Technical Sales Specialist - ShareGate Canada

ShareGate

Remote regions

Canada

Salary range

$66,150–$81,030/yr

Benefits

Responsibilities:

  • Cut rep ramp time by owning the technical track of sales onboarding and ongoing enablement.
  • Eliminate the single point of failure on technical depth, taking real load off the existing TSS across pre-sales, expansion, and partner-led deals.
  • Shorten deal cycles by delivering demos that become the internal standard.

A typical week?

  • A mix of customer-facing technical sessions where your job is to move deals forward, not just answer questions.
  • Time spent building: training modules, AI workflows, playbooks, reusable assets, so the same problem doesn't land on your plate twice.
  • Real time with Product, surfacing the patterns you're seeing in the field and shaping what gets prioritized.

Qualifications:

  • Experience in a customer-facing technical sales role at a B2B SaaS company.
  • Familiarity with the Microsoft 365 platform (governance, migration, or adjacent experience is a strong plus).
  • Genuine AI fluency — comfortable building your own workflows, not just using tools at surface level.

ShareGate

ShareGate is the leading Microsoft 365 migration and governance platform, trusted by over 100,000 IT pros for its unmatched simplicity. It is developed by Workleap Technologies, a Montréal‑based software company that blends creativity and tech to solve real problems in IT and HR.

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