Head of Business Operations - Remote

Director of Revenue Operations

Location: Remote, USA

Syllo is defining the Litigation AI category. We are the first unified platform designed to autonomously manage the entire litigation lifecycle end-to-end. Founded in 2019 by a team of litigators and engineers, Syllo enables legal teams to securely harness the power of AI across any matter, regardless of complexity or scale. Our technology supports Fortune 500 companies and AmLaw 200 firms managing their most complex litigation portfolios. Awarded ILTA Transformative Project of the Year and ALM eDiscovery Technology of the Year for 2026, we are the market leader in enterprise-grade litigation AI. As a Senior Individual Contributor within the Sales organization, you will act as the foundational architect for our revenue infrastructure. Reporting directly to the Head of Sales , you will execute a strategic roadmap aligned with overarching business priorities while partnering closely with Central Operations to maintain shared standards, tooling, and resource allocation.

You will own revenue operations end-to-end, serving as the strategic driver behind our CRM architecture, funnel mechanics, sales tooling, commission tracking, and forecasting. Partnering closely with the Head of Sales, you will optimize this ecosystem to ensure pipeline data is highly accurate, routing is fast, and revenue forecasts are entirely defensible to the board.

Syllo is a small, ambitious team intent on transforming the litigation industry. Own the CRM: Architect and administer HubSpot. Configure objects, workflows, lead routing, and pipeline stages that accurately reflect how enterprise deals move in practice.

Build the reporting infrastructure and inspection processes that produce a revenue forecast leadership and the board can confidently rely on.

Build and maintain automated commission tracking frameworks and sales performance reporting.

Own the Sales Tool Stack: Evaluate, implement, and administer sales and marketing tooling. Ruthlessly retire what is underutilized.

Support Strategic Planning: Provide the capacity, coverage, and productivity analysis required to drive territory, quota, and headcount decisions.

Revenue Operations Ownership: Proven experience owning RevOps at a high-growth B2B SaaS company, including direct accountability for forecast accuracy.

CRM Architecture: Advanced HubSpot administration skills (Salesforce experience is a plus). You are highly comfortable building custom objects, complex automation, and routing logic yourself.

Commercial Modeling: Experience structuring commission calculations, usage-based billing logic, or comparable revenue mechanics.

A track record of transforming complex, multi-channel funnel data into highly accurate, defensible revenue forecasts.

6+ years in revenue operations, sales operations, or GTM systems at a B2B SaaS company.

• Demonstrated ownership of CRM architecture and forecasting for a complex, enterprise sales motion.
• Hands-on HubSpot administration experience (certifications are a plus).
• Bachelor's degree or equivalent practical experience.

At Syllo, we believe in taking care of our team so they can focus on building the future of legal tech.

Compensation: Competitive base salary and equity options. 160,000 to $200,000, with opportunity for bonus.

Benefits: Medical, dental, vision, and voluntary insurance options. Vacation, sick leave, and paid holidays. Access to benefit counselors and fitness class reimbursements.

Growth: Annual learning and development budget and real career growth in a fast-scaling organization.

We celebrate diversity and are committed to creating an inclusive environment for all employees. If you require accommodations during the application or interview stage, please let us know.

United States - Remote Pay Range

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