Head of Legal Operations & Chief of Staff

Location: San Francisco, California; hybrid work arrangement

Annual base salary: $238,000–$327,000 USD for candidates in the San Francisco Bay Area, plus potential equity, bonus, and benefits.

Company

Okta provides trusted identity and security infrastructure for organizations and AI systems.

What you will do

• Act as a strategic proxy and advisor to the Chief Legal Officer in executive forums and key decision-making bodies.
• Lead and scale enterprise-wide Legal Operations, including intake models, workflow automation, and process modernization.
• Oversee legal technology initiatives involving CLM, e-billing, entity management, and practical AI tools.
• Establish legal KPIs, operational dashboards, and data-driven reporting on performance, turnaround times, and return on investment.
• Manage legal budgets, external legal spend, vendors, outside counsel guidelines, fee negotiations, and alternative fee arrangements.
• Lead cross-functional legal and corporate programs, quarterly business reviews, annual planning, and resource allocation.

Requirements

• 10+ years of experience in legal operations, chief of staff, or strategic legal/business operations in a high-growth technology environment.
• Demonstrated success implementing CLM, e-billing, AI-enabled technology, legal department processes, and outside counsel spend management.
• Strong experience managing departmental budgets, vendor negotiations, and data-driven reporting.
• Experience partnering with C-suite leadership, managing cross-functional teams, and influencing matrixed organizations.
• Bachelor’s degree required; JD or MBA strongly preferred.
• Proficiency with Google Workspace, Microsoft Office, and enterprise project management platforms.

Culture & Benefits

• Immersive in-person onboarding designed to accelerate impact and build connections from the first day.
• Health, dental, and vision insurance.
• 401(k) and flexible spending account.
• Paid leave, including PTO and parental leave.
• Equity and bonus opportunities may be available in addition to base salary.
• Access to a global community spanning more than 20 offices worldwide.