Director, Legal Operations – Compliance

Jobtailor; Washington (District of Columbia); On-site; USD 180,000 - 260,000; Full time

Job summary

Jobtailor is seeking a senior leader to own and continuously improve the legal operations and compliance infrastructure in support of company growth. The role will design, implement, and optimize processes, templates, playbooks, intake workflows, approval structures, and reporting across the business.

You will administer contract lifecycle workflows and support routine review/execution of NDAs, MSAs, fleet lease documents, amendments, and other commercial agreements.

Qualifications

• At least 10 years in legal operations, risk, or compliance.
• Significant autonomy and project leadership experience.
• Startup or high-growth environment experience preferred.
• Ability to translate legal requirements into scalable business operations.
• Experience managing entity records, board materials, compliance calendars, contract repositories.
• Strong analytical and communication skills.
• Experience solving multidisciplinary problems creatively.

Responsibilities

• Lead and continuously improve the legal operations and compliance infrastructure supporting company growth
• Design, implement, and optimize legal processes, templates, playbooks, intake workflows, approval structures, and reporting
• Administer and improve contract lifecycle management workflows
• Support routine contract review and execution for NDAs, MSAs, fleet lease documentation, amendments, notices, and related commercial agreements
• Prepare and maintain board materials, minutes, written consents, resolutions, officer and director records, subsidiary records, annual reports, state registrations, tax accounts, and governance trackers
• Maintain compliance calendars, policies, delegation of authority processes, audit-ready documentation, insurance and registration support, and operational controls
• Coordinate legal documentation and processes for vehicle leasing, financing, eVaulting, lender requirements, UCC filings, diligence, and related operational support
• Help manage outside counsel budgets
• Work closely with the General Counsel, Senior Director of Commercial Counsel, and senior leaders across Finance, People, and Fleet Operations

Skills

Project leadership

Analytical abilities

Strong communication

Autonomy

Stakeholder engagement

Tools

Legal Technology

Contract Repositories

Governance Trackers

eVaulting Systems

Data Management Tools

Job description

• Lead and continuously improve the legal operations and compliance infrastructure supporting company growth
• Design, implement, and optimize legal processes, templates, playbooks, intake workflows, approval structures, and reporting
• Administer and improve contract lifecycle management workflows
• Support routine contract review and execution for NDAs, MSAs, fleet lease documentation, amendments, notices, and related commercial agreements
• Prepare and maintain board materials, minutes, written consents, resolutions, officer and director records, subsidiary records, annual reports, state registrations, tax accounts, and governance trackers
• Maintain compliance calendars, policies, delegation of authority processes, audit-ready documentation, insurance and registration support, and operational controls
• Coordinate legal documentation and processes for vehicle leasing, financing, eVaulting, lender requirements, UCC filings, diligence, and related operational support
• Help manage outside counsel budgets
• Work closely with the General Counsel, Senior Director of Commercial Counsel, and senior leaders across Finance, People, and Fleet Operations

Requirements

• At least 10 years of experience in a legal operations, risk, and/or compliance function
• Significant autonomy and project leadership experience
• Preferably experience in a startup or high-growth environment
• Track record of building practical legal processes and improving contract and governance workflows
• Ability to translate legal requirements into clear, scalable business operations
• Experience managing entity records, board materials, compliance calendars, contract repositories, signature processes, and cross-functional trackers
• Demonstrated history of identifying structural or strategic issues and opportunities and presenting conclusions and recommendations verbally and in writing
• Strong analytical and communication skills
• Proven ability to solve multidisciplinary problems creatively
• Comfort working with legal technology and data to create actionable insights, refine processes, strengthen controls, and improve operational efficiency
• Clear communication with stakeholders across different organizational levels and functions
• Ability to thrive in hands-on, fast-moving environments and solve ambiguous problems

Core Competencies

Demonstrates extensive experience in legal operations and compliance, with a strong focus on optimizing legal processes, managing contract workflows, and maintaining governance documentation. Proven ability to translate legal requirements into scalable business operations while effectively communicating with stakeholders across various organizational levels.

Highest-signal resume keywords

• Legal Operations Management
• Contract Lifecycle Management
• Governance Documentation
• Project Leadership
• Analytical Problem Solving

ATS Optimization Keywords

Hard Skills

• Contract Review
• Compliance Calendar Management
• Entity Records Management
• Legal Process Design
• Workflow Optimization
• Data Analysis
• Operational Efficiency
• NDA and MSA Execution
• Audit-Ready Documentation
• Cross-Functional Coordination

Soft Skills

• Strong Communication
• Creative Problem Solving
• Stakeholder Engagement
• Autonomy
• Adaptability

Industry Keywords

• Compliance Infrastructure
• High-Growth Environment
• Legal Documentation
• Operational Controls
• Board Materials

Tools & Technologies

• Legal Technology
• Contract Repositories
• Governance Trackers
• E-Volting Systems
• Data Management Tools