Investigo
Head of Technology Transformation
Get notified of more jobs like this · No spam, ever
How your CV stacks up
Upload your CV to see how well it fits this job role
?%
Head of Technology Transformation
Location: Remote (UK/USA based role) with significant travel to the United States headquarters.
An established insurance organisation is seeking a senior technology leader to help shape and deliver its technology, data and transformation agenda.
This is a high-impact leadership role for someone who can assess a complex technology landscape, define a clear future-state vision and lead the execution of a multi-year transformation roadmap. The successful individual will combine strategic leadership with hands-on delivery expertise and be comfortable operating across technology, data, operations and business change.
Key Requirements
Insurance & Claims Expertise
Candidates without this will not be considered
This is not a generic technology leadership position.
Applicants must have significant insurance experience, with deep exposure to claims operations, claims technology, claims transformation programmes or insurance services organisations. The ability to understand the operational realities of claims businesses and align technology investment to business outcomes is essential.
Reasons to use Rodeo
Start with a chat, not a search bar
Grad scheme, placement, apprenticeship? Not sure what you want yet — that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
It searches the market for you
Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right — and where to focus when applying.
Leadership & Transformation Experience
You will have a proven track record of:
- Leading enterprise-wide technology and transformation initiatives.
- Building and executing technology and data strategies.
- Operating at Head of IT, VP Technology, deputy CIO, deputy CTO or equivalent level.
- Modernising legacy platforms, applications and data environments.
- Managing complex stakeholder groups and executive leadership teams.
- Challenging technology vendors, consulting partners and third-party providers.
- A critical aspect of the role is the ability to manage large blended delivery models.
Get help with your application
Your very own career expert that helps elevate your application to the next level.
Candidates should be able to demonstrate experience leading sizeable contract and consulting workforces, holding external partners accountable and ensuring successful delivery against agreed outcomes and budgets.
Responsibilities
- Define and execute technology and transformation strategy.
- Lead technology, data and business change initiatives.
- Assess and rationalise complex technology environments.
- Establish a roadmap for modernisation, automation and AI adoption.
- Improve data quality, reporting and business intelligence capability.
- Drive architecture, integration and platform decisions.
- Provide leadership across a multidisciplinary technology function.
- Ensure effective governance of external suppliers, consulting partners and delivery organisations.
“It took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what I’ve been looking for.”
Jessica, London
Skills
Location