# Head of Legal Operations & Chief of Staff

**Company:** [Okta](https://hotfix.jobs/companies/okta)
**Location:** San Francisco, CA
**Role:** Legal
**Salary:** $238k – $327k/yr
**Experience:** 10+ years
**Skills:** Legal Operations, Chief Of Staff, Clm, E-Billing, Entity Management, Legal Technology, Artificial Intelligence, Budget Management, Vendor Negotiation, Outside Counsel Management, Workflow Automation, Legal Analytics, Google Workspace, Microsoft Office, Project Management
**Posted:** 2026-08-28

> Leads Legal Operations and serves as the Chief Legal Officer’s operational proxy, overseeing legal technology, AI adoption, budgets, vendors, analytics, and cross-functional initiatives. Requires 10+ years in legal or strategic business operations, executive partnership experience, and a bachelor’s degree.

## Job Description

## Responsibilities
- Serve as the trusted operational proxy and advisor to the Chief Legal Officer (CLO) in executive forums and key decision-making bodies.
- Align Legal Department specialties—including Commercial, IP, Privacy, Corporate, and Compliance—with business goals.
- Coordinate with chiefs of staff and leaders across company departments to align legal strategy and budgets with business objectives.
- Lead high-impact, cross-functional legal and corporate initiatives from design through execution.
- Direct and scale Legal Operations infrastructure, intake models, and workflow automation.
- Oversee the legal technology and AI roadmap, including CLM, e-billing, entity management, and practical AI tools.
- Establish legal KPIs and operational dashboards tracking performance, turnaround times, and department ROI.
- Manage outside counsel guidelines, fee negotiations, billing compliance, and alternative fee arrangements.
- Manage global Legal Department operating budgets and external legal spend with Finance and legal leadership.
- Redesign workflows between Legal and Sales, Finance, Security, and Product.
- Lead quarterly business reviews, annual planning, and resource allocation across the global Legal organization.
- Lead department programs, events, and day-to-day practices that support culture, alignment, and employee impact.

## Requirements
- 10+ years of experience in legal operations, chief of staff, or strategic legal/business operations within a high-growth technology environment.
- Experience scaling legal operations and implementing CLM, e-billing, and AI-enabled technology.
- Experience creating and improving legal department processes and managing outside counsel spend.
- Strong departmental budget management, vendor negotiation, and data-driven reporting experience.
- Ability to partner with C-suite leadership, influence cross-functional teams, and manage cross-functional teams.
- Exceptional judgment, discretion with sensitive matters, executive presence, and collaboration skills.
- Strong strategic execution, organization, problem-solving, and deadline management skills.
- Bachelor’s degree required.

## Nice-to-haves
- Juris Doctor (JD) or Master of Business Administration (MBA).
- Fluency with Google Workspace, Microsoft Office, and enterprise project management platforms.

## Compensation and Benefits
- Annual base salary: $238,000–$327,000 USD.
- Equity, where applicable, bonus, health, dental and vision insurance, 401(k), flexible spending account, and paid leave, including PTO and parental leave.

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