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Senior Managing Counsel, Technology and AI (Remote)

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Posted Feb 25, 2026

Remote · US Full Time

Overview

A leading insurance and technology organization is seeking a Senior Managing Technology & AI Counsel to provide strategic legal counsel at the intersection of law, business, technology, and data. This role supports enterprise-wide initiatives in technology, privacy, and artificial intelligence within the Business Law division of the legal department.

Responsibilities

  • Provide real-time, business-focused legal advice on emerging issues related to technology, insurance regulation, privacy, artificial intelligence, and consumer protection.
  • Conduct complex legal research on laws and regulations applicable to emerging technologies and collaborate across functions to assess business impacts.
  • Perform holistic risk analyses and make strategic recommendations for risk management.
  • Participate in strategy development, action planning, and communication with business partners and legal teams.
  • Anticipate legal concerns and offer creative solutions in a dynamic business environment.
  • Navigate the regulatory environment, coordinating with technology, compliance, risk, government relations, and other legal teams.
  • Execute goals amid ambiguity and evolving legal and business landscapes.
  • Foster a culture of constructive debate and collaboration within a virtual, multi-location team.

Typical Daily Activities

  • Advising on insurance regulatory issues affecting new technology product designs or rollouts.
  • Synthesizing complex legal advice from internal and external sources to provide clear guidance to business partners.
  • Developing or improving processes for legal and compliance review of emerging technologies.
  • Leading implementation of compliance plans.

Requirements

  • Juris Doctor (J.D.) degree and active bar membership in good standing.
  • Minimum of 10 years of legal experience in a law firm or in-house legal department, focusing on technology and emerging businesses.
  • Strong expertise in insurance regulation, privacy, technology, and artificial intelligence; knowledge of intellectual property, cybersecurity, or other regulated industries is a plus.
  • Advanced experience advising technology teams.
  • Ability to manage outside counsel and legal budgets.

Key Competencies

  • Strong leadership skills including team building, collaboration, coaching, and guidance.
  • Executive presence with excellent verbal and written communication skills.
  • Experience in budget and project management.
  • Proficiency with Microsoft Office and relevant computer applications.
  • Strong analytical and problem-solving abilities.
  • Discretion and ability to maintain confidentiality.
  • Business acumen with the ability to quantify ROI, develop business cases, and contribute to risk evaluations.

Preferred Attributes

  • Comfortable advising on unsettled and evolving areas of law.
  • Skilled in building efficient legal and compliance processes.
  • Proactive in offering ideas and creative solutions.
  • Ability to balance legal and business perspectives simultaneously.

Compensation & Benefits

  • Annual salary range: $150,000 to $225,000, based on experience and qualifications.
  • Position requires successful completion of a background investigation.

Location & Travel

  • This is a remote position open to candidates located anywhere in the U.S.
  • Travel primarily to Chicago/Northbrook, IL, with occasional trips to Dallas, TX; Charlotte, NC; Scottsdale, AZ; or other locations as needed.

Supervisory Responsibilities

  • May include supervisory duties depending on organizational needs.

Skills

Artificial Intelligence (AI), Budget Management, Corporate Legal Compliance, Cybersecurity, Data Privacy Protection, Emerging Technologies, Global Privacy, Leadership, Legal Consulting, Privacy Compliance, Privacy Laws, Regulatory Compliance, Risk Analysis, Strategy Development, Team Leadership, Project Management

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