AI & Tech Compliance Leader with Risk Oversight

Enstar Group; New York, Northern (NY, KY); Hybrid; USD 142,000 - 165,000; Full time

Benefits offered by this job

Medical

Dental

Vision

Wellness Reimbursement

401K

Job summary

Enstar is seeking a Head of AI, Digital and Technology Compliance to lead second-line oversight of AI and technology regulatory risk across the Group. Drive governance, policy, and responsible AI practices while ensuring safe innovation and regulatory alignment.

The role requires engagement with senior governance forums, cross-functional collaboration, and global mobility with a hybrid work model. Expect interaction with regulators and executives while advancing enterprise risk controls.

Responsibilities

• AI Governance & Oversight
• Provide independent review and challenge of AI use cases and technology initiatives prior to implementation.
• Oversee AI governance frameworks, policies, and approval processes across the Group.
• Ensure responsible AI principles and data governance requirements are embedded in business decision-making.
• Monitor global AI, digital, and technology regulatory developments and assess business impact.
• Lead impact assessments, gap analysis, and implementation guidance for new regulations.
• Support the rollout and communication of regulatory changes across the Group.
• Lead compliance risk assessments across AI, digital transformation, and emerging technologies
• Ensure technology-related risks are captured within the Group’s governance, risk, and compliance framework.
• Develop and oversee monitoring programs to assess compliance, controls, and employee usage of AI technologies
• Provide oversight and challenge across key enterprise platforms (e.g., Microsoft 365, Copilot, Azure, Purview)
• Assess data access, security permissions, information retention, governance controls, and third-party integrations.

Job description

Enstar is seeking a Head of AI, Digital and Technology Compliance to lead second-line oversight of AI and technology regulatory risk across the Group. Drive governance, policy, and responsible AI practices while ensuring safe innovation and regulatory alignment.

The role requires engagement with senior governance forums, cross-functional collaboration, and global mobility with a hybrid work model. Expect interaction with regulators and executives while advancing enterprise risk controls.