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W.R. Berkley

Commercial insurance underwriting, reinsurance, and investments

Vice President, AI Security & Automation Enablement

CybersecurityPosted on Nov 13
Full-timeWilmington, DE, USANo salary listedIn-person

About the Job

Requirements

  • At least 10 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.
  • Ability to explain complex risk and technology decisions in plain language, in writing and verbally.

Responsibilities

  • 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.
  • 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.
  • 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.
  • 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.
  • 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.
  • Establish reliable visibility into AI systems, AI usage, agents, integrations, and material data flows within Information Security's oversight scope.
  • 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 intended outcomes.
  • 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.
  • Maintain current knowledge of AI security threats, regulatory expectations, industry standards, and relevant technology developments.
  • Represent W. R. Berkley Corporation 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.
  • Remain accountable for AI security and automation enablement strategy, portfolio priorities, organizational capability, resource recommendations, and delivery outcomes within the assigned scope.
  • Approve technical standards, patterns, and acceptance criteria within delegated authority, and escalate policy exceptions, material residual risk, and enterprise-level investment decisions through established governance.
  • Retain 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.

Desired 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 W. R. Berkley Corporation.
  • Relevant security, architecture, cloud, risk, or AI credentials; equivalent demonstrated experience should be considered.

About the Company

W.R. Berkley

Commercial insurance underwriting, reinsurance, and investments

W. R. Berkley Corporation underwrites commercial property and casualty insurance and provides reinsurance globally. It operates two segments: Insurance, with 53 units worldwide and lines such as excess and surplus, commercial auto, and workers’ compensation; and Reinsurance & Monoline Excess, offering reinsurance and excess coverage to other insurers and self-insured entities. It earns money from premiums and from its investment portfolio. The company differentiates itself with a broad multinational underwriting platform and a dual focus on underwriting profitability and investment management, serving clients from small businesses to large corporations across many industries. Its goal is to deliver risk transfer and financial protection to customers while generating steady underwriting results and investment returns for shareholders.

Company size
Not listed
Company stage
IPO
Headquarters
Greenwich, CT
Founded
1967

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