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Berkley

VP, AI Security

Wilmington, DE, United States

Apply on careers-berkley.icims.com About employer

Applications open in a new tab.

Job details

Apply by: Nov 13, 2027
Posting language: English
Posted: Nov 13, 2026

Original job description

Company Details

Company URL: https://www.berkleytechnologyservices.com/

Berkley Technology Services (BTS) is a dynamic company committed to providing world class IT services. We offer a unique culture, enabling our team members to be on the cutting edge of technology while delivering high quality solutions. We are looking for outstanding individuals who will bring unique perspectives, insight and innovation to our teams. BTS, a member company of W. R. Berkley Corporation, has facilities located in Des Moines, Iowa and Wilmington, Delaware.

Our functions include working with various third parties to develop, integrate, and support insurance systems of WRBC's operating units. BTS strives to provide these functions in a holistic manner including helpdesk support, system connectivity, and operational support. Additional responsibilities include coordinating communications regarding best practices in the use of our supported systems and researching new technology. At BTS, there are opportunities associated with being a part of an established and empowering corporation while maintaining a positive personal working environment.

Additionally, we provide a competitive compensation and benefits package including a casual dress code. BTS is constantly growing and expanding to meet the changing demands of one of the most successful insurance organizations in the world. Visit us at berkley-bts.com to learn more information.

The Company is an equal employment opportunity employer.

Responsibilities

The Vice President, AI Security & Automation Enablement leads the Information Security capability responsible for secure artificial intelligence adoption, AI security, and reusable automation across W. R. Berkley Corporation. The role sets strategy, establishes priorities and investment plans, leads people and partners, and remains accountable for measurable security and business outcomes.

This executive builds organizational capability rather than serving as the primary developer. The VP translates emerging AI risk and opportunity into a governed portfolio, equips existing security teams to adopt AI and automation safely, and ensures that architecture, engineering, governance, operations, and business stakeholders have clear standards, reusable patterns, and accountable decision paths.

Primary Responsibilities

Strategy, Portfolio and Investment Leadership
Define and maintain the multi-year AI security and automation strategy, roadmap, operating model, and investment priorities for Information Security.
Convert enterprise objectives and emerging risks into a prioritized portfolio with clear owners, funding needs, delivery milestones, operational acceptance criteria, and measurable outcomes.
Advise the CISO and senior technology leadership on AI-related risk, capability gaps, investment tradeoffs, tool overlap, and opportunities to improve security delivery.
People Leadership and Organizational Capability
Lead and develop a multidisciplinary team spanning AI security, automation, architecture, engineering, security data, and related enablement capabilities.
Establish clear accountability, role expectations, talent plans, succession coverage, performance objectives, and sustainable delivery practices.
Build a force-multiplier model that enables existing Information Security teams to use approved AI and automation rather than creating a centralized team that becomes the sole builder for every use case.
AI Security Governance and Enterprise Partnership
Represent Information Security in enterprise AI governance and provide accountable security recommendations for AI use cases, platforms, vendors, and material changes.
Align AI review activities with existing architecture, third-party risk, legal, procurement, privacy, and Building Permit processes to reduce duplication while preserving required oversight.
Define escalation criteria for high-risk, restricted-data, autonomous, externally hosted, or materially changed AI use cases.
Secure AI Adoption and Control Framework
Establish and govern security standards, reference architectures, and control patterns for generative AI, machine learning, AI agents, model and data pipelines, and AI-enabled applications.
Ensure appropriate controls for identity, access, data protection, secrets, logging, monitoring, human oversight, output validation, change control, resilience, and incident response.
Maintain a risk-based approach that enables approved experimentation and production use while identifying and reducing unmanaged or unsanctioned AI use.
AI and Automation Delivery Enablement
Oversee delivery of reusable capabilities such as governed AI experimentation environments, security workflow automation, evidence generation, control validation, AI-assisted analysis, and security data integrations.
Set technical direction and challenge designs while assigning detailed architecture, prototyping, coding, integration, testing, and operational runbook development to qualified team members and partners.
Require production readiness, support ownership, measurable adoption, quality controls, rollback capability, and acceptance criteria before automated capabilities are operationalized.
Visibility, Measurement and Risk Reduction
Establish reliable visibility into AI systems, AI usage, agents, integrations, and material data flows within the scope of Information Security oversight.
Define executive and operational measures for control coverage, review cycle time, automation reliability, adoption, realized capacity, risk reduction, and exceptions.
Use trusted data to identify gaps, prioritize remediation, and demonstrate whether investments are producing the intended outcomes.
Vendor, Partner and Financial Management
Lead evaluation of AI security and automation vendors, strategic partners, and professional services based on risk, capability, interoperability, supportability, cost, and measurable value.
Own portfolio-level commercial and sourcing recommendations, including build-versus-buy decisions, statements of work, acceptance of partner deliverables, and avoidance of unnecessary tool overlap.
Manage the approved budget and communicate material cost, schedule, delivery, and residual-risk decisions to executive stakeholders.
External and Industry Leadership
Maintain current knowledge of AI security threats, regulatory expectations, industry standards, and relevant technology developments.
Represent WRBC in selected industry, peer, and strategic-vendor forums and translate external developments into practical internal action.
Provide clear executive and board-ready communications on AI security posture, priorities, decisions, and progress.

Decision Authority and Accountability

Accountable for the AI security and automation enablement strategy, portfolio priorities, organizational capability, resource recommendations, and delivery outcomes within the assigned scope.
Approves technical standards, patterns, and acceptance criteria within delegated authority and escalates policy exceptions, material residual risk, and enterprise-level investment decisions through established governance.
Retains human accountability for risk decisions, production access, material changes, vendor commitments, and executive representations. AI and automation may support analysis and execution but do not replace accountable leadership judgment.

Qualifications

Required Qualifications

10 or more years of progressive experience across information security, technology, architecture, engineering, automation, data, or related disciplines, including significant leadership responsibility.
Demonstrated success setting strategy, building teams, managing a portfolio, and delivering cross-functional technology or security capabilities in a complex enterprise.
Strong working knowledge of AI and automation risks and controls, including data protection, identity and access, model and application security, agent authority, monitoring, human oversight, and operational resilience.
Ability to evaluate technical designs and make difficult tradeoffs without becoming the primary hands-on developer for the function.
Experience leading vendors and service partners, developing investment recommendations, and communicating with executive and business stakeholders.
Excellent written and verbal communication skills, including the ability to explain complex risk and technology decisions in plain language.

Preferred Qualifications

Leadership experience in insurance, financial services, or another regulated enterprise.
Experience with cloud platforms, enterprise security architecture, AI development platforms, workflow automation, security data and analytics, and modern software delivery practices.
Familiarity with recognized cybersecurity, AI risk, and AI management frameworks and with regulatory expectations relevant to WRBC.
Relevant security, architecture, cloud, risk, or AI credentials. Equivalent demonstrated experience should be considered.

Leadership Competencies

Enterprise strategy and prioritization
People leadership and talent development
Technical judgment and intellectual curiosity
Executive communication and influence
Financial and vendor stewardship
Cross-functional collaboration
Outcome ownership and operational discipline

Additional Company Details The Company is an equal employment opportunity employer. Sponsorship Details Sponsorship not Offered for this Role

Apply on careers-berkley.icims.com About employer

More about this job

Skills

Cybersecurity
Leadership
Data protection
Incident response
Workflow
Financial management
Security threats
Communication skills
Prioritization
Collaboration

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Work requirements

Jobs in the United States