Head of Revenue Strategy & Operations
ROLLER is seeking a highly strategic and execution-oriented Head of Revenue Strategy & Operations to join our Go-To-Market (GTM) leadership team. This role is responsible for architecting, operating, and continuously optimizing ROLLER’s GTM engine to drive efficient, predictable, and scalable bookings growth. You will partner closely with the CRO, CFO, Executive Leadership Team, and leaders across Marketing, Sales, Professional Services, Customer Success, Support, Partnerships, and Product. Acting as a primary business partner to Finance, you will ensure tight alignment between revenue strategy, financial planning, forecasting, and investment decisions. This role blends strategy, analytics, systems, and execution with direct ownership of ROLLER’s most critical cross-functional growth initiatives. You will define where and how ROLLER grows across segments, verticals, geographies, and channels, and mobilize the organization to execute.
Key responsibilities include owning and evolving ROLLER’s GTM strategy, operating model, and organizational structure. You will drive major cross-functional growth initiatives including outbound scale, integrated marketing campaigns, and new geography and vertical expansion. Serving as a core business partner to Finance, you will align GTM strategy with financial planning, budgets, and ROI. Additionally, you will own sales forecasting, pipeline inspection, scenario modeling, and forecast accuracy. Designing and optimizing sales territories, coverage models, and capacity planning are also critical aspects of this role. Leading sales compensation and incentive plan design, as well as annual and long-range GTM planning including headcount, ROI, and market prioritization, are key responsibilities. Building executive dashboards, KPIs, board materials, and QBR insights, partnering with IT to scale Salesforce and GTM systems, and driving operational efficiency, automation, and GTM operating cadence are also essential duties.
The ideal candidate will have 10–12+ years of experience in Revenue Strategy, RevOps, Strategy & Operations, FP&A, or GTM leadership roles, including prior experience in Strategy Consulting and/or Investment Banking. Proven ownership of cross-functional GTM initiatives with measurable growth impact is essential. Deep experience in sales forecasting, territory design, compensation planning, and GTM org design is required. Strong partnership experience with Finance and CFO organizations is necessary. Exceptional analytical, modeling, and executive communication skills are critical. A strong systems orientation with hands-on Salesforce and BI experience is important. Experience leading high-performing, globally distributed teams is also required.
Compensation and benefits include working on a category-leading product that customers love in a fun, high-growth industry. ROLLER offers 4 ROLLER Recharge days per year, which are well-earned days off to relax, recharge, and celebrate wins when goals are met each quarter. Employees can engage in the 'Vibe Tribe,' led by team members, to contribute to company-wide initiatives directly, including regular events and social activities, fundraising, and cause-related campaigns. A Team Member Assistance Program is available to proactively support health and wellbeing, providing access to coaching, education modules, weekly webinars, and more. ROLLER offers 16 weeks paid Parental Leave for primary carers and 4 weeks paid Parental Leave for secondary carers. Employees work with a driven, fun, and switched-on team that likes to raise the bar in all we do. An individual learning & development budget plus genuine career growth opportunities are available as the company continues to expand.
ROLLER is a global SaaS company transforming the leisure and attractions industry. Our mission is to help venues deliver smooth operations and unforgettable guest experiences through modern ticketing, POS, kiosks, memberships, and waiver solutions. We're a team of 300+ passionate, down-to-earth people across 30+ countries, building a product customers genuinely love. As we continue to scale, we're excited about what we can create together. If you're ready to contribute to meaningful work in a fast-growing environment, we'd love to hear from you.