Director, Revenue Systems

About OnPay OnPay is a fast-growing software company headquartered in Atlanta, offering a modern cloud-based payroll, HR, and benefits solution for small to midsize businesses. We’re currently seeking talented and curious individuals to join our team. We want to hear from you if you are interested in joining an exciting and fast-growing company! Learn more at OnPay.com We’re on a mission to combine excellent customer service with payroll expertise and superb technology — and we are scaling fast as we’ve just raised $100 million in growth funding led by Carrick Capital Partners. The Role The Director, Revenue Systems owns the architecture, performance, and evolution of OnPay’s go-to-market (GTM) technology stack, building scalable systems that power how revenue teams operate. This role will serve as a key leader within the Revenue Operations function, with the opportunity to build and scale the revenue systems team over time. You will own the systems roadmap and strategy, driving CRM architecture, integrations, data integrity, and automation while applying AI to improve efficiency, execution, and customer experience across the business. What Sets This Opportunity Apart Build in a true high-growth environment where systems, processes, and structure are still being defined, giving you the opportunity to create meaningful impact quickly. Own and shape the revenue systems roadmap by defining priorities, evaluating solutions, and leading implementation of systems that support how the business scales. Operate as a strategic partner to leadership, influencing how teams execute and how revenue scales across the business. Be an early driver of AI across the business, introducing and applying AI in practical ways to improve speed-to-lead, customer experience, and conversion across the funnel What You’ll Do Own the revenue systems roadmap and end-to-end technology stack, including HubSpot, sales engagement tools, enrichment platforms, dialers, revenue intelligence, and partner systems. Evaluate, select, and manage revenue systems vendors, ensuring alignment to business priorities and measurable impact. Design and build scalable system environments and workflows across GTM and operating teams. Lead AI implementation and workflow automation to improve speed-to-lead, conversion, and operational efficiency. Ensure data integrity and enable accurate reporting, forecasting, and performance visibility. Support end users and ensure teams have the tools, workflows, and systems needed to execute effectively. Partner with Enablement to drive training and adoption, identifying opportunities to improve performance through coaching informed by system insights. Partner with Product and Engineering to support system-connected workflows and customer experiences. What You Bring 6–10+ years in Revenue Operations, Sales Operations, or GTM Systems roles. Deep experience owning and scaling HubSpot and broader revenue technology stack, with exposure to team leadership and cross-functional project ownership. Proven track record implementing and integrating GTM tools and systems in a high-growth environment ($20M–$100M+). Experience leading or building revenue systems or operations functions, with demonstrated ability to lead and scale high-performing teams. Experience supporting multiple GTM motions (sales-led, product-led, partnerships). Experience with system connectivity (APIs, middleware), workflow automation, AI application, and data warehouse / BI environments. Why OnPay? Momentum that matters: We’re backed by over $100MM in new funding and scaling rapidly. Market-leading product: OnPay consistently ranks among the highest-rated payroll solutions, earning top marks for usability, customer satisfaction, and support. Lead engine that delivers: Our marketing and partner network drives thousands of qualified leads monthly — you’ll always have warm opportunities to close. Remote flexibility: Work from anywhere in the U.S., or join our collaborative HQ team in A