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Head of Information Technology & Chief Information Security Officer (CISO)

verdant rock • Portugal
Visa Sponsorship
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Lead Verdant Rock’s IT infrastructure, cybersecurity, and cloud operations as both Head of IT and CISO. Oversee technology risk management, Microsoft 365/E5 administration, AI/enterprise security, and compliance for a regulated insurer. Design and maintain integrations, automations, and secure AI platforms while reporting to senior management and the Board.

Key Highlights
Lead IT infrastructure, cybersecurity, and cloud operations for a Bermuda-regulated insurer
Own cyber risk management, incident response, and compliance reporting to Board and senior management
Hands-on expertise in Microsoft 365 E5, Azure, Claude Enterprise, and secure AI integrations
Key Responsibilities
Lead the delivery, operation, and ongoing development of Verdant Rock’s IT architecture and technology environment
Own and deliver the company’s operational cyber risk management program as CISO, including incident response, vulnerability management, and security testing
Manage Microsoft 365, Entra ID, Intune, Purview, Defender, Sentinel, and cloud-based technology environments
Oversee identity and access management, enterprise AI environment (Claude Enterprise), and third-party technology vendor relationships
Maintain data governance, business continuity, disaster recovery, and operational resilience arrangements
Support regulatory reporting and compliance requirements for a Bermuda-regulated insurer
Provide regular technology and cyber risk reporting to senior management and the Board
Collaborate with Risk, Compliance, Legal, Finance, Underwriting, and AI & Data Analytics teams
Design, build, secure, and maintain in-house integrations, automations, and AI connectors
Technical Skills Required
Microsoft 365 (Entra ID, Intune, Purview, Defender, Sentinel) Cybersecurity & Information Security Management Cloud Platforms (Microsoft Azure)
Benefits & Perks
Visa sponsorship for Bermuda work permit candidates
Travel to Bermuda as required
Nice to Have
Experience in insurance, reinsurance, or regulated financial services
Board-level reporting and regulatory/audit support experience
Proficiency in Python, TypeScript, or C# with PowerShell for production integrations
Experience with Model Context Protocol (MCP) servers or LLM tool-calling integrations

Job Description

Head of Information Technology & Chief Information Security Officer (Head of IT / CISO)

Location: Bermuda or EMEA

Verdant Rock is seeking an experienced Head of Information Technology & Chief Information Security Officer (Head of IT / CISO) to lead the delivery, operation, security and ongoing development of the company’s technology environment.

The successful candidate will be responsible for the company’s IT infrastructure, cybersecurity programme, data platforms and operational resilience arrangements, while also serving as the company’s Chief Information Security Officer.

Key Responsibilities

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