Director, Revenue Operations & Systems

About OfficeSpace: OfficeSpace Software provides the leading AI operating system for the built world, that helps teams plan, connect, and perform in the workplace. As a performance-based, PE-backed company, we hire based on merit and a willingness to do what it takes to succeed long-term. You’re a great fit for the role if you’re entrepreneurial, passionate, motivated by building at light speed, and an Agentic AI early adopter. Our world-class teams operate in the US, Canada, and Costa Rica in a culture of trust, respect, growth, and impact. We're looking for a hands-on operations leader to own the intersection of Deal Operations and GTM Systems, translating go-to-market strategy into the processes, governance, and tooling that let the field execute efficiently. This role leads the Deal Operations team through the full order-to-contract lifecycle, including quoting, pricing, deal desk, and renewals, while directing the Systems team's stewardship of our GTM tech stack (Salesforce, Gong, Accord, DealHub and more). You'll serve as the connective tissue between Finance, Sales leadership, and the systems and operations teams that support them, owning the governance frameworks, operating rhythms, and tool access controls that keep the GTM engine running smoothly. This is a people-leadership role for someone who combines strong Salesforce and deal-ops expertise with an eye toward automation and AI-assisted workflows, ideally with experience in a PE-backed or high-growth SaaS environment. Reports to the SVP, Finance & RevOps. Remote (U.S.). Responsibilities GTM Strategy Execution Partner with Sales leadership, ELT and SLT to execute on GTM strategy and insights and translate them into operational processes the field and systems can execute against. Own the governance framework for how strategy decisions flow into systems and field processes. Ensure policies are well documented. Serve as the cross-functional bridge between Finance, Sales leadership, Deal Operations and GTM systems, ensuring alignment and clean handoffs. Partner with enablement to drive seller productivity, workflow optimization, and manager support. Own the operational handoff between deal operations and Finance's cash collections process, serving as the escalation point for deal structure or contract terms that impact billings or collections. Operations Planning Own RevOps ticket queue and ensure tickets and requests are triaged appropriately. Design and document the operating rhythms and governance processes that keep GTM Systems and Deal Ops running smoothly. Govern GTM tool access and AI credit utilization by maintaining user access controls across the tech stack, conducting regular access audits, and monitoring AI tool consumption to ensure spend stays within budget. Stay ahead of the stack by evaluating tooling, directing integrations, and championing AI-assisted workflows where they create real leverage. Oversee any contractor relationships ensuring high-quality partnership and adherence to budget. Deal Operations Oversight Oversee the Deal Operations team through the full order-to-contract process, including pricing operations, quoting and deal desk. Manage renewals end-to-end lifecycle, including owning the handoff from executed contracts to Finance for cash collections, ensuring clean data transfer, timing alignment, and resolution of any billing or collections issues that trace back to deal structure. Support the field with deal-related issues and provide managers with ad hoc operational support, such as campaign contact lists and field-facing resources. Own the governance of deal approval processes, ensuring deal structure issues are flagged and escalated appropriately. Lead close-of-period process, including confirming bookings accuracy and partnering with Finance on period-end reconciliation. Identify and drive automation opportunities across the entire order-to-cash process to reduce manual load and increase cycle speed. Systems Team Oversight Direct the Systems team lead and team in owning and evolving the GTM tech stack, including Salesforce, Gong, Accord, DealHub and other related systems as well as roadmap ownership and prioritization. Ensure the stack is integrated, healthy, and not creating friction for the field. Oversee field triage for system issues and ensure recurring issues are addressed upstream in process or configuration. Qualifications Experience and Skills 8 to 12 years in Revenue Operations, GTM Operations, or a closely related function with a track record of translating strategy into field-ready operational processes. Ability to partner with and communicate across GTM leadership, translating strategy and insights into actionable processes and system requirements. Proven people leader with a track record of developing talent and driving team performance. Experience in a PE-backed or high-growth SaaS environment. Strong Salesforce expertise to evaluate architectural decisions, identify configuration optimizations, and serve as a business partner to technical teammates, translating GTM strategy into system requirements they can execute against. Solid command of deal operations mechanics including quoting, CPQ, deal desk approval workflows, and renewal management. AI-curious mindset with awareness of where AI and automation are going in GTM and the ability to direct a technically strong team toward high-leverage automations with a drive to build toward a more automated revenue operations function. Why OfficeSpace? High-Performance Culture : At OfficeSpace, we believe in the power of accountability, focus, and drive. Our A-Player team members work together to deliver measurable, meaningful results. We recognize and reward those who push boundaries and achieve excellence. Ownership and Accountability : We trust our employees to take full ownership of their roles, providing the autonomy to innovate and the support to succeed. We seek individuals who are self-motivated and thrive in an environment where they can drive impactful outcomes. Technology-Forward : As a company invested in cutting-edge technology, we integrate AI and other advanced solutions across our platform to enhance productivity, customer experience, and process efficiency. Our team members are excited by the potential of AI and proactively explore ways it can drive our success. Growth Mindset : Continuous learning and improvement are integral to our culture. We encourage our team to embrace challenges, seek knowledge, and develop both personally and professionally. Innovation and Agility : We foster a dynamic, fast-paced environment where fresh ideas and bold solutions are celebrated. We embrace change and thrive on turning challenges into opportunities, with a team that is agile, proactive, and resilient. Collaborative, Results-Driven Environment : We value purposeful collaboration that leads to shared success and stronger results. While our team members are independent, they recognize the value of working together to drive our mission forward. Competitive Benefits and Rewards : OfficeSpace offers comprehensive and competitive benefits packages globally, designed to support our team’s health, well-being, and financial security. We invest in our people so they can excel. OfficeSpace is committed to building and promoting a diverse workforce and celebrates the unique qualities that individuals of various backgrounds and experiences offer. We are committed to basing all employment-related decisions upon valid job-related factors without regard to race, color, sex (including pregnancy, sexual orientation, and gender identity), age, religion, national origin, genetic information, military status, veteran status, physical or mental disability, or any other status protected by law.