Director of Commissions & Insights

About the Role

We’re hiring a Director of Commissions & Insights to own one of the most critical and demanding parts of our Revenue Operations engine.

This role reports directly to the VP of Revenue Operations and leads a team of approximately 10 people, spanning insights, commercial business partnering, and commissions. It sits at the intersection of Sales, Finance, Enablement, Systems & Process, and Data.

This is not a maintenance role. It is built for someone who thrives on complexity, pace, ownership, and visibility. We are deliberately looking for a top-tier operator who wants meaningful responsibility and the chance to leave a lasting mark on how Perk scales.

You will be trusted to shape how we:

• Measure performance across a $300M+ revenue organisation
• Incentivise our sales teams through fair, scalable commission plans
• Support sales leaders with insight, discipline, and decision-quality
• Turn data into action across regions, segments, and leadership layers

What You’ll Do

Lead Commissions End-to-End

• Own the design, build, execution, and ongoing management of Perk’s commission plans across multiple sales teams and roles.
• Own territory management, target setting and quota assignment across all regions globally.
• Ensure commission plans are aligned to company strategy, sales behaviour, and unit economics.
• Own the commissions technology stack and ensure accuracy, transparency, and trust with the field.
• Partner closely with Sales, Finance, and Enablement to evolve plans as the business scales.
• Be the escalation point for complex commission questions and edge cases.

Own Revenue Insights & Reporting

• Lead a team of analysts responsible for end-to-end revenue reporting across regions, segments, functions, and leadership teams.
• Partner with the data team to provide consistent, accurate, and decision-ready reporting across Looker and downstream tools.
• Drive data-driven insights that identify performance gaps, productivity opportunities, and execution risks.
• Raise the bar on analytical quality, narrative clarity, and executive-ready communication.

Act as a Commercial Business Partner to Sales Leadership

• Embed RevOps business partners with regional leaders and VPs of Sales.
• Support strategic decision-making, forecast accuracy, sales discipline, and execution rigor.
• Act as a trusted thought partner to Sales leaders, enabling success rather than blocking progress.
• Help Sales leaders understand what’s driving performance and what to change early.

Support Capacity Planning & Revenue Modelling

• Support the development, maintenance, and execution of Perk’s revenue capacity and productivity model.
• Partner with RevOps leadership and Finance to align assumptions across headcount, ramp, coverage, efficiency, and productivity across all roles (SDR, AE and AM).
• Use the model to diagnose performance issues and guide prioritisation.

Drive Cross-Functional Execution

• Work closely with Revenue Management, Enablement, Systems & Process, and Data teams to deliver aligned outcomes.
• Support leadership reporting needs with speed, accuracy, and context.
• Lead and contribute to high-impact RevOps initiatives that improve how Perk sells and scales.

Lead, Develop, and Operate at a High Bar

• Lead a team of analysts, business partners, and commissions specialists.
• Set clear expectations around quality, ownership, and pace.
• Be an outstanding project manager, capable of running multiple complex workstreams in parallel.
• Communicate clearly and credibly with senior stakeholders across Sales, Finance, and Exec.

What We’re Looking For

Deep RevOps & Commercial Experience

• Significant experience in Revenue Operations, Sales Operations, or Commercial Strategy within B2B SaaS.
• Strong understanding of RevOps best practices at scale, ideally in businesses above $100M ARR.
• Proven ownership of commissions design and execution across multiple revenue teams.

Exceptional Analytical & Technical Skills

• Excellent analytical thinking with strong attention to detail.
• Advanced Excel / Google Sheets skills.
• Strong working knowledge of Salesforce, Looker, and modern RevOps tooling.
• Ability to turn complex data into clear insights and actions.

Sales-First, Execution-Focused Mindset

• A genuine sales-first mentality, with credibility and trust with Sales leadership.
• Comfortable balancing strategic thinking with hands-on execution.
• Bias for action, speed, and accountability.
• Ability to zoom out for strategic decisions and dive deep when execution demands it.

Leadership & Influence

• Experience leading and developing teams in fast-paced environments.
• Strong cross-functional operator who can align stakeholders without relying on hierarchy.
• Clear, confident communicator with the ability to land decisions with senior leaders.