Head of RevOps

🏢 Liberate · 📍 Berkeley, California 💰 $200,000 - $220,000 / yr
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Position Summary & Responsibilities

About Liberate

Liberate builds AI agents to automate manual work for the $2.7 trillion insurance industry. We started with voice — the hardest and most valuable channel in insurance — and are now expanding into full workflow automation across sales, servicing, and claims. Our long-term vision is to build reasoning agents capable of handling the entire spectrum of insurance carrier and broker operations. We've raised $82M to date, including a $50M Series B in October 2025, backed by top-tier venture firms.

Today our agents run millions of automated transactions a month across enterprise carriers, brokers, and agencies, resolving calls, emails, and SMS end-to-end and writing back to the core systems of record. We're insurance people building AI, and that operator DNA is why customers trust us with their highest-volume operations.

About the Role

As Liberate scales from early traction into a repeatable, predictable revenue engine, we're looking for a Head of Revenue Operations to build and run the GTM plumbing underneath it. You'll own the entire revenue cycle end-to-end — territory design, pipeline hygiene, forecasting, metrics and KPIs, and the systems and behaviors that keep the whole engine honest.

This is a builder's role, not a caretaker's. You'll design the geo and segment territory model, define the metrics that tell leadership the truth about the business, and put real teeth behind data hygiene — building the rules, automations, and accountability structures that keep the CRM clean at the source rather than inspecting it after the fact. You'll report to the CRO and work directly with Sales, Marketing, and CX leadership.

What You'll Do

  • Own the revenue cycle end-to-end. Territory design, capacity planning, quota setting, forecasting, pipeline management, and comp administration — you're accountable for the full motion from pipeline creation through renewal and expansion.
  • Build and maintain geo and segment territories. Design territory and account-scoring models that align coverage with opportunity, and evolve them as the business grows into new geos and segments.
  • Define and own the metrics that run the business. Establish a single source of truth for pipeline coverage, conversion by stage, velocity, win rate, ARR/NRR, CAC, and rep productivity — with consistent definitions
🎯 Candidate Preparation Guide For Liberate Applicants

Key Role Competencies & Evaluation Highlights

Key Role Focus:

Evaluating deep empathy, mission alignment, and the clinical or technical rigor needed to scale digital health and mental wellness interventions safely.

📋 Preparation Priorities (Key Areas to Clarify):
  • 1. Treating users as mere metrics or conversion funnels without regard for clinical impact.
  • 2. Dismissive attitude toward clinical guardrails, ethics, or patient safety frameworks.
  • 3. Inability to maintain emotional intelligence and professionalism under high-stress scenarios.
✨ Recommended Role Alignment Hook:

I bridge the gap between compassionate, human-centric care delivery and scalable, data-driven digital infrastructure.

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