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Director of Sales - SaaS, POS, Payments, Retail

Lead sales efforts and strategic account management for a global organization specializing in retail technology. Collaborate cross-functionally with Product, Engineering, and Customer Success teams to align goals and drive revenue.

  • On-site
  • Mississauga, ON
  • Posted Sep 1, 2026
  • Apply by Oct 1, 2026
  • 1 position

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Job summary

Director of Sales - SaaS, POS, Payments, Retail Full time/permanent position This is a Director of Sales position with a global organization based out of their Canadian head office in Mississauga, ON (very close to the airport). This position requires regular travel, 2 -3 times per quarter to client and head office locations in Canada and the United States. ***Candidates must be comfortable with travel. Desired experience: Years of progressive B2B sales, strategic account management, or commercial leadership experience, ideally in enterprise software, SaaS, POS, payments or retail technology Proven success developing and strengthening strategic account management programs and processes Strong commercial acumen across account planning, opportunity management, negotiation, forecasting, and complex sales cycles. Exceptional cross-functional influence and collaboration skills, with the ability to align Product, Engineering, Customer Success, and other teams without direct authority. Base salary in the $165,000 - $175,000 range +sales incentive plan in addition to the base salary +Benefits +Pension plan + 4 weeks vacation If you're interested, please reply with resume. If you are a strong fit, I will be in contact quickly with additional information. Best regards,

What you’ll do

Lead sales efforts and strategic account management for a global organization specializing in retail technology. Collaborate cross-functionally with Product, Engineering, and Customer Success teams to align goals and drive revenue.

Requirements

Requires progressive B2B sales and commercial leadership experience in SaaS, POS, payments, or retail technology. Candidates must be comfortable with regular travel to client and head office locations in Canada and the US.

Benefits

• Sales incentive plan • Benefits • Pension plan • 4 weeks vacation

Listed skills

  • CollaborationPreferred
  • NegotiationPreferred
  • ForecastingPreferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • B2B Sales
  • Strategic Account Management
  • Commercial Leadership
  • Account Planning
  • Opportunity Management
  • Negotiation
  • Forecasting
  • Complex Sales Cycles
  • Cross-functional Influence
  • Collaboration

Job areas

  • Sales
  • Management & Leadership
  • Software
  • Retail
  • Technology

Additional details

Minimum experience
10+ years
Apply by
Oct 1, 2026
Posting language
English
Working hours
40 hours per week
Seniority
Director
Application method
Direct apply is available