CTO - Project Based
Toucanberry Tech
Posted: March 4, 2026
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Quick Summary
Embed within strategic client programmes as senior technical authority to shape direction, influence executives, and deliver large-scale transformation projects.
Required Skills
Job Description
Who we are:
Toucanberry Tech is a boutique software consultancy specialising in the reinsurance sector. We build innovative products and services by organizing cross-functional squads covering product, design, engineering, and data. We value autonomy, results, and cutting through bureaucracy.
The role:
You will embed within strategic client programmes as the senior technical authority, shaping direction, influencing executives, and ensuring large-scale transformation is structured, pragmatic, and deliverable.
• Act as the senior technical leader within complex client environments
• Shape and refine technology strategy alongside C-level stakeholders
• Translate business ambition into executable architectural direction
• De-risk large transformation programmes by breaking them into iterative value delivery
• Provide calm, credibly challenge and be grounded in delivery reality
• Ability to quickly identify and resolve any blockers as they arise
• Elevate and protect engineering teams so they can perform at their best
• Ability to report concisely both internally and externally
Requirements:
We are looking for an experienced consultancy technology leader that has worked across multiple delivery engagements with a breadth of solutions knowledge within Cloud and Data.
• Led large-scale digital transformations within consultancy engagements
• Influenced C suite executives including CTO’s, CIO’s and CDO’s amongst others
• Strong architectural judgement across modern cloud and data platforms is essential
• Experience navigating ambiguity in complex organisations
• The ability to balance influence, diplomacy, and commercial awareness
• Experience in insurance, reinsurance, financial services, or regulated industries is highly valuable.
What Success Looks Like
• Clients view you as an embedded strategic advisor and the face of Toucanberry Tech
• Complex initiatives become clear, structured, and deliverable under your control
• Engineering teams feel supported and protected
• Architecture decisions are coherent, scalable, and pragmatic
• Transformation maintains momentum, even under pressure
Benefits:
• Fully Remote
• Outside IR35
• Long term contract
• c£800 Per Day