Head of Self-Serve & Product-Led Growth (Legal AI)

TL;DR

Head of Self-Serve & Product-Led Growth (Legal AI): Own and scale self-serve / PLG revenue line end-to-end with an accent on ICP definition, strategy, experimentation, funnel optimization, and cross-functional alignment. Focus on designing GTM strategy, running rapid A/B tests and cohort analysis, and building structured playbooks and automations for repeatable growth.

Location: Must be based in the United States or Canada. Remote role, hybrid (Mondays, Wednesdays, Fridays) if within ~50 miles of San Mateo, CA or Provo, UT offices.

Compensation: $300,000 – $350,000 OTE (base + commission + equity).

Company

Fastest-growing legal AI platform for in-house legal teams, 10x revenue growth, $555M valuation after $60M Series B, serving 1,300+ companies including unicorns and public brands.

What you will do

• Own full self-serve P&L: hit quarterly/annual revenue targets for sign-ups, activation, paid conversion, and expansion.
• Design self-serve GTM strategy: ICP, onboarding funnel, pricing experiments, growth loops.
• Run rapid experimentation: A/B tests, cohort analysis, funnel optimization, growth levers like paid acquisition and SEO.
• Partner with Product on roadmap for activation features, onboarding UX, Slack bot, usage analytics.
• Collaborate with Marketing on top-of-funnel acquisition and Sales on handoff rules for enterprise expansion.
• Define metrics (conversion, activation, LTV:CAC), build playbooks, automations, and transition to scalable motion.

Requirements

• Based in US or Canada.
• Experience in AI, developer tools, or productivity SaaS.
• Background at top-tier consulting (McKinsey, BCG, Bain), PE/VC ops, or early-stage startup founder/operator.
• Experience influencing product roadmaps for self-serve activation/expansion.
• Familiarity with AI and growth technology platforms.
• Comfortable with ambiguity, high-ownership, quota-carrying in fast-paced environment.

Culture & Benefits

• High-performing team with real ownership and influence from day one.
• Guiding principles: 1% better every day, customer obsession, ship today, find a way, care deeply, own it completely.
• Competitive compensation benchmarked to market, equity for all full-time roles, exceptional benefits.
• Relentless pace, thrive in high-stakes, ambiguity, urgency, and growth.