ShareGate

SaaS

TechnicalSalesSpecialist-ShareGate

CA$90–110k Canada Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Technical Sales Specialist - ShareGate at ShareGate. Skills: Technical Sales, AI fluency, Microsoft 365 platform knowledge. Customer-facing technical sessions where your job is to move deals forward, not just answer questions. Building: training modules, AI workflows, playbooks, reusable assets”

What You'll Achieve.

Move deals forward; Shorten deal cycles; Drive deals to close; Shape product roadmap; Accelerate Migrate-to-Protect attach; Compound the team's technical leverage by building reusable assets and AI-powered workflows so the same problem stops landing on the team's plate twice

Industry & Context.

SaaS

What They're Looking For.

Must Have

Genuine AI fluency — comfortable building your own workflows, not just using tools at surface, Clear, confident communication across audiences, from IT admin to CIO to partner sales rep

Nice to Have

Familiarity with the Microsoft 365 platform (governance, migration, or adjacent experience is a plus), bilingual French/English is a asset

What You'll Do.

Customer-facing technical sessions where your job is to move deals forward

not just answer questions

Building: training modules

Surfacing the patterns you're seeing in the field and shaping what gets prioritized with Product

How You'll Work.

Team & Collaboration

Collaborate with AEs and AMs; Work with Product; Collaborate with partner sales rep

Communication Scope

Clear, confident communication across audiences, from IT admin to CIO to partner sales rep

Full Job Description

ShareGate is the leading Microsoft 365 migration and governance platform, trusted by over 100,000 IT pros for its unmatched simplicity. It offers the simplest, most reliable, and most affordable way to move business data to Microsoft 365. Whether migrating from Google Workspace, file shares, Exchange Online, SharePoint On-Premises, or tenant-to-tenant, ShareGate gets the job done, without surprises. From cloud transformation to M Eliminate the single point of failure on technical depth by taking real load off the existing TSS across pre-sales, expansion, and partner-led deals, so no deal stalls waiting on one person; Shorten deal cycles by delivering demos that become the internal standard — the kind reps study, replicate, and learn from; Drive deals to close as a technical co-closer, not just a validator — reinforcing value, navigating gaps with roadmap and vision, and keeping momentum when the answer isn't a clean "yes, today"; Shape product roadmap by translating field patterns into structured input PMs actually use — and closing the loop back to reps when things ship; Accelerate Migrate-to-Protect attach by supporting expansion conversations with existing customers and helping AEs and AMs connect the dots between products; Compound the team's technical leverage by building reusable assets and AI-powered workflows so the same problem stops landing on the team's plate twice. 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. And real time with Product, surfacing the patterns you're seeing in the field and shaping what gets prioritized. The best version of this week ends with you having done less reactive deal support than the week before, because the system you built last month is now doing the heavy lifting. What does your future team look like?   You'l

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