Enterprise Sales Director - Majors, Retail

Sierra
Canada
Workplace: RemoteFull timeCAD 345,000 - 395,000 annuallyFunction: SalesExperience: 8+ yearsSkills: ["Communication","Analytical mindset"]

Lead enterprise retail sales for an AI customer-experience platform, driving prospecting, deal execution, and long-term relationships with key decision-makers. Own complex negotiation and closing of 6- and 7-figure ACV deals, develop sales strategy and presentations, and collaborate across GTM, product, technical, and operations teams to shape the sales motion and accelerate revenue growth.

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FursaFursa
Sierra
Sierra
1 month ago

Enterprise Sales Director - Majors, Retail

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Source: Company careers pageValidated by: Fursa AI
Last checked: 9 hours agoStatus: Live

Job Summary

Lead enterprise retail sales for an AI customer-experience platform, driving prospecting, deal execution, and long-term relationships with key decision-makers. Own complex negotiation and closing of 6- and 7-figure ACV deals, develop sales strategy and presentations, and collaborate across GTM, product, technical, and operations teams to shape the sales motion and accelerate revenue growth.
Location: Canada
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Director level

Key Responsibilities

  • •Identify and target potential customers through research, networking, and cold calling to drive revenue, pipeline, and deployment capacity.
  • •Build and maintain strong relationships with key decision-makers and stakeholders; serve as primary point of contact and exceed expectations.
  • •Lead negotiations with existing and prospective customers, address objections, and close complex deals while coordinating with legal and finance.
  • •Develop and execute sales strategies to meet or exceed sales targets; craft tailored proposals and presentations and collaborate on sales campaigns.
  • •Help define and evolve the GTM sales motion and collaborate cross-functionally with product, technical, and operations teams.

Pay and Benefits

Salary: CAD 345,000 - 395,000 annually
Equity and Bonus:Equity
Perks:Paid LeaveHealth InsuranceDentalVisionLife InsuranceDisability BenefitsRetirementParental LeaveFertility Benefits

Key Requirements

  • •8-12+ years of experience in enterprise customer-facing sales, identifying and closing large accounts.
  • •Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
  • •Exceptional verbal and written communication skills.
  • •Ability to analyze market trends, identify opportunities, and make data-driven decisions.
  • •Proven track record of prospecting and lead generation through research, networking, and cold calling.
Experience:8+ yearsEnterprise salesRetailAI
Skills:CommunicationAnalytical mindset

Company Brief

Sierra
Develops advanced AI agents and tools focused on building autonomous, generalist machine learning systems to assist developers and enterprises in automating complex workflows, decision-making, and application-level tasks.
Industry: AI & Machine Learning
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