[Remote] Head of Revenue Strategy & Operations

Note: The job is a remote job and is open to candidates in USA. ROLLER is a global software-as-a-service company focused on the leisure and attractions industry, seeking a Head of Revenue Strategy & Operations to join their Go-To-Market leadership team. This role is responsible for architecting and optimizing ROLLER's Go-To-Market engine to drive scalable bookings growth and ensure alignment between revenue strategy and financial planning.

Responsibilities

• Own and evolve ROLLER's GTM strategy, operating model, and organizational structure
• Drive major cross-functional growth initiatives including outbound scale, integrated marketing campaigns, and new geography and vertical expansion
• Serve as a core business partner to Finance, aligning GTM strategy with financial planning, budgets, and ROI
• Own sales forecasting, pipeline inspection, scenario modeling, and forecast accuracy
• Design and optimize sales territories, coverage models, and capacity planning
• Lead sales compensation and incentive plan design
• Lead annual and long-range GTM planning including headcount, ROI, and market prioritization
• Build executive dashboards, KPIs, board materials, and QBR insights
• Partner with IT to scale Salesforce and GTM systems
• Drive operational efficiency, automation, and GTM operating cadence

Skills

• 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
• Deep experience in sales forecasting, territory design, compensation planning, and GTM org design
• Strong partnership experience with Finance and CFO organizations
• Exceptional analytical, modeling, and executive communication skills
• Strong systems orientation with hands-on Salesforce and BI experience
• Experience leading high-performing, globally distributed teams

Benefits

• You'll get to work on a category-leading product that customers love in a fun, high-growth industry! Check our Capterra and G2 reviews.
• Engage in our 'Vibe Tribe' - led by our team members; you can contribute to company-wide initiatives directly. Regular events and social activities, fundraising & cause-related campaigns...you name it. We're willing to make it happen!
• Team Member Assistance Program to proactively support our team's health and wellbeing - access to coaching, education modules, weekly webinars, and more.
• 16 weeks paid Parental Leave for primary carers and 4 weeks paid Parental Leave for secondary carers.
• Work with a driven, fun, and switched-on team that likes to raise the bar in all we do!
• Individual learning & development budget plus genuine career growth opportunities as we continue to expand!

Company Overview