Microsoft Specialty Sales Executive (Azure)

TL;DR

Microsoft Specialty Sales Executive (Azure): Generating demand and managing executive sales cycles for Microsoft-specific solutions with an accent on ROI-driven business cases and complex multi-vendor integrations. Focus on orchestrating technical pursuit teams, facilitating boardroom-level strategic discussions, and driving adoption of AI, cloud, and security platforms.

Location: Must be based in Toronto, ON, Canada (travel required up to 50%).

Salary: $90,000–$120,000/annum

Company

A leading technology solutions provider specializing in helping organizations unlock the full potential of their software and infrastructure investments.

What you will do

• Build and manage a sales pipeline for Microsoft-specific solutions including AI, data, and security.
• Own the full sales cycle from discovery and proposal development to negotiation and contract closure.
• Lead virtual pursuit teams consisting of solution architects, engineers, and licensing experts.
• Facilitate C-level discussions to align technology roadmaps with business outcomes.
• Develop business cases and adoption plans to demonstrate measurable ROI and value.
• Coordinate with Microsoft teams to activate co-sell motions and leverage funding programs.

Requirements

• 7+ years of experience in solutions sales within the Microsoft ecosystem.
• Proven track record of selling multi-vendor integrated solutions and professional services to enterprise customers.
• Ability to travel frequently within the designated Sales District (up to 50%).
• Deep proficiency with M365, Copilot AI, Azure, and modern security concepts like Zero Trust.
• Experience managing Salesforce pipelines and maintaining high sales operational discipline.
• Strong executive presence with the ability to lead boardroom-level presentations.

Culture & Benefits

• Comprehensive benefits plan including health and wellness support.
• Performance-based compensation structure including commissions and allowances.
• Collaborative environment with support from technical solution architects and engineers.
• Engagement with global technology alliances and deep strategic partnership ecosystems.