AI software sales expertise meets technical discovery and live demonstrations in this Technical Sales Manager position focused on measurable business value.
You will drive sales of AI-powered products and software services. The role covers full-cycle B2B selling, from discovery through renewals, while working with the product team. You will explain AI capabilities, develop business cases, and guide early adopters toward paid engagements.

Key Responsibilities

Identify opportunities with business owners and technology decision-makersLead discovery, demonstrations, proposals, negotiations, and closingTranslate AI capabilities into perks and measurable ROIDevelop business cases and manage pricing discussionsMaintain sales pipelines and ongoing client relationshipsRequirements:
Five or more years selling B2B software or technical servicesProven record closing new businessUnderstanding of AI agents and LLM-based toolsExperience with technical discovery and live product demonstrationsStrong negotiation, commercial, and pipeline management skillsApply technical sales, AI knowledge, and commercial discipline to grow software products through discovery, demonstrations, and closing.
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📌 Ai Software Technical Sales Manager (Winnipeg)
🏢 Intersog
📍 Winnipeg