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Stay22 is a Montreal-based platform that helps creators and digital platforms monetize their traffic. The company powers over $1 billion in annual transactions across travel, retail, lifestyle, publishing, events, and transport verticals.
You will be a founding member of the GTM pod within RevOps, owning the sales operations pillar. This is a senior, high-ownership individual contributor role that sits alongside sales leadership—not behind a dashboard. You will be the first person sales leaders call when numbers don't align.
Key responsibilities include:
• Territory Planning: Build and maintain tracking of rep productivity, quota attainment, and performance by territory and pod.
• Pipeline & Forecasting: Own pipeline governance, CRM hygiene, and forecast accuracy end-to-end across all AE pods and SDRs. Run and improve pipeline commit cadence and deal reviews; be able to speak to the health of any deal on demand.
• Deal Desk: Serve as the first point of contact for deal desk questions, exceptions, approvals, and deal structuring.
• CRM Architecture: Design and operate sales funnel stages, exit criteria, and qualification frameworks in HubSpot.
• Risk Management: Proactively surface pipeline risk, forecast variance, and process breakdowns before escalation.
• Handoffs: Ensure clean, reliable transitions between sales and partner success operations.
• Strategic Frameworks: Transform ambiguous leadership requests into scalable, structured recommendations.
• Compensation & Incentives: Over time, help shape sales process design and comp/incentive mechanics alongside RevOps leadership.
You will collaborate closely with sales leadership (as a performance partner), senior RevOps leadership, a RevOps Analyst, a Systems Ops teammate, and Marketing/Partner Success Ops to maintain alignment across the full revenue lifecycle.
The role is based at Stay22's Montreal headquarters in Little Italy, with flexible work-from-anywhere options available.
Requirements:
• 4+ years in RevOps or sales operations with real ownership of pipeline, forecasting, and deal desk (not just support).
• Genuine sales experience: prior role as account executive, sales manager, sales engineer, or other deal-facing position (not solely supporting sales from an ops seat).
• Track record of building or owning forecasting methodology, territory design, or deal desk process (not just executing someone else's).
• Ability to hold your own with sales leadership: structured pushback and challenge, not just data extraction.
• Sharp analytical instinct: you identify when numbers are off before being told, and you investigate why.
• Strong HubSpot fluency: comfortable making CRM architecture decisions, not just maintaining hygiene.
• High ownership mindset: you flag problems proactively before being asked to fix them.
• Comfort in fast-moving environments where the revenue model is non-SaaS.
• English proficiency, strong curiosity, and alignment with Stay22's values.
