Head of Self-Serve & Product-Led Growth
GC AI
Product, Sales & Business Development
United States · Canada · San Mateo, CA, USA · Remote
USD 150k-250k / year + Equity
Posted on Jan 13, 2026
Head of Self-Serve & Product-Led Growth
San Mateo • Remote (Canada) • Remote (USA)
Sales
Remote • Remote
Full-time
GC AI is the fastest-growing and most trusted legal AI platform for in-house legal teams. We help lawyers draft, review, and analyze with precision and confidence. More than 1,000 companies use GC AI to move faster and work smarter across their legal teams, including 50+ public companies, 25+ unicorns, and brands such as News Corp, Miro, Snyk, Skims, Liquid Death, Vercel, Zscaler, and TIME Inc.
We’ve 10x'd revenue in 12 months, raised a $60 million Series B ($555 million valuation), and are growing faster than ever. We are backed by incredible investors, including Scale Venture Partners, Northzone, Sound Ventures, and Guillermo Rauch, CEO of Vercel. Join us to shape the future of legal work!
About The Role
We are hiring our first Head of Self-Serve & Product-Led Growth to own and scale our self-serve / PLG revenue line. This is a high-ownership, quota-carrying role where you will grow the self-serve motion end-to-end. You will be responsible for ICP definition, strategy, experimentation, funnel optimization, cross-functional alignment, and execution. You will report to the CRO and work as a peer/partner with Product, Marketing, and Sales.
This is a large portion of current revenue, and we expect it will continue to be an area for high-growth and lead gen for future expansions. You must be comfortable with ambiguity, self-directed, creative in problem-solving, yet disciplined in creating repeatable structure as the motion matures. Ideal candidates have built or scaled self-serve/PLG motions before or have operated in fast-moving, high-stakes environments (startup, top-tier consulting, PE/VC portfolio ops)
What You'll Do
- Own the full self-serve P&L: carry and hit quarterly/annual revenue targets across sign-ups, activation, paid conversion, and expansion revenue.
- Design the self-serve GTM strategy: ideal user profile, onboarding funnel, friction removal, pricing/packaging experiments, and growth loops.
- Run rapid experimentation: own A/B tests, cohort analysis, funnel optimization, and growth levers (paid acquisition, SEO/content, referral programs, Slack/Discord integrations).
- Cross-functional execution, partner with:
- Partner daily with Product to influence roadmap (features that drive activation/expansion, self-serve onboarding UX, Slack bot, usage analytics).
- Collaborate with Marketing to drive top-of-funnel acquisition (paid, organic, content, webinars/classes) and optimize handoff to self-serve.
- Align with Sales on “healthy friction” rules (when to route to sales vs. keep self-serve) and use self-serve as a top-of-funnel engine for enterprise land-and-expand.
- Define success metrics (conversion rates, activation, expansion revenue, churn, LTV:CAC) and own weekly/monthly performance against goal.
- Build structured playbooks, conversion funnels, and automation (email, in-app messaging, onboarding sequences) that scale efficiently.
- Build Automations Transition from founder-led/scrappy execution → repeatable, semi-automated motion.
What You’ve Done
- Experience in AI, developer tools, or productivity SaaS.
- Background at top-tier consulting firm (McKinsey, BCG, Bain), PE/VC ops team, or early-stage startup founder/operator.
- Experience influencing product roadmaps for self-serve activation/expansion.
- Familiarity with AI and growth technology platforms
Compensation
GC AI's compensation package includes a competitive base salary and commission benchmarked against real-time market data, as well as equity for all full-time roles. We also offer exceptional benefits. Our US-based compensation range for this role is: $150,000 – $250,000 OTE. Final offers may vary from the amount listed based on geography, candidate experience and expertise, and other factors.
GC AI is an equal opportunity employer that supports workplace diversity and does not discriminate on the basis of race, color, religion, gender identity/expression, national origin, age, military service eligibility, veteran status, sexual orientation, marital status, physical or mental disability, or any other protected class. GC AI is committed to working with and providing reasonable accommodation to applicants with physical and mental disabilities. #LI-GCAI
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Req ID: R51