Supervisor, Microsoft Technology Specialists (Microsoft)

TL;DR

Supervisor, Microsoft Technology Specialists (Microsoft): Guiding a small team of Microsoft Technology Specialists (MTSs) while owning strategic customers, ensuring consistency in execution across Azure, M365, Copilot, and licensing. Focus on coaching, daily support, performance oversight for MTSs, scaling customer coverage, strengthening solution execution, and establishing a talent pipeline for future leadership roles.

Location: This role is based in Toronto, Montreal, Calgary, or Vancouver, Canada. Occasional travel for customer meetings, team collaboration, or Microsoft field alignment (U.S. & Canada) is required. Fluency in English is required, as the candidate will collaborate daily with unilingual English-speaking colleagues and clients outside Quebec.

Company

hirify.global is a software-focused IT solutions and services provider that equips organizations to be agile and innovative, helping them move to the cloud, build future workplaces, and make smarter technology decisions.

What you will do

• Support the Microsoft Sales Manager in leading and developing a subset of the MTS team.
• Provide daily coaching on customer conversations, opportunity development, value positioning, and technical engagement.
• Oversee consistency in execution across assigned regions or customer segments and support MTSs in developing customer roadmaps.
• Manage a select book of strategic or high-impact customers, leading discovery, solution positioning, and renewal conversations.
• Build strong working relationships with Microsoft field resources and hirify.global sales management to drive Microsoft growth.
• Ensure consistent use of tools (SFDC), documentation, and processes, and identify upsell/cross-sell opportunities.

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).
• Strong organizational skills to balance coaching, customer ownership, and internal alignment.
• Excellent communication, relationship building, and problem-solving skills.
• Fluency in English is required for daily collaboration with unilingual English-speaking colleagues and clients outside Quebec.

Nice to have

• Bilingual (English/French).

Culture & Benefits

• Collaborative environment with supportive colleagues fostering innovation and collective success.
• Dedicated to achieving goals for customers and each other within a high-performing culture.
• Flexibility to plan workdays in a way that suits you best.
• Recognized as a Great Place to Work for 20 consecutive years.
• Inclusive culture committed to every team member being their authentic self.
• Competitive benefits starting on day one.

Hiring process

• Digital interviewing is implemented for all applicants.
• Before starting, a criminal record check, education verification, and reference checks will be conducted.
• Onboarding will be conducted remotely.