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Technical Sales Specialist - Workleap

Canada - Remote🌐 Remote💼 Full-time💰 $90,000–$90,000🗓 2026-06-29 → 2026-07-31

Core

Technical authority for an agentic HR platform and Microsoft 365 migration solution, enabling sales reps to close complex deals through deep product knowledge and AI fluency.

Role type

Senior Technical Sales Specialist (Agentic AI / HR Tech)

Builds

Workleap Agent (agentic HR platform) and ShareGate (Microsoft 365 migration/governance)

Domain

HR Technology / Enterprise Software / AI

Deliverable

production ML models | product features | client delivery

Required skills

B2B SaaS technical sales, AI and agentic fluency, demo craft, business acumen, system building, cross-audience communication

Preferred skills

HR tech domain knowledge, performance management, employee engagement

Technologies

Workleap Platform, Manager Agent, Microsoft 365, Claude

Responsibilities

Own technical moments in the sales cycle (demos, discovery, evaluation), shorten deal cycles via gold-standard demos, act as technical co-closer, reduce rep ramp time via enablement, shape product roadmap from field feedback, build reusable AI workflows

Seniority

Senior, hands-on IC

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