Head of Revenue Operations

ApprovalMax•Toronto, ON

47d•Hybrid

About The Position

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. 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.

Requirements

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

Responsibilities

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
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
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
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
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
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