Innovative Technical Sales Specialist

Workleap • winnipeg, mb, Canada • Posted June 04, 2026

Location winnipeg, mb
Job Type Full-time
Category Other-General
Posted June 04, 2026
Join Workleap in Montreal as an Innovative Technical Sales Specialist, where your builder mindset meets customer engagement. Drive technical training and system creation to empower sales representatives.

This role is pivotal as Workleap evolves its technical sales strategy. You'll play a substantial part in shortening sales cycles and enhancing product offerings by alleviating technical burdens from the team. Collaborating with product teams and sales enablement, you'll cultivate a more effective sales environment where solutions are built, not just implemented.

Key Responsibilities: • Lead the technical onboarding process for new reps • Reduce dependence on single TSS expertise for deals • Create industry-standard sales demos for training • Utilize technical insights for driving deal closures • Collect and translate customer feedback for product improvements

Requirements: • Experience in a B2B SaaS technical sales role • Familiarity with Microsoft 365 platfo...

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