're at your best when balancing
structure and pragmatism
,
empathy and accountability
,
delivery rigour and commercial reality
—read on.
The Opportunity
Due to strong client growth, a leading
general insurance software vendor
is expanding its Delivery function and is seeking an experienced Delivery Manager to own the successful execution of multiple concurrent platform implementations.
The software sits at the core of insurers' policy and claims operations.
Implementations are complex, highly configurable, and business-critical—meaning delivery success depends as much on
emotional intelligence, trust, and decision-making
as it does on project mechanics.
You'll operate as a
senior delivery partner to clients
, while also leading internal delivery teams and contributing to the evolution of delivery practices as the organisation scales.
What Makes This Role Different
Multi-client ownership
– You'll run several client programs concurrently, not a single in-house project.




True consulting engagement
– Clients look to you for judgement, challenge, and guidance—not just status updates.
High EQ delivery
– Success here is about how you lead conversations, not just how you manage plans.
Delivery maturity
– You'll influence methodologies, risk management approaches, and delivery standards, not inherit them blindly.
Commercial awareness
– You'll understand how delivery decisions impact scope, margin, relationships, and long-term opportunity.
Your Core Responsibilities
Own end-to-end delivery
of multiple client platform implementations, from mobilisation through to successful go-live.
Build and sustain trusted senior client relationships
, confidently navigating challenges, scope tension, and competing priorities.
Lead delivery teams
with clarity, empathy, and accountability—supporting wellbeing, performance, and professional growth.
Balance hands-on delivery management with effective delegation
, stepping in where judgement matters most.
Proactively manage risk, issues, and change
, escalating with maturity and commercial awareness.
Identify organic follow-on opportunities




through strong delivery outcomes and trusted client partnerships.
Contribute to delivery practice evolution
, including tooling, methodologies, and continuous improvement initiatives.
What We're Looking For
Essential experience
5+ years' experience delivering
end-to-end software implementations
in a
client-facing vendor, consulting, or system integrator workplace
.
Proven experience managing
multiple concurrent client programs
.
Delivery experience across
both Agile and Waterfall
methodologies.
Strong leadership capability with experience mentoring, supporting, and holding teams accountable.
Exceptional
stakeholder management, communication, and conflict-resolution skills
—you stay composed when things get hard.
High emotional intelligence, humility, and self-awareness—you lead without ego and listen as well as you direct.
Highly desirable
Experience within
general insurance
(policy and/or claims).
Formal delivery or project certifications (PMP, PRINCE2, PRINCE2 Agile, Scrum Master, or similar).
Why Join
Complex, meaningful delivery work
with enterprise clients who value expertise.
Autonomy and trust
—you'll be hired for your judgement, not micromanaged.
A grounded, professional culture
that values humility, collaboration, and doing the right thing.
Career development opportunities
as the delivery function and client base continue to scale.
Sydney CBD location with hybrid flexibility
.
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📌 Delivery Manager (New South Wales)
🏢 Bespoke Careers
📍 New South Wales