Senior Technical Authority – Reinsurance Transformation Consultant

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 involves embedding 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, credible challenge and remain grounded in delivery reality
• Quickly identify and resolve blockers as they arise
• Elevate and protect engineering teams to ensure peak performance
• Report concisely both internally and externally

Requirements

We are looking for an experienced consultancy technology leader with expertise across multiple delivery engagements and a broad knowledge of solutions within Cloud and Data.

• Led large-scale digital transformations within consultancy engagements
• Influenced C-suite executives including CTOs, CIOs, and CDOs
• Strong architectural judgment across modern cloud and data platforms, with hands-on depth in AWS, Azure, GCP, Snowflake, and Databricks is essential
• Experience navigating ambiguity in complex organizations
• Balancing influence, diplomacy, and commercial awareness
• Experience in hands-on CTO or senior technology leadership roles, including participation in engineering stand-ups and challenging delivery quality
• Understanding engineering discussions to identify gaps and challenge technical decisions
• Experience owning solution delivery and ongoing managed service or maintenance support
• Very strong client management skills in senior advisory or delivery leadership roles
• Define pragmatic software release processes for complex delivery environments
• Adapt quickly and remain effective in startup environments with frequently changing priorities
• Manage prioritization effectively in fast-changing startup environments
• Experience in insurance, reinsurance, financial services, or regulated industries is highly valuable

Benefits

• Fully Remote
• Outside IR35
• Long-term contract