Director of Revenue Operations managing GTM systems for the FinTech company DealRoom. Leading operational strategies and ensuring scalable revenue processes and data alignment.
Responsibilities
Architect and own end-to-end GTM systems that support growth, new motions, and organizational change. Including designing workflows, lifecycle stages, ownership rules, and data constructs that translate GTM strategy into execution
Own Lead-to-Revenue (L2R) process definition in close collaboration with Revenue and Marketing leadership, ensuring shared understanding, accountability, and consistency.
Define and implement data standards across the GTM stack, with a strong focus on pipeline visibility and forecast accuracy
Build and maintain reliable reporting that enables leadership to understand performance, risk, and opportunity with confidence
Serve as the hands-on and strategic owner of HubSpot, ensuring the CRM supports clean lifecycle management, automation, reporting, and forecasting across the full funnel
Partner with GTM leaders to enable teams on systems and processes, driving adoption, correct usage, and accountability
Design and operationalize AI-enabled RevOps workflows where appropriate to improve efficiency, prioritization, and decision-making across signals, routing, enrichment, outbound, and forecasting support
Continuously evaluate and evolve systems, processes, and data to ensure they remain scalable, reliable, and aligned with how DealRoom goes to market
Requirements
An operations professional with 8+ years of relevant experience in sales/rev/business operations with a solid grasp of SaaS business models.
A systems-minded operator who enjoys designing GTM infrastructure that holds up as a company scales
A strong cross-functional partner who works easily with Marketing, Sales, Customer Success, and leadership and knows how to drive alignment without creating friction
Deeply experienced in HubSpot, both as a hands-on user and from a strategic systems perspective
Comfortable owning complex, ambiguous problems and turning them into clear, documented, and repeatable processes
Data-driven and detail-oriented, with high standards for accuracy, consistency, and reliability
Curious and practical about AI, with good judgment around where automation creates leverage and where it creates noise *(experience with Clay is a plus)*
Enablement-oriented by nature, you care not just about building systems, but about making sure teams actually use them correctly
Direct, clear, and thoughtful in your communication style, with the ability to explain the “why” behind decisions and changes
Comfortable operating in a fast-moving, scaling SaaS environment where priorities evolve and clarity matters.
Required Certifications before Start Date:
- HubSpot Revenue Operations Certification
- HubSpot Marketing Hub Certification
- HubSpot Sales Hub Certification
- Hubspot Reporting Certification
Benefits
Generous equity options
100% individual / 60% family insurance coverage
Competitive benefits including 401(k)+matching, Healthcare, Dental, and Vision plans
$500 Annual AI Stipend
Learning and Development Support
Boston-based hybrid model (T-T In Office / M & F WFH)
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