Account Director (Individual Contributor) – Microsoft-Focused IT Services | Toronto

Sales Talent Inc.; Toronto; On-site; CAD 120,000 - 150,000; Full time

Benefits offered by this job

Extended health benefits

HSA-style options

RRSP matching

Job summary

Sales Talent Inc. is seeking a consultative sales professional in Toronto to drive new business acquisition and lead complex sales cycles primarily focused on Microsoft solutions. This role requires strong knowledge of IT services and proven success in consultative selling. The compensation package includes a base salary of CAD 120K–150K, with an OTE of CAD 240K–300K. Benefits include health coverage, RRSP matching, and more.

Qualifications

• Proven success selling IT services and/or professional services.
• Strong exposure to Microsoft ecosystem.
• Experience within a mid-sized MSP or IT services firm is strongly preferred.

Responsibilities

• Owning and driving net-new logo acquisition across mid-market to small enterprise accounts.
• Leading consultative, multi-threaded sales cycles across various Microsoft solutions.
• Collaborating with technical SMEs and delivery leaders to build proposals.

Skills

Proven success selling IT services and/or professional services

Strong exposure to Microsoft ecosystem (Azure, Dynamics 365)

Highly consultative, business-outcome focused approach

Comfortable owning deals end-to-end

Education

Bachelor’s degree

Job description

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
• 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

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