JOB DETAILS
IT and Cybersecurity Director
CompanyClear Blue Insurance Services Puerto Rico LLC
LocationGuaynabo
Work ModeOn Site
PostedApril 15, 2026
About The Company
Clear Blue Insurance Group is a leading US Fronting Insurance Carrier specializing in Program Business. Rated A- Excellent by AM Best, with a Financial Size Category of IX.
Clear Blue Insurance Group consists of four Property & Casualty companies - Clear Blue Insurance Company (CBIC), Clear Blue Specialty Insurance Company (CBSIC), Rock Ridge Insurance Company (RRIC) and Highlander Specialty Insurance Company (HSIC) – all domiciled in the State of Texas, writing in all 50 States.
About the Role
Location: Candidates must be based in Puerto Rico.
Position Summary
The IT and Cybersecurity Director is responsible for developing and executing the organization’s technology and security strategy across multiple sites. This role ensures the reliability, scalability, and security of IT systems within a Microsoft environment, including Azure, while supervising Service Desk, infrastructure, and network administration teams. The director will lead initiatives to strengthen cybersecurity posture, optimize IT operations, and align technology with business objectives.
Key Responsibilities
- Define and implement IT and cybersecurity strategies aligned with corporate goals.
- Develop technology roadmaps for infrastructure modernization and cloud adoption.
- Manage multi-site IT operations ensuring high availability and performance.
- Oversee Microsoft ecosystem: Azure, Active Directory, M365, Intune, and security tools.
- Implement security frameworks (ISO 27001, NIST, CIS).
- Lead vulnerability management, incident response, and disaster recovery planning.
- Supervise Service Desk, infrastructure engineers, and network administrators.
- Ensure adherence to regulatory standards (GDPR, HIPAA, SOX).
- Drive cloud migration and hybrid infrastructure strategies.
Education & Experience
- Bachelor's degree in computer science, Information Systems, or related field
- 10+ years of IT experience, with 5+ years in cybersecurity.
- 10+ years of progressive leadership experience
- Expertise in Microsoft Azure, Active Directory, networking, and virtualization.
- Certifications: CISSP, CISM, CCSP, or Azure Solutions Architect preferred.
- Strong leadership, communication, and project management skills.
Skills & Qualifications
- Strategic thinking and decision-making.
- Leadership and team development.
- Risk management and compliance expertise.
- Excellent communication and stakeholder engagement.
Key Skills
CybersecurityIT StrategyMicrosoft AzureActive DirectoryM365IntuneInfrastructure ManagementNetwork AdministrationISO 27001NISTCISVulnerability ManagementIncident ResponseDisaster RecoveryCloud MigrationLeadership
Categories
TechnologyManagement & LeadershipSecurity & SafetySoftware
Job Information
📋Core Responsibilities
The IT and Cybersecurity Director is responsible for developing and executing technology and security strategies across multiple sites. This role involves managing IT operations, overseeing the Microsoft ecosystem, and ensuring compliance with regulatory standards.
📋Job Type
full time
📊Experience Level
10+
💼Company Size
107
📊Visa Sponsorship
No
💼Language
English
🏢Working Hours
40 hours
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