Job Title

Join a well-established ~$100M IT services and managed services provider thats 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. This is a high-impact opportunity for a consultative, outcome-driven seller who thrives in complex environments and wants visibility into real growth. What Youll Be Doing - Owning and driving net-new logo acquisition across mid-market to small enterprise accounts ($50M$2B revenue). - Leading consultative, multi-threaded sales cycles across: - Cloud (Azure) - Managed Services - Data & AI - Dynamics 365 (ERP/CRM) - Application Modernization - Security - 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. What Makes This Opportunity Unique - High-visibility role within a growing Toronto team tied to broader North American expansion. - ~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 infrastructuresellers are supported by experienced technical teams. - Proven track record of winning and expanding complex engagements, including displacing large global SIs. Territory & Deal Profile - Based in Toronto with North American coverage (primarily U.S.-focused accounts). - Deal range: - Entry: ~$1K MRR - Core engagements: $20K$60K MRR - Larger projects: up to ~$1M+ - Sales cycles range from transactional to enterprise-level, depending on scope and urgency. Compensation & Benefits - Base Salary: $120K$150K CAD - OTE: ~$240K$300K CAD (uncapped, ~50/50 split) - Extended health benefits (medical, dental, vision) - HSA-style options - RRSP matching - Strong employer contribution toward benefits Whats Challenging About This Role Navigating complex, technical buying environments while selling across a broad Microsoft ecosystem. Top performers are able to: - Diagnose interconnected systems (often starting with ERP) - Sell business outcomes vs. point solutions - Lead stakeholders through ambiguity and long-cycle decisions Qualifications - Proven success selling IT services and/or professional services - Strong exposure to Microsoft ecosystem (Azure, Dynamics 365, ERP-adjacent solutions) - Experience within a mid-sized MSP or IT services firm strongly preferred - Highly consultative, business-outcome focused approach - Comfortable owning deals end-to-end and partnering with technical teams - Bachelors degree preferred #J-18808-Ljbffr