Head of Commercial, Legal

The role

You will serve as the senior in-house legal leader overseeing all legal matters for a scaling private SaaS business. You will manage one direct report and lead commercial contracting, strategic partnerships, and compliance.

What you will do

• Own the full commercial legal strategy and operations
• Draft, negotiate, and close high volume SaaS agreements
• Structure and negotiate channel partnerships, technology alliances, and co-selling agreements
• Create contract templates, negotiation playbooks, and streamlined legal workflows
• Advise on data privacy, IP, employment law, and cross-border transactions
• Partner with finance and leadership on equity matters, board governance, M&A activity, and investor-related legal needs
• Manage and develop one direct report

Required qualifications

• 8–12 years of legal experience
• Hands-on legal leadership through scaling phases from ~$25M to $150M+ ARR in a private company environment
• Ability to manage complex, commercial contracts for strategic and upper enterprise segments and high-impact partnership deals
• Deep understanding of SaaS contracting models, data protection laws (e.g., GDPR, CCPA), and IP considerations
• Experience managing people
• Experience operating as the sole or most senior legal authority in a fast-paced environment
• J.D. from an accredited law school
• Licensed to practice in California

Nice to have

• 5+ years in-house at a high-growth B2B SaaS

Benefits

• Market-aligned base pay
• Performance incentives
• Meaningful equity ownership
• Medical, dental, and vision insurance options
• Unlimited, flexible PTO
• 10 company holidays
• Annual company-wide Winter Break
• Paid parental leave
• 401(k) plan
• Quarterly Lifestyle Spending Account
• Monthly Mobile + Internet Stipend
• Pre-tax Commuter Benefits

About the company

Observe.AI is the AI Agents platform for customer experience, designed to help organizations deliver faster, smarter, and more efficient customer service at scale.