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Head of Legal Operations & Chief of Staff

Job in San Francisco, San Francisco County, California, 94199, USA
Listing for: Triwill Group
Full Time position
Listed on 2026-08-30
Job specializations:
  • Management
    Change Management
  • IT/Tech
    Change Management
Salary/Wage Range or Industry Benchmark: 238000 - 327000 USD Yearly USD 238000.00 327000.00 YEAR
Job Description & How to Apply Below

Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations to safely embrace this new era. This work requires a relentless drive to solve complex challenges with real-world stakes. We are looking for builders and owners who operate with speed and urgency and execute with excellence.

This is an opportunity to do career-defining work. We're all in on this mission. If you are too, let's talk.

Role Overview

The Head of Legal Operations & Chief of Staff is a strategic and operational leadership role serving as the operational proxy to the Chief Legal Officer (CLO) while directly leading and managing the Legal Operations function.

Reporting to the CLO, you will bridge legal practice and corporate functional areas, drive vendor and budget efficiency, lead legal technology and AI use cases, and streamline cross-functional workflows to scale Okta's global legal operations in a high-velocity environment.

The role will also serve as a key driver of company and department initiatives and culture, including through department programs, events and day to day practices. You will seek to create an environment where our employees and business partners can get more successfully completed, understand our business strategy and operations, and feel a greater sense of impact and company ownership.

Key Responsibilities

Strategic Proxy & Executive Partnership

  • CLO Advisory & Representation: Serve as trusted proxy and advisor to the CLO in executive forums and key decision-making bodies.
  • Department Alignment: Connect leadership across Legal Department specialties (Commercial, IP, Privacy, Corporate, Compliance and other teams) to ensure legal programs align directly with business goals.
  • Organizational Alignment: Connect with chiefs of staff and leadership across all company departments to ensure legal strategy and budgets align directly with business goals.
  • Special Initiatives: Lead high-impact, cross-functional legal and corporate programs from design through execution.

Legal Operations & Technology Leadership

  • Operational Strategy: Direct and scale enterprise-wide Legal Operations infrastructure, intake models, and workflow automation.
  • Legal Tech & AI

    Roadmap:

    Oversee evaluation and rollout of legal technology stacks (CLM, e-Billing, entity management) and incorporate practical AI tools into daily workflows.
  • Metrics & Analytics: Establish legal KPIs and operational dashboards to track team performance, turnaround times, and department ROI.
  • Vendor & Outside Counsel Management: Direct outside counsel guidelines, fee negotiations, billing compliance, and alternative fee arrangements.

Business Operations & Financial Stewardship

  • Budget Oversight: Manage global Legal Department operating budgets and external legal spend in partnership with Finance and the legal leadership team.
  • Process Modernization: Frictionless workflow redesign between Legal and key cross-functional partners (Sales, Finance, Security, Product).
  • Planning & Execution: Lead QBRs, annual planning, and resource allocation across the global Legal organization.
Core Qualifications
  • Experience: 10+ years in legal operations, chief of staff, or strategic legal/business operations within a high-growth tech environment.
  • Legal Operations Mastery: Proven success scaling legal operations, implementing CLM/e-Billing and AI enabled tech, creating and improving legal department processes and managing outside counsel spend.
  • Financial & Business Acumen: Strong background managing departmental budgets, vendor negotiations, and data-driven reporting.
  • Executive Presence and Management: Ability to partner effectively with C-suite leadership and influence cross-functional teams, as well as manage cross functional teams.
  • Education: Bachelor’s degree required; JD or MBA strongly preferred.
Key Competencies & Leadership Attributes
  • Executive Influence &

    Collaboration:

    Trusted advisor with exceptional judgment, discreet handling of sensitive matters, and a track record of partnering across C-suite levels to drive alignment.
  • Strategic & Operational Execution: Highly organized and…
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