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 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.
- 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
- Solid 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

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
- Bachelor’s degree preferred

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