Account Director (Individual Contributor)

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. This is a high-impact opportunity for a consultative, outcome-driven seller who thrives in complex environments and wants visibility into real growth. What You'll 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 <1% globally Ability to deliver end-to-end solutions (strategy → modernization → managed services), competing with firms like Deloitte and Accenture Strong delivery infrastructure — sellers 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 What's 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