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Salary: USD 160,000 - 200,000 / annual
Syllo is the market leader in enterprise-grade litigation AI, defining the Litigation AI category with a unified platform that autonomously manages the entire litigation lifecycle. Founded in 2019 by litigators and engineers, Syllo serves Fortune 500 companies and AmLaw 200 firms. The company has won ILTA Transformative Project of the Year and ALM eDiscovery Technology of the Year for 2026, and is backed by top-tier VCs at a clear inflection point with team headcount doubling in the last six months.
As Director of Revenue Operations, you will serve as the foundational architect for Syllo's revenue infrastructure, reporting directly to the Head of Sales. This is a hands-on, builder-first role with the long-term opportunity to scale and lead a team as the function matures. You will own revenue operations end-to-end, serving as the strategic driver behind CRM architecture, funnel mechanics, sales tooling, commission tracking, and forecasting.
Key responsibilities include: architecting and administering HubSpot with custom objects, workflows, lead routing, and pipeline stages; building reporting infrastructure and inspection processes that produce defensible revenue forecasts for leadership and the board; building and maintaining automated commission tracking frameworks and sales performance reporting; evaluating, implementing, and administering the sales and marketing tool stack; and providing capacity, coverage, and productivity analysis to drive territory, quota, and headcount decisions.
You will bring 6+ years of revenue operations or sales operations experience at a B2B SaaS company, with demonstrated ownership of CRM architecture and forecasting for complex enterprise sales motions. Advanced HubSpot administration skills are required (Salesforce experience is a plus). You have experience structuring commission calculations and usage-based billing logic, a track record of transforming multi-channel funnel data into accurate forecasts, and the ability to operate highly effectively without a team while prioritizing ruthlessly. Bachelor's degree or equivalent practical experience required.
