Join a well-established ~$100M IT services and managed services provider that’s scaling its Toronto-based sales team while driving broader North American growth. With deep Microsoft expertise and a strong delivery engine, the company is now investing in formal sales structure, leadership, and go-to-market strategy. Owning and driving net-new logo acquisition across mid-market to small enterprise accounts ($50M–$2B revenue).

Leading consultative, multi-threaded sales cycles across: Managed Services Data & AI Dynamics 365 (ERP/CRM) Diagnosing complex business and technical challenges and mapping solutions across the Microsoft ecosystem. Partnering closely with Microsoft on co-sell motions, target accounts, and pipeline development. Collaborating with technical SMEs and delivery leaders to build proposals and close sophisticated, outcome-based deals. 80% Microsoft-based revenue with partner distinctions placing the organization among the top less than 1% globally.

Ability to deliver end-to-end solutions (strategy to modernization to managed services),



competing with firms like Deloitte and Accenture. Strong delivery infrastructure—sellers are supported by experienced technical teams. focused accounts).

Larger projects: up to ~$1M+ Sales cycles range from transactional to enterprise-level, depending on scope and urgency.

Base Salary: $120K–$150K CAD OTE: ~$240K–$300K CAD (uncapped, ~50/50 split) Extended health benefits (medical, dental, vision) What’s Challenging About This RoleNavigating complex, technical buying environments while selling across a broad Microsoft ecosystem. Proven success selling IT services and/or qualified services Strong exposure to Microsoft ecosystem (Azure, Dynamics 365, ERP-adjacent solutions) Experience within a mid-sized MSP or IT services firm strongly preferred Comfortable owning deals end-to-end and partnering with technical teams Bachelor’s degree preferred #

📌 Account Director (Individual Contributor) - Microsoft-Focused It Services | Toronto (Winnipeg)
🏢 Sales Talent
📍 Winnipeg