Director of Commissions & Insights (Revenue Operations)

📋 Description

• • Perk is seeking a highly motivated and experienced Director of Commissions & Insights to spearhead a critical function within our Revenue Operations (RevOps) engine. This pivotal role is designed for an individual who thrives in complex, fast-paced environments, embraces ownership, and seeks significant visibility and impact. Reporting directly to the VP of Revenue Operations, you will lead a dynamic team of approximately 10 professionals, encompassing insights, commercial business partnering, and commissions management. This position sits at the crucial intersection of Sales, Finance, Enablement, Systems & Process, and Data, making it instrumental in driving the company's growth and operational efficiency.
• • This is not a passive or maintenance-focused role; it is an opportunity to actively shape and redefine how Perk measures performance, incentivizes its sales force, and leverages data for strategic decision-making. You will be entrusted with the responsibility of transforming our approach to revenue operations, leaving a lasting mark on how Perk scales effectively. Your leadership will directly influence how we measure performance across a revenue organization exceeding $300 million, how we design and implement fair and scalable commission plans to motivate our sales teams, how we empower sales leaders with actionable insights and disciplined execution, and how we translate raw data into strategic actions across all regions, segments, and leadership tiers.
• • **Lead Commissions End-to-End:** You will take full ownership of the entire lifecycle of Perk’s commission plans. This includes the strategic design, meticulous build, flawless execution, and ongoing management of these plans across diverse sales teams and roles. A key aspect of this responsibility is owning territory management, target setting, and quota assignment for all global regions, ensuring alignment with overall company strategy, desired sales behaviors, and sound unit economics. You will also be responsible for the commissions technology stack, ensuring its accuracy, transparency, and fostering complete trust with our field teams. Close collaboration with Sales, Finance, and Enablement departments will be essential to adapt and evolve these plans as the business continues its rapid scaling. Furthermore, you will serve as the primary escalation point for all complex commission-related inquiries and unique edge cases, demonstrating deep expertise and problem-solving capabilities.
• • **Own Revenue Insights & Reporting:** You will lead a dedicated team of analysts responsible for comprehensive, end-to-end revenue reporting. This includes providing consistent, accurate, and decision-ready insights across various dimensions such as regions, segments, functions, and leadership levels. You will partner closely with the central data team to ensure seamless integration and delivery of reporting through tools like Looker and other downstream systems. A significant part of your role will be to drive data-driven insights that proactively identify performance gaps, uncover opportunities for productivity enhancement, and highlight potential execution risks. Your mandate will be to continuously raise the bar on analytical quality, ensure clarity in data narratives, and deliver executive-ready communications that inform strategic decisions.
• • **Act as a Commercial Business Partner to Sales Leadership:** You will embed RevOps business partners directly with regional leaders and Vice Presidents of Sales. In this capacity, you will provide critical support for strategic decision-making, enhance forecast accuracy, foster sales discipline, and drive execution rigor. You will serve as a trusted thought partner to Sales leaders, focusing on enabling their success rather than acting as a gatekeeper. Your insights will help Sales leaders understand the key drivers of performance and guide them on necessary adjustments early in the sales cycle.
• • **Support Capacity Planning & Revenue Modelling:** You will play a key role in supporting the development, maintenance, and execution of Perk’s revenue capacity and productivity model. This involves close partnership with RevOps leadership and the Finance department to ensure alignment on critical assumptions related to headcount, ramp times, sales coverage, efficiency, and overall productivity across all revenue-generating roles, including Sales Development Representatives (SDRs), Account Executives (AEs), and Account Managers (AMs). The insights derived from this model will be crucial for diagnosing performance issues and guiding strategic prioritization.
• • **Drive Cross-Functional Execution:** Collaboration is key. You will work closely with the Revenue Management, Enablement, Systems & Process, and Data teams to achieve aligned outcomes and drive impactful initiatives. You will support leadership reporting needs with speed, accuracy, and essential context. Furthermore, you will lead and contribute to high-impact RevOps projects designed to enhance how Perk sells and scales its operations.
• • **Lead, Develop, and Operate at a High Bar:** You will be responsible for leading, mentoring, and developing a team of talented analysts, business partners, and commissions specialists. Setting clear expectations around quality, ownership, and pace will be paramount. You must possess outstanding project management skills, with the ability to manage multiple complex workstreams concurrently. Effective, clear, and credible communication with senior stakeholders across Sales, Finance, and the Executive team is essential for success in this role.