Director, Head of Sales Operations

New
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JobgetherHealthcare technology
Fully remote work model for employees based in EST or CST in Canada or the U.S., EST or CSTFull-TimeDirector
SalaryBase compensation of $200,000–$230,000 CAD, depending on experience, inclusive of base salary and variable incentive.
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Job Details

Experience
10+ years of experience in sales operations, revenue operations, or commercial strategy and at least 3 years leading the function or a significant portion of it.
Required Skills
Microsoft Power BISalesforceMicrosoft ExcelGoogle Sheets

Requirements

  • Hold a bachelor’s degree.
  • Have 10+ years of experience in sales operations, revenue operations, or commercial strategy.
  • Have at least 3 years leading the function or a significant portion of it.
  • Demonstrate people management experience and the ability to lead teams across analytics, systems, and commercial operations.
  • Bring deep hands-on Salesforce expertise, including administration, reporting, and process design.
  • Have experience with forecasting, territory and quota planning, and sales compensation in a quota-carrying sales organization.
  • Have strong analytical capabilities, including practical experience using AI tools for analysis, forecasting, or workflow automation.
  • Be proficient with Excel or Google Sheets; SQL and Power BI or similar business intelligence tools are preferred.
  • Be able to turn complex commercial data into clear recommendations for executive audiences.
  • Demonstrate experience scaling commercial functions through AI and automation, including adoption and productivity measurement.
  • Experience in media, advertising, point-of-care marketing, life sciences, healthcare technology, or similar environments is relevant.

Responsibilities

  • Lead annual and quarterly sales planning for territories, capacity, quotas, account segmentation, and compensation.
  • Own forecasting across new business, renewals, and expansion, including pipeline standards and forecast reviews.
  • Partner with Finance on bookings-to-revenue reconciliation, campaign delivery pacing, and quarterly business reviews.
  • Build commercial reporting on pipeline, win/loss performance, retention, renewals, upsell, productivity, and account performance.
  • Govern commercial data and translate it into actionable insights for senior leadership.
  • Own the sales technology ecosystem, including Salesforce, forecasting, enablement, data enrichment, workflow tools, integrations, and vendor relationships.
  • Define and execute an AI roadmap using AI agents, predictive analytics, and automation to improve forecasting and seller productivity.
  • Oversee deal desk activities, pricing governance, approval workflows, proposal support, and order processing.
  • Improve quote-to-cash processes and rules of engagement across Sales, Client Experience, and Market Development.
  • Lead, mentor, and develop the Sales Operations team across analytics, systems administration, and deal support.
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Base compensation of $200,000–$230,000 CAD, depending on experience, inclusive of base salary and variable incentive.
Apply Now