Head of IT Delivery

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Head of IT Delivery

role at

Compare the Market Australia

Who We Are iSelect and Compare the Market are trusted, well-known brands dedicated to helping millions of Australians compare and buy personal finance and household products such as insurance, energy and loans. Together, we provide a seamless, customer-focused experience that makes it easier for Australians to find the right products to suit their needs.

Brief Description We’re looking for a leader who doesn’t just keep the beat - they create it. As our Head of IT Delivery, you’ll define the framework, patterns and governance that bring consistency and clarity to how initiatives are delivered across IT at both Compare the Market and iSelect. This is a role for someone who thrives on structure, alignment and empowering teams to deliver with confidence.

What You’ll Be Doing You won’t be leading individual initiatives day-to-day, that’s the role of our Delivery Leads. Instead, you’ll make sure they’re all working to the same rhythm - enhancing the workflows across each team. Your focus will be on:

Building and owning the delivery framework for multiple streams across IT

Driving governance and consistency - from SteerCo packs to cadence and artifact standards

Managing SteerCo’s for five key streams, ensuring decision-ready packs and clear action tracking

Quarterly planning and alignment, bringing together business objectives, capacity and dependencies

Initiative Portfolio oversight, including WIP limits, capacity bands and dependency management

Transparent reporting, using metrics and dashboards to keep stakeholders informed

Leadership - you’ll coach and mentor nine Delivery Leads across Brisbane and Melbourne, creating a strong, connected community

What’s In It For You At Compare the Market and iSelect, we’re all about helping people make smart choices – and joining us might just be yours. We offer an environment where your ideas are heard, your contributions are valued, and your growth genuinely matters. Collaboration is part of our DNA, and you’ll be joining a supportive, forward‑thinking team where you can do meaningful work (and be recognised for it!)

We’re guided by three shared values that shape how we work, how we treat each other, and how we show up for our customers - Drive, Noble Intent and All Together.

Plus, we offer a range of great perks to help you thrive both in and out of work:

Vibrant and social community who have annual celebrations, family fun days and regular events

Enjoy flexible work arrangements, including the option of one day working from home each week or a 9‑day fortnight

Enjoy additional leave days – ‘ME’ leave and ‘Volunteer Day’ leave

Option to purchase additional leave

Return To Work bonus for returning parents

Quarterly Award and Recognition program

What Sets You Apart You’re someone who deeply understands IT systems and engineering, and you know how to bring teams together to deliver real value – not just tick boxes or hit arbitrary dates.

Here’s what you’ll bring:

A tech‑related degree or equivalent experience

5+ years in software delivery leadership roles with a focus on value‑driven outcomes

Experience designing and running quarterly planning and large‑scale planning events (PI planning, multi‑team planning)

Proven ability to chair governance forums like SteerCo’s across multiple streams

Hands‑on experience with agile delivery, managing release cycles, and supporting multiple technical teams

Familiarity with modern delivery toolchains (e.g., Jira, Confluence, Azure DevOps)

Exceptional facilitation, communication, and stakeholder management skills

Comfortable operating in a fast‑paced, complex environment

A natural leader who coaches through and embeds an agile mindset across teams

Sound like a good fit? Let’s talk.

At Compare the Market and iSelect we’re proud to be an Equal Opportunity Employer and we embrace diversity.

This role is available to candidates with unlimited Australian working rights only. Sponsorship is not available.

Compare the Market and iSelect are committed to protecting your privacy. All applications and personal information are kept confidential and securely stored in line with Australian privacy laws, used only for recruitment purposes, and not shared with third parties outside the Auto and General Holdings Group without your consent.

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