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[Remote] Director of Sales Operations

Remote · Canada Full-time

Note: The job is a remote job and is open to candidates in USA. Roo is on a mission to empower animal healthcare professionals, and they are seeking a Director of Sales Operations to lead the Sales Operations strategy. This role involves optimizing systems and processes that drive revenue, overseeing sales forecasting, and ensuring cross-functional alignment.

Responsibilities

  • Build and own the long-term Sales Operations strategy aligned to Roo’s revenue growth, GTM model, and marketplace dynamics
  • Establish scalable processes, standards, and systems across supply and demand-facing teams
  • Serve as the primary operational thought partner for the CRO, SVP Marketplace and management team
  • Define and manage the roadmap for CRM architecture, automation, and workflow optimization (HubSpot)
  • Drive operational readiness for monitoring supply/demand, product initiatives, and GTM expansions
  • Oversee all forecasting activities in partnership with Finance and Data
  • Implement multi-level forecasting (bottom-up, top-down, weighted pipeline, trend-based)
  • Develop dashboards and reporting structures to support monthly pipeline reviews and KPI tracking
  • Establish clear methodologies for pipeline hygiene, data integrity, and forecasting accuracy
  • Own end-to-end compensation design, governance, and quarterly/annual comp planning
  • Develop scalable, transparent commission structures aligned with revenue goals and market conditions
  • Oversee quota setting, territory design, rep capacity modeling, and incentive administration
  • Partner with People Ops and Finance to ensure compliant and timely payouts
  • Partner deeply with Finance, Data and Growth teams to ensure strong data integrity and actionable insights
  • Collaborate with marketing and BD leadership on end-to-end lead management, routing, and funnel optimization
  • Create aligned SOPs between Sales, Marketing, Growth, and Customer Success
  • Support cross-functional strategic initiatives, including OKR planning and cross-team capacity modeling
  • Own HubSpot configuration, governance, and optimization as the system of record for sales
  • Drive automation across reporting, lead management, account health, and performance metrics
  • Evaluate, implement, and integrate additional sales tech stack tools as needed
  • Ensure high adoption and enablement through structured training and documentation
  • Lead, mentor, and develop a high-performing Sales Ops team (including managers and ICs)
  • Establish clear KPIs, operating cadences, and accountability mechanisms
  • Foster a culture of continuous improvement, operational rigor, and data-driven decision making

Skills

  • 10+ years in Sales Operations, Revenue Operations, or Sales Strategy roles, with at least 5 years leading teams
  • Experience in B2B SaaS, marketplace, or startup environments where GTM motion, CAC/LTV, and field strategy are critical
  • Expert-level knowledge of HubSpot CRM design, sales automation, reporting, and lifecycle configuration
  • Deep experience owning sales forecasting, pipeline management frameworks, and revenue predictability
  • Demonstrated success designing sales compensation plans, quotas, and performance incentive systems
  • Strong experience collaborating with Data and Finance teams on reporting, ETL/data source issues, attribution, and forecasting
  • Ability to set vision and drive from strategy to execution in ambiguous, fast-moving environments
  • Exceptional analytical problem solving with mastery of spreadsheets, dashboards, and data interpretation
  • Excellent written and verbal communication skills with the ability to influence executive stakeholders
  • Experience scaling Sales Ops teams from early stage to growth phase
  • Experience in online marketplaces or multi-sided platforms
  • Familiarity with field operations, capacity planning, and GTM design across both supply & demand motions
  • Experience with advanced forecasting models or RevOps tools (Clay, BoostUp, Gong, etc.)

Benefits

  • Accelerated growth & learning potential.
  • Stipends for home office setup, continuing education, and monthly wellness.
  • Comprehensive health benefits to fit your needs with base medical plan covered at 100% with optional premium buy up plans.
  • 401K
  • Unlimited Paid Time Off.
  • Paid Maternity/Paternity and reproductive care leave.
  • Gifts on your birthday & anniversary.
  • Opportunity for domestic travel, including for regional team building events.

Company Overview

  • Roo is an online veterinary relief service platform that allows vet professionals to secure freelance work. It was founded in 2018, and is headquartered in San Francisco, California, USA, with a workforce of 51-200 employees. Its website is https://roo.vet.
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