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Liberate builds AI agents to automate manual work across the insurance industry. The company has raised $82M, including a $50M Series B in October 2025, and operates millions of automated transactions monthly across enterprise carriers, brokers, and agencies.
As Head of Revenue Operations, you will own the entire revenue cycle end-to-end and build the GTM infrastructure that scales Liberate from early traction into a repeatable, predictable revenue engine. This is a builder's role focused on designing systems and behaviors that keep the revenue organization honest and efficient.
Key responsibilities include:
- Own the full revenue cycle: territory design, capacity planning, quota setting, forecasting, pipeline management, and compensation administration.
- Design and evolve geo and segment territory models that align coverage with opportunity as the business expands.
- Establish a single source of truth for pipeline coverage, conversion rates, velocity, win rates, ARR/NRR, CAC, and rep productivity across Sales, Marketing, and CX.
- Build pipeline hygiene as a system through rules, automations, and accountability structures that keep CRM data clean at the source.
- Administer and evolve the revenue tech stack (CRM, marketing automation, analytics, AI/automation layers) ensuring clean data flows across systems.
- Run the executive operating cadence including forecast calls, pipeline reviews, QBRs, and board-level reporting.
- Identify and implement AI-first workflows to replace manual reporting, forecasting, and analysis work.
- Partner cross-functionally with Sales, Marketing, CX, and Finance leadership to drive aligned definitions and execution.
You will report to the CRO and work directly with Sales, Marketing, and CX leadership. The role requires 10+ years in Revenue Operations, Sales Operations, or GTM Strategy, ideally in B2B SaaS, with a proven track record building operating rhythms and data infrastructure for scaling revenue organizations. You must have deep hands-on experience with the full revenue cycle, pipeline hygiene enforcement, and AI-first GTM tools. Strong analytical and storytelling skills are essential, along with comfort operating at both strategic and tactical levels.
