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Senior IT Help Desk Analyst

2 weeks ago


Cambridge ON NE A, Canada M2S Group Full time

Position Overview:

At Critical Project Services, we are dedicated to delivering exceptional IT support and driving continuous improvement across our technology landscape. We are seeking a Senior IT Help Desk Analyst to lead and enhance our help desk operations, mentor junior technicians, and serve as a key liaison between IT and business stakeholders. This role requires a seasoned professional with deep technical expertise, strong leadership capabilities, and a passion for customer service excellence.

Key Responsibilities:

  • Lead day-to-day help desk operations, ensuring timely and effective resolution of technical issues.

  • Serve as an escalation point for complex technical problems involving hardware, software, networking, and system configurations.

  • Provide strategic input into the implementation and optimization of ConnectWise Manage and control solutions.

  • Collaborate with cross-functional teams, including Cybersecurity, Infrastructure, and external vendors, to ensure seamless IT service delivery.

  • Oversee network troubleshooting and proactively identify areas for improvement in connectivity and performance.

  • Coordinate and manage structured cabling, IDF setup, and security hardware installations with third-party vendors.

  • Supervise device provisioning, imaging, and lifecycle management, maintaining accurate inventory records.

  • Develop and maintain comprehensive documentation, knowledge bases, and client-facing support materials.

  • Design and deliver training programs for end-users and junior help desk staff.

  • Recommend assistive technologies and accessibility solutions for clients with disabilities.

  • Monitor system performance and recommend enhancements to improve reliability and efficiency.

  • Stay current with industry trends, certifications, and emerging technologies to continuously elevate service standards.

  • Ensure high levels of customer satisfaction through follow-up and proactive support initiatives.

Qualifications:

  • Associate's or Bachelor's degree in Information Technology, Computer Science, or related field preferred.

  • High school diploma or GED required.

  • Demonstrated experience in IT support, systems administration, or related technical roles.

  • Proven experience in IT support or systems administration, with a minimum of 5 years in a help desk or technical support role.

  • Strong leadership and mentoring skills; prior experience supervising or training junior staff preferred.

  • Advanced knowledge of Microsoft 365 administration, including user, group, email, and license management.

  • Expertise in Windows OS, networking protocols, and troubleshooting methodologies.

  • Excellent communication, problem-solving, and customer service skills.

  • Experience with ERP systems and ConnectWise tools is highly desirable.

  • Network or systems certifications (e.g., CompTIA Network+, Microsoft Certified: Azure Administrator) are a plus.

  • Detail-oriented with a focus on quality and continuous improvement.

Additional Notes:

Works in an office environment. Requires occasionally performing activities including, but not limited to, bending, stooping, grasping, reaching, twisting, turning and/or lifting.

Experience

Required

  • 5 year(s): Minimum of 5 years in a help desk or technical support role
Education

Required

  • High School or better

Preferred

  • Bachelors or better in Other
  • Associates or better in Other
Skills

Preferred

  • Leadership & Team Management
  • Problem-Solving
  • Proficiency in Microsoft Office
  • Supports team goals
  • Time Management
  • Critical Thinking
  • Clear communication
Behaviors

Preferred

  • Leader: Inspires teammates to follow them
  • Detail Oriented: Capable of carrying out a given task with all details necessary to get the task done well
  • Dedicated: Devoted to a task or purpose with loyalty or integrity
Motivations

Preferred

  • Flexibility: Inspired to perform well when granted the ability to set your own schedule and goals
  • Growth Opportunities: Inspired to perform well by the chance to take on more responsibility
  • Goal Completion: Inspired to perform well by the completion of tasks
  • Ability to Make an Impact: Inspired to perform well by the ability to contribute to the success of a project or the organization