As of November 8, 2026, Jobsy lists 10 enterprise sales director jobs in Canada. The median advertised pay is $382,491 a year (from 9 postings). The most active employers are Sierra and SpaceX_Global. Skills often requested: sales, communication skills, cold calling and research.
No matching filters. Try another name.
SpaceX_Global: SpaceX designs, manufactures and launches the world’s most advanced rockets and spacecraft.
12+ YOECandidates need at least a bachelor's degree and 12+ years of progressive enterprise sales or sales leadership experience, ideally in Canada. Strong skills in building markets, channels and teams, plus executive presence and negotiation, are needed.
Sales, BASIC, Leadership, Negotiation
Sierra
6+ YOECandidates need 6-8 years of enterprise, customer-facing sales experience closing large accounts, including a $1M+ quota and 6- and 7-figure deals. Strong communication, analytical and prospecting skills, and familiarity with the AI landscape, are also needed.
Sales forecasting tools, AI sales tools
Sierra
6+ YOECandidates need 6-8 years in enterprise customer-facing sales, experience managing a $1M+ quota and closing large deals, and strong written and verbal communication. Familiarity with the AI landscape is an asset.
Salesforce
Sierra
10+ YOESierra needs 10-12+ years of enterprise or strategic sales experience, including closing multi-million-dollar, multi-stakeholder deals and managing a $1M+ quota. Candidates should have strong C-suite relationships, mastery of deal structuring and pricing, and excellent executive communication.
Salesforce, AI sales tools
Sierra
10+ YOECandidates need 10 to 12+ years of enterprise or strategic sales experience, with a record of closing multi-million-dollar deals and managing a $1M+ quota. Sierra also needs strong executive communication, C-suite relationships, and deal structuring skill.
Sales, Communication skills
Sierra
6+ YOECandidates need 6-8 years of enterprise sales experience, including managing a $1M+ quota and closing large six- and seven-figure deals. Strong communication, prospecting and data-driven analysis skills are essential, and knowledge of the AI landscape is an asset.
AI sales tools
Sierra
8+ YOESierra needs candidates with 8-10 years of enterprise sales experience, a track record closing large accounts and managing a $1M+ quota, and strong communication skills. An analytical mindset and familiarity with the AI landscape are assets.
AI sales tools
Sierra
8+ YOESierra needs candidates with 8-10 years of enterprise sales experience, a track record of closing large accounts, and experience managing a $1M+ quota. Strong written and verbal communication and an analytical mindset are required, with familiarity with the AI landscape as an asset.
Sales, Health care system, Cold calling, Leadership, Communication skills
Sierra
8+ YOESierra needs 8 to 10 years of enterprise customer-facing sales experience, including managing a $1M+ quota and closing 6- and 7-figure ACV deals. Candidates must have a proven record of building trusted relationships across customer C-suites and strong written and verbal communication.
Salesforce
Sierra
6+ YOESierra needs candidates with 6-8 years of enterprise, customer-facing sales experience and a record of closing large accounts. Candidates must have managed a $1M+ quota, run complex deals, and communicate clearly. Familiarity with the AI landscape is a plus.
AI sales tools
The median advertised pay is $382,491 a year, across 9 postings that list pay. The lowest quarter pays under $345,010 and the top quarter over $382,491.
Sierra (9) and SpaceX_Global (1).
Postings most often mention sales, communication skills, cold calling, research, sales targets, lead generation, leadership and sales strategies.
2 companies