Christopher Bennett

In my current role as the Head of IT at Wakefield & Quin Ltd, I lead the IT function to ensure seamless and secure technology operations. I develop and execute the IT strategy, aligning it with the organization's goals and regulatory requirements. I conduct monthly IT update meetings, presenting IT updates and strategic initiatives at board-level meetings, ensuring alignment with the broader business and compliance strategies.

Oversee IT systems maintenance, cybersecurity initiatives, and regulatory compliance.
Develop and manage the annual IT roadmap and budget, ensuring alignment with business objectives.
Troubleshoot technical issues and optimize IT infrastructure for operational efficiency.
Provide comprehensive IT training to users, enhancing technological adoption.
Manage vendor relationships, licensing models, and IT procurement.
Conduct regulatory system audits and security assessments, ensuring compliance with BMA standards.
Maintain and test the Disaster Recovery Plan (DRP) to ensure operational resilience.

As the founder of dot bm, I was responsible for both operational and technical leadership, overseeing development teams in Australia and Pakistan while providing IT consulting and cybersecurity solutions to local reinsurance firms. I managed operational workflows, ensuring efficiency and 24/7 system support while developing strategic IT roadmaps and security compliance frameworks.

Led the development and release of multiple mobile applications to the Bermuda market.
Spearheaded expansion strategies, increasing market share and driving business growth.
Managed operational workflows, overseeing global development teams to ensure seamless project execution.
Developed IT roadmaps, annual budgets, and project scopes, ensuring efficient resource allocation.
Conducted regulatory system audits, aligning IT infrastructure with industry compliance and operational standards.

At Catlin Bermuda, I managed a team across Bermuda and South America, overseeing North American IT operations. I was responsible for IT infrastructure support, disaster recovery planning, and regulatory compliance. Additionally, I ensured high levels of service for executive and board meetings, while leading IT consolidation efforts following the Catlin and XL merger.

Led IT operations and infrastructure management for Bermuda and South America offices.
Ensured regulatory compliance and cybersecurity best practices across multiple jurisdictions.
Managed disaster recovery and business continuity planning, improving operational resilience.
Provided technical leadership for cybersecurity and infrastructure upgrades.

At Omega Specialty Insurance, I was responsible for managing IT infrastructure and security across Bermuda, NJ, and London. My role involved frequent travel between these locations to oversee IT projects, regulatory compliance, and cybersecurity initiatives. I worked closely with global IT teams in London and North America, ensuring seamless IT operations, risk management, and business continuity planning.

Worked with global IT teams in London and North America to manage IT infrastructure and security.
Traveled frequently between Bermuda, NJ, and London to oversee IT projects and risk assessments.
Developed and implemented Business Continuity Plans (BCP) and IT security policies.
Managed cybersecurity incident response and risk mitigation strategies.
Oversaw firewall security, SIEM integrations, and network segmentation.

At Sword Insurance / AgencyPort, I played a key role in business system analysis, SQL database management, and enterprise solution implementation for Bermuda-based projects. I worked closely with stakeholders to assess business requirements and implement system solutions, contributing to successful project deployments across multiple platforms.

Served as the primary point of contact for all Bermuda-based project implementations across multiple business platforms.
Managed the design, build, and maintenance of SQL 2005 databases for the Open CO+ application.
Assessed business requirements and implemented appropriate system solutions for multiple projects.
Launch of the MSFRe Open CO+ platform.
Launch of the OSIL(Omega Specialty Insurance Company) Open CO+ platform.

Windows server 2008 AD configuration, Network Infrastructure, Administration.
Exchange 2007 configuration.
Intermediate Linux configuration.
Cisco ICND1 & ICDN2 courses.

Electrical wiring and circuitry.
Electronic Fabrication.
C++, VB6.
Microprocessor Architecture.
Data and Network Communications.

Technology innovation award for best local mobile application.

The New Employee Award recognizes an employee who has been employed by Catlin for one to two years. This employee is energetically engaged in their new position and provides exceptional effort in assigned role.