Alan Herrity | July 30, 2026
Case Study - Head of Technology Delivery – AI Transformation
Role
Head of Technology Delivery – AI Transformation
Client Industry
Insurance
The Challenge
Following an organisational restructure, the client had brought together five previously separate teams across the software delivery lifecycle:
- Software Engineering
- Testing
- DevOps
- Site Reliability Engineering
- Release Management
The organisation required a senior technology leader capable of unifying these disparate teams into one cohesive function, reducing inefficiencies and improving the quality and velocity of technology delivery.
The client was also seeking an individual with practice leadership experience at scale who could embed a consistent practice leadership approach across the newly formed function.
A further layer of complexity was the organisation’s ambition to apply Generative AI across the software development lifecycle, with the goal of accelerating delivery by up to 40% over a two-year horizon.
Before engaging Momentum Search & Selection, the client had advertised the role directly and received approximately 250 applications. Despite the volume of interest, no candidates progressed to interview.
Our Solution
Momentum Search & Selection began by conducting a detailed diagnostic with the client. We assessed the fillability of the role, clarified the critical capabilities required and agreed on the scope of the search.
At the client’s request, we then mapped the talent markets across Melbourne and Sydney.
Our research highlighted the scarcity of candidates who could meet the full breadth of the mandate:
- 78% of the identified talent market had strong software engineering experience.
- 40% had led technology practices at scale.
- Only 9% had applied Generative AI at scale across the software development lifecycle.
These insights enabled the client to understand the composition of the available market and make informed decisions throughout the search.
Following the market-mapping and assessment process, Momentum presented a
targeted seven-person longlist.
From targeted market mapping to the successful appointment of an AI-enabled technology delivery leader
The Result
The client selected five candidates for interview and successfully appointed one candidate to the role.
The successful candidate commenced on 10th August.
The hiring General Manager provided positive feedback on:
- The rigour of the search process
- The structure and value of the weekly steering meetings
- The market insights and reporting shared throughout the assignment
The feedback reinforced the value of a
disciplined, insight-led search process for a complex and highly specialised leadership mandate.
