Technical Sales Specialist

Workleap

Technical Sales Specialist at Workleap enhancing the sales process and delivering AI solutions. Building sales trust and supporting sales representatives in technical aspects of deals.

Posted 6/26/2026full-timeRemote • 🇨🇦 CanadaMid-LevelSenior💰 CA$90,000 - CA$110,000 per yearWebsite

Tech Stack

Tools & technologies

Flux

About the role

Key responsibilities & impact

Reduce sales representatives' ramp-up time
Eliminate single points of failure for technical depth
Shorten sales cycles by delivering demos
Actively contribute to closing deals
Influence the product roadmap
Accelerate adoption of Migrate-to-Protect
Amplify the team's technical leverage

Requirements

What you’ll need

Experience in a technical sales role with direct customer-facing responsibility at a B2B SaaS company
Familiarity with the Microsoft 365 platform (governance, migration, or a related area is an asset)
Strong business acumen with a proven track record of influencing deal outcomes
Mastery of demo delivery
Builder mindset
Genuine fluency with AI
Clear, confident communication with diverse audiences (bilingual French/English is an asset)

Benefits

Comp & perks

Healthy, inclusive work environment
Learning and professional development opportunities

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

technical salesdemo deliveryMicrosoft 365AI fluency

Soft Skills

business acumeninfluencing deal outcomesbuilder mindsetclear communicationconfident communication