TL;DR

Supervisor, Microsoft Technology Specialists (Sales Specialist): Guiding a team of Microsoft Technology Specialists while overseeing a portfolio of strategic customers with an accent on Azure, M365, Copilot, and licensing. Focus on coaching MTSs, deepening technical conversations, and advancing Microsoft opportunities.

Location: Toronto, ON, CA or Montreal, Quebec, CA. Occasional travel for customer meetings, team collaboration, or Microsoft field alignment (U.S. & Canada).

Company

%hirify_global% is a software-focused IT solutions and services provider.

What you will do

Support the Microsoft Sales Manager in leading and developing a subset of the MTS team.
Provide coaching on customer conversations, Azure/M365 opportunity development, value positioning, and technical engagement best practices.
Personally manage a select book of strategic or high-impact customers.
Build strong working relationships with Microsoft field resources (AEs, specialists, STUs, PDMs) within the Supervisor’s territory or segment.
Ensure consistent use of tools (SFDC), documentation, and processes across the team.
Guide MTSs in identifying upsell and cross-sell opportunities across Azure, M365 Security, Copilot, and modernization services.

Requirements

3+ years in Microsoft technology sales, licensing, cloud solutions, or a similar customer-facing Microsoft role.
Strong understanding of Microsoft programs (EA, CSP, MCA), Azure fundamentals, and M365 solutions.
Demonstrated ability to coach, mentor, or lead others (formal leadership experience preferred but not required).
Excellent communication, relationship building, and problem-solving skills.
Ability to influence cross-functionally and collaborate across teams (AEs, MTAs, Inside MS Specialists, SA, CSM).
Fluency in English is required.

Nice to have

Bilingual (English/French) is an asset.

Culture & Benefits

Collaborative environment with supportive colleagues.
Dedicated to achieving goals and committed to customer success.
Flexibility in planning workdays.
Recognized as a Great Place to Work.
Committed to an inclusive culture.
Competitive benefits starting on day one.