Technical Team Lead

6 days ago


Mississauga, Ontario, Canada Wingman Solutions Inc. Full time
About the Role:

Wingman Solutions Inc. is seeking a seasoned and experienced Senior IT Operations Manager to lead our growing IT operations team. As the Senior IT Operations Manager, you will play a pivotal role in guiding a team of system administrators and IT professionals in delivering top-notch managed services to our clients. This is a hybrid role, requiring both strategic leadership and hands-on technical expertise, particularly in Microsoft, Google, and Apple environments.

Key Responsibilities:
  1. Leadership & Team Management:
    • Lead and mentor a team of system administrators, ensuring the delivery of high-quality managed services.
    • Conduct regular team meetings, provide performance feedback, and create development plans to foster professional growth.
    • Collaborate with other departments to ensure alignment with company goals and client expectations.
  2. Technical Oversight:
    • Oversee the implementation, configuration, and support of Microsoft 365, Azure, and Google Workspace, with a focus on hybrid and on-premise environments.
    • Lead the development and enforcement of IT policies, procedures, and security protocols, ensuring compliance across all managed services.
    • Provide escalation support and resolve complex technical issues, particularly those involving Microsoft Infrastructure, Google Workspace, and Apple MDM (e.g., Mosyle, Apple Business Manager).
  3. Client & Project Management:
    • Serve as the primary point of contact for key clients, ensuring satisfaction and addressing any escalations or service issues.
    • Manage and participate in the successful execution of technical projects, ensuring they meet client requirements and are delivered on time and within budget.
    • Develop strategies for integrating and optimizing disparate operating environments for improved efficiency, reliability, and performance.
  4. Innovation & Continuous Improvement:
    • Identify opportunities to enhance service delivery through process improvements, automation (e.g., scripting with PowerShell), and the adoption of new technologies.
    • Stay abreast of industry trends and emerging technologies to ensure Wingman Solutions Inc. remains competitive and forward-thinking.
  5. Documentation & Training:
    • Develop and maintain comprehensive documentation for systems, processes, and best practices.
    • Facilitate training sessions for team members and clients to ensure a deep understanding of the systems in use and the security protocols in place.
Qualifications:
  1. Technical Expertise:
    • Extensive experience with Cloud environments (Azure) and enterprise directory services.
    • At least 5+ years of technical experience with server infrastructure, including Microsoft 365, Exchange, SharePoint, and Active Directory.
    • Proficiency in managing and troubleshooting M365, Google Workspace, and Apple ecosystems.
    • Strong scripting skills using PowerShell and other common tools.
  2. Leadership & Management:
    • Previous experience in a leadership role, ideally within an MSP or similar environment.
    • Proven ability to lead, inspire, and develop high-performing technical teams.
    • Strong project management skills, with experience overseeing multiple, concurrent technical projects.
  3. Education & Certifications:
    • A minimum of a College Degree (Bachelor's degree preferred).
    • Relevant industry certifications (e.g., ITIL, Microsoft Certified: Azure Administrator, Google Workspace Administrator) are an asset.
Skills & Competencies:
  • Exceptional communication skills, both verbal and written, with the ability to convey complex technical concepts to non-technical stakeholders.
  • Strong analytical and problem-solving abilities, with a focus on root cause analysis and proactive issue resolution.
  • High level of self-motivation and the ability to manage competing priorities in a fast-paced environment.
  • Demonstrated ability to collaborate effectively in a team-oriented, inclusive work environment.
What We Offer:
  • Competitive salary with performance-based incentives.
  • At least two weeks of vacation and three floating holidays from the first day of work, based on your experience.
  • Education assistance program to support your professional growth.
  • Hybrid work environment, offering a blend of on-site and remote work.
  • A culture that values respect, inclusion, and diversity, fostering a positive and collaborative work environment.
Job Types:
  • Full-time, Permanent
Pay:
  • From $75,000.00 per year
Additional pay:
  • Bonus pay
Benefits:
  • Casual dress
  • Dental care
  • Extended health care
  • Paid time off
  • Vision care
  • Work from home
Flexible language requirement:
  • French not required
Schedule:
  • Day shift
  • Monday to Friday
Application question(s):
  • You own a car and is available to you at all times (no sharing)
  • Have you worked at a Managed Service Provider before?
Experience:
  • system administration: 5 years (required)
Work Location:
  • Hybrid remote in Mississauga, ON L5R 3E7

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