VP, Office of the General Counsel

Enstar Group

3h•$135,000 - $175,000•Remote

About The Position

Serve as a core partner to the General Counsel in driving the operational execution of the Legal function. This role acts as the central point of coordination across Legal, ensuring alignment, visibility, and disciplined execution of the General Counsel’s priorities. The role brings together Legal stakeholders, processes, and reporting to enable a more coordinated, scalable, and effective Legal function.

Requirements

5-10+ years of experience in Legal Operations, Chief of Staff, or similar operational leadership roles
Experience working closely with a General Counsel or senior leadership team
Experience managing legal spend, vendors, and outside counsel relationships
Experience implementing process improvements, technology solutions, or operational initiatives
Experience operating in a complex, transaction-driven, multi-stakeholder environment
Legal operations, including budgeting, vendor management, and service delivery models
Legal technology tools (eBilling, workflow, and reporting systems)
Development of reporting frameworks, including KPIs and dashboards
Process design and workflow optimization in a Legal or professional services environment
Governance and risk considerations within a Legal function (excluding board administration)
Demonstrated executive presence and ability to influence senior legal leaders and business stakeholders
Strong organizational and project management skills across complex, multi-stakeholder environments
Ability to operate as a trusted advisor to the General Counsel and senior Legal leadership
Strong communication and reporting skills, including preparation of executive-level materials
Ability to translate priorities into actionable plans and track delivery
High level of accountability, attention to detail, and follow-through
Ability to build alignment and influence stakeholders without direct authority

Responsibilities

Coordinate activity across Legal towers (M&A, Corporate, Governance, Litigation, Compliance) to ensure alignment, communication, and timely delivery
Partner with the General Counsel and Legal leadership team to drive execution of Legal department priorities
Establish and enforce execution standards, timelines, and service level expectations across Legal towers, with clear escalation mechanisms when deliverables are at risk
Lead Legal’s operational planning, including budgeting, resource allocation, and prioritization in partnership with Finance, the FP&A and HR teams
Oversee the process for outside counsel relationship management, vendor management, and legal department spend tracking / cost centre management
Oversee and facilitate LegalOps contributions to legal reporting, including KPIs, dashboards, and executive updates
Prepare materials and reporting to support decision-making and stakeholder communication
Develop the strategy for Legal technology tools in collaboration with the GC Office
Identify operational gaps and implement process improvements to enhance efficiency and scalability
Work with the GC Office to agree Legal’s operating model, and oversee or work with the team responsible for implementing the intake processes, workflow coordination, and role clarity
Manage internal Legal communications to ensure visibility of priorities and progress
Support organizational planning, including capacity assessment, role definition, and team development
Identify and oversee the team implementing practical AI and automation use cases to improve efficiency, consistency, and team capacity
Drive adoption of AI tools and workflow automation in day-to-day Legal processes
Liaise with the General Counsel’s executive assistant on matters of relevance

Benefits

Medical, Dental, and Vision healthcare for single and family coverage
Virtual 24/7 urgent care with board-certified doctors and pediatricians
Health Savings Account (HSA) or Flexible Spending Account (FSA)
Dependent Care FSA to cover daycare expenses
Employee Assistance Programs (EAP) for health and well-being
Optional Pet & Home/Auto Insurance
Wellness Reimbursement program (up to $600 annual reimbursement for wellness-related expenses, i.e., gym memberships, massage, etc.)
401K retirement plan (company matches up to 6% of employee contribution)
One paid annual volunteer day
Professional Qualifications and Study Support
Training, Conferences & Seminars
Digital Learning Hub (LinkedIn Learning)