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Director, Mid-Market Sales - Canada

Samsara· Canada
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RemoteCA$341k - CA$409.2kfull-timePosted 2mo ago

About the role

Director-level sales leadership role overseeing mid-market sales in Canada, with remote work option. Responsible for coaching a team of sales managers and account executives, driving Canadian full-cycle sales, and delivering growth aligned with Samsara’s cultural principles.

Responsibilities

  • Coach a team of 4-6 sales managers on sales strategy, pipeline reviews and achieve quarterly targets
  • Hire new managers and account executives and provide onboarding and ongoing coaching
  • Work cross-functionally to strategically solve problems and manage projects
  • Create content for ongoing training and development
  • Support managers and account executives through professional development plans
  • Provide clear and tactical feedback to account executives
  • Further culture within the team and commercial organization with high emotional intelligence
  • Champion, role model, and embed Samsara’s cultural principles (Focus on Customer Success, Build for the Long Term, Adopt a Growth Mindset, Be Inclusive, Win as a Team) as we scale globally and across new offices
  • Hire, develop and lead an inclusive, engaged, and high-performing team

Qualifications

  • 10+ years of sales experience, with proven performance owning a complex selling motion from prospecting through close
  • 3+ years of experience managing Canadian teams, including second line leadership experience
  • Experience leading full-cycle sales into the Canadian market
  • Strong track record of overachievement with experience in coaching a team in outbounding
  • Understanding of complex sales cycles involving multiple decision makers, multiple products, and extended timeframes
  • Excellent communication skills and comfortable with public speaking
  • Strong interpersonal and team management skills
  • Self-starter and adaptable to change
  • Continued growth mindset to learn a unique industry
  • Proficient in making data-driven conclusions
  • Ability to provide upward feedback
  • Familiarity with SFDC

Skills

Required:Sales leadershipFull-cycle salesCommunication

Benefits

  • Total Rewards including base salary, performance-based bonus/variable pay, and equity (for eligible roles)
  • Flexible, employee-led remote model
  • Professional development stipend
  • Comprehensive health and parental leave plans
Last updated Oct 10, 2026. Interested? Apply on the company site.

About Samsara

Samsara | The Connected Operations Platform

Samsara's connected operations platform helps 20,000+ operations improve safety, cut costs, and run smarter — built with operators.

Fleet TelematicsCameras and VideoDriver ExperienceSafety Reporting & InsightsEquipment ManagementIntegrated platformAI-powered analyticsFleet Intelligence

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