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Company Description

ApprovalMax is redefining how finance teams manage the Money Out cycle — from purchase orders and supplier bills to employee expense management. Trusted by 18,000+ businesses worldwide, our platform empowers companies to automate financial controls, ensure compliance, and scale efficiently. At the end of 2024, ApprovalMax secured a £10 million growth investment from Yttrium, a leading European technology investor. This funding marks the beginning of a new chapter in our journey — scaling our category leadership in Money Out automation, expanding enterprise capabilities, and accelerating product innovation. The Role

We are looking for a strategic and execution-oriented Head of Revenue Operations to partner directly with our Chief Revenue Officer and lead the next phase of our revenue engine evolution. This is not a back-office reporting role. This is the architect of predictable growth. You will own the operating cadence, systems, data integrity, forecasting infrastructure, territory and capacity modeling, compensation design, and performance analytics that power Sales, Marketing, and Customer Success. You will manage and develop a high‑performing RevOps team of four and ensure we have the processes and insights required to scale efficiently. If you thrive at the intersection of strategy, analytics, systems, and execution—and you know how to turn ambiguity into operational clarity we’d love to meet you. Responsibilities

Revenue Strategy & Planning





Partner with the CRO on annual and quarterly revenue planning Build bottoms‑up revenue models aligned to growth targets Own forecasting methodology and accuracy improvement Translate board‑level targets into executable operational plans Own our Digital Sales and CS motions and performance Own and evolve our attribution model Forecasting & Performance Management

Design and run weekly forecasting cadence Implement clear pipeline inspection frameworks Define KPIs across Sales, Marketing, and Customer Success Drive visibility into leading indicators (pipeline coverage, win rates, sales cycle, expansion signals) Identify revenue risks early and propose corrective actions Review and flag ICP drift Track and report on Acquisition Channel efficiency Systems & Infrastructure

Own the revenue tech stack (HubSpot CRM, Attention, CloudTalk, Unify, etc.) Ensure clean data architecture and reporting reliability Lead systems optimization and automation initiatives Evaluate and implement new tools as needed Improve rep productivity through workflow optimization Work closely with our Data & Analytics teams to ensure alignment and data cleanliness Compensation & Incentives

Design and administer scalable compensation plans Model plan effectiveness and quota attainability Ensure incentives align with company growth priorities Partner with Finance on commission accuracy and governance Process Optimization

Standardize pipeline stages and qualification criteria Spearhead AI deployment and adoption within the GTM teams Improve handoffs across Sales, Marketing,



and Customer Success Reduce friction in deal desk and approvals Document and refine revenue playbooks Team Leadership

Lead, mentor, and develop a team of four RevOps professionals Elevate analytical rigor and operational excellence Foster a culture of ownership, clarity, and continuous improvement What Success Looks Like (12–18 Months)

Forecast accuracy consistently within ±5% Improved pipeline coverage ratios and conversion rates Measurable increase in rep productivity Reduced revenue leakage across the funnel Successful AI in GTM deployment Clean, trusted reporting adopted company‑wide Clear operating cadence adopted across revenue teams What You’ll Bring

5+ years in Revenue Operations, Sales Operations, or GTM Strategy in B2B SaaS Experience supporting a $15M–$100M ARR revenue organization Proven experience partnering directly with executive leadership Strong financial modeling and forecasting expertise Deep HubSpot CRM expertise Experience designing compensation plans Strong cross‑functional communication skills Experience managing and developing high‑performing RevOps teams Who You Are

Strategic but hands‑on – you can build the model and explain it to the Executive Team Highly analytical with strong business intuition Comfortable operating in ambiguity Data‑driven but commercially minded AI fluent and curious – you lean into new technology and are always learning Direct, clear communicator Obsessed with operational leverage and scalable systems Why Join Us?

Direct partnership with the CRO and executive team High ownership and visibility Chance to build the foundation for the next stage of growth Hybrid work model (2–3 days/week in our downtown Toronto office) Competitive compensation and benefits

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Apply on Kit Job: kitjob.ca/job/2g9azp

📌 Head of Revenue Operations (Toronto)
🏢 ApprovalMax
📍 Toronto