Sr. Director - Microsoft Services

Confirmed live in the last 24 hours

SHI International

Compensation

350,000 - 450,000 CAD

CA - ON - Home Office

On-site

Posted April 29, 2026

Job Description

About Us

Since 1989, SHI International Corp. has helped organizations change the world through technology. We’ve grown every year since, and today we’re proud to be a $16 billion global provider of IT solutions and services.

Over 17,000 organizations worldwide rely on SHI’s concierge approach to help them solve what’s next. But the heartbeat of SHI is our employees – all 7,000 of them. If you join our team, you’ll enjoy:

Our commitment to diversity, as the largest minority- and woman-owned enterprise in the U.S.
Continuous professional growth and leadership opportunities.
Health, wellness, and financial benefits to offer peace of mind to you and your family.
World-class facilities and the technology you need to thrive – in our offices or yours.

Job Summary

The Senior Director, Microsoft Services is accountable for the success, growth, and strategic direction of SHI’s Microsoft Services practice, spanning Modern Work, Azure, Security, Data, and AI. This role leads the practice as a business, with ownership of service maturity, headcount planning, utilization, delivery quality, and measurable client outcomes.
The Senior Director sets strategy, builds delivery and leadership capability across internal teams and partner ecosystems, and ensures services remain modern, scalable, well-governed, and aligned with evolving Microsoft platforms and enterprise customer needs.

Role Description

Strategic Leadership & Practice Development

Set and execute a clear strategic vision for the Microsoft Services practice, translating market trends and Microsoft platform signals into prioritized investments and repeatable offerings.
Establish and maintain delivery standards, governance models, and best practices to ensure consistent, scalable, and high-quality outcomes.
Drive continuous improvement across service delivery, quality, and operational readiness to improve customer satisfaction and overall practice health.
Lead the evolution of service offerings across Modern Work, Azure, Security, Data, and AI to ensure engagements are outcome-driven, well-governed, and aligned to enterprise needs.

Team Leadership & Development

Build, lead, and retain high-performing teams of engineers, architects, and delivery leaders, with clear career paths and expectations for delivery excellence.
Own skills development and leadership coaching to ensure teams can deliver modern Microsoft services reliably and at scale.
Ensure strong technical currency across Microsoft’s portfolio through a disciplined approach to training and relevant certifications.

Customer Engagement & Solution Delivery

Serve as an executive advisor to enterprise clients, connecting business priorities to Microsoft strategies that drive adoption, value realization, and sustained outcomes.
Provide executive oversight for complex programs, ensuring strong delivery governance, risk management, and accountability to scope, timelines, budgets, and quality standards.
Partner with sales and presales teams on strategic pursuits, shaping scope, delivery approach, and proposals that clearly articulate business outcomes.
Ensure a world-class customer experience through proactive communication, executive visibility, and consistent delivery excellence.

Technical Expertise & Collaboration

Maintain a platform-aware perspective across Microsoft’s enterprise portfolio to ensure services align with Microsoft roadmaps and customer demand.
Collaborate with Microsoft field and partner teams to drive joint solutions and enablement, strengthening SHI’s enterprise delivery capabilities.
Collaborate across Cloud, Data, AI, and Security teams to deliver integrated outcomes and avoid siloed delivery.
Ensure delivery teams are equipped with modern architectures, reference patterns, and readiness guidance to keep engagements secure, supportable, and repeatable.

Business Development & Revenue Growth

Drive growth of professional services revenue by shaping offerings, supporting strategic pursuits, and expanding enterprise client relationships.
Own practice operations, including utilization, capacity planning, and pipeline health, to maximize performance and profitability.
Develop and maintain executive relationships with key clients and partners to drive trust, retention, and growth.
Ensure engagements are scoped responsibly, with clear assumptions, success criteria, and measurable outcomes.

Behaviors and Competencies

Communication: Can lead and model exceptional communication at all levels of the organization, develop and implement communication strategies, and coach others to improve their communication skills.
Leadership: Can lead strategic team initiatives, inspire others to take leadership roles, and foster a culture of shared responsibility and continuous improvement.
Impact and Influence: Can drive organizational change and win the support of key stakeholders through effective influence and persuasion.
Analytical Thinking: Can drive strategic transformations, inspire others to embrace change, and foster a culture of continuous adaptation.
Innovation: Can proactively lead organizational adaptability, inspire creativity, and foster a culture of continuous improvement.
Negotiation: Can lead strategic negotiations, inspire others to develop negotiation skills, and foster a culture of constructive dialogue and compromise.
Business Acumen: Can provide strategic guidance and insights to drive overall business success.
Emotional Intelligence: Can lead others in managing emotions, use emotional intelligence to enhance organizational health and success, and implement strategies to improve overall emotional intelligence in the workplace.
Problem-Solving: Can lead strategic problem-solving initiatives, inspire others to improve their problem-solving skills, and foster a culture of proactive problem-solving.
Detail-Oriented: Can foster a culture of detail orientation, inspiring others to maintain high standards of accuracy and completeness in their work.
Organization: Can design and implement efficient organizational structures and processes, mentor others in organizational skills, and lead by example in maintaining high standards of organization.
Follow-Through: Can lead complex projects, inspire others to follow through on their commitments, and foster a culture of accountability and reliability.

Skill Level Requirements

Executive-level communication skills with the ability to align stakeholders across sales, delivery, engineering, and partner teams.
Strategic leadership that sets clear direction, builds followership, and drives measurable business outcomes.
Strong judgment and analytical thinking when navigating ambiguity, competing priorities, and tradeoffs.
Credibility and influence as a trusted advisor to enterprise clients.
An innovation mindset that improves services and delivery models while maintaining governance, quality, and organizational readiness.
Strong business acumen, including operating a services practice with accountability for utilization, capacity, pipeline health, and profitability.
High standards for accountability, execution, and follow-through across complex, cross-functional initiatives.

Preferred Skill Level Requirements

10+ years of leadership experience within a technology services organization, with a focus on Microsoft solutions.
Deep understanding of enterprise Microsoft platforms, such as Exchange Online, Microsoft Entra ID, SharePoint Online, Windows 365, and Azure infrastructure.
Proven track record of leading and scaling technical services teams and service offerings.
Experience delivering complex enterprise programs with strong delivery governance.
Exposure to data platforms and AI applications; familiarity with infrastructure as code is a plus.
Ability to clearly communicate complex technical concepts to executive and cross-functional audiences.

Other Requirements

Willingness to travel to SHI, partner, and customer events (approximately 25%).
Ability to scope, plan, and govern complex Microsoft services engagements across Modern Work, Azure, Data, and AI.
Experience partnering closely with internal sales/presales teams and Microsoft field organizations on strategic pursuits.
Ongoing commitment to maintaining technical and leadership currency through continuous learning and relevant certifications.

The estimated annual pay range for this position is 350,000 - 450,000 CAD which includes a base salary and bonus. The compensation for this position is dependent on job-related knowledge, skills, experience, and market location and, therefore, will vary from individual to individual. Benefits may include, but are not limited to, medical, vision, dental, 401K, and flexible spending.

Equal Employment Opportunity – M/F/Disability/Protected Veteran Status