Senior IT Help Desk Analyst

1 week ago


Cambridge, Ontario, Canada Integra 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.



  • Cambridge, Ontario, Canada Gore Mutual Insurance Full time

    Next Horizon is here. Fueled by investments in talent and technology, our bold strategy to transform is nearly complete.  At Gore Mutual, we've always set ourselves apart as a modern mutual that does good. Now, we're proudly building on that legacy to transform our company—and our industry—for the better. Our path forward sharpens our focus on...


  • Cambridge, Ontario, Canada Gore Mutual Insurance Full time

    Gore Mutual has a long-standing tradition of supporting Canadian communities. As Canada's first property and casualty insurer, we've been proudly built by and for Canadians for over 185 years. Insurance that does good isn't just what we do—it's why we exist.   Now, we're building on that legacy. Fueled by investments in talent and technology, our bold...

  • Senior Data Analyst

    2 weeks ago


    Cambridge, Ontario, Canada Gore Mutual Insurance Full time

    Next Horizon is here. Fueled by investments in talent and technology, our bold strategy to transform is nearly complete.  At Gore Mutual, we've always set ourselves apart as a modern mutual that does good. Now, we're proudly building on that legacy to transform our company—and our industry—for the better. Our path forward sharpens our focus on...


  • Cambridge, Ontario, Canada Gore Mutual Insurance Full time

    Next Horizon is here. Fueled by investments in talent and technology, our bold strategy to transform is nearly complete.  At Gore Mutual, we've always set ourselves apart as a modern mutual that does good. Now, we're proudly building on that legacy to transform our company—and our industry—for the better. Our path forward sharpens our focus on...

  • Data Analyst

    2 weeks ago


    Cambridge, Ontario, Canada Gore Mutual Insurance Full time

    Gore Mutual has a long-standing tradition of supporting Canadian communities. As Canada's first property and casualty insurer, we've been proudly built by and for Canadians for over 185 years. Insurance that does good isn't just what we do—it's why we exist.   Now, we're building on that legacy. Fueled by investments in talent and technology, our bold...


  • Cambridge, Ontario, Canada Aston Carter Full time $40 - $45

    Job Title: Senior Financial AnalystJob DescriptionAs a Senior Financial Analyst, you will play a crucial role in leading financial controls, SOX compliance, and performance reporting for a growing division shaping the future of automation and life sciences. You will gain exposure to global operations, work directly with cross-functional leaders, and drive...


  • Cambridge, Ontario, Canada Aston Carter Full time $40 - $45

    Job Title: Senior Financial AnalystJob DescriptionAs a Senior Financial Analyst, you will play a crucial role in leading financial controls, SOX compliance, and performance reporting for a growing division shaping the future of automation and life sciences. You will gain exposure to global operations, work directly with cross-functional leaders, and drive...


  • Cambridge, Ontario, Canada Septodont Full time

    Company detailSeptodont is a leading manufacturer of dental pharmaceuticals and medical devices. The French-based company employs over 2,000+ people globally. We have six manufacturing plants in France, India, North and South America, and an international distribution network that is dedicated to serving the needs of dental professionals in more than 150...


  • Cambridge, Ontario, Canada Novocol Pharma, a Septodont company Full time

    Company DetailsSeptodont is a leading manufacturer of dental pharmaceuticals and medical devices. The French-based company employs over 2,000+ people globally. We have six manufacturing plants in France, India, North and South America, and an international distribution network that is dedicated to serving the needs of dental professionals in more than 150...


  • Cambridge, Ontario, Canada Gore Mutual Insurance Full time

    Next Horizon is here. Fueled by investments in talent and technology, our bold strategy to transform is nearly complete.At Gore Mutual, we've always set ourselves apart as a modern mutual that does good. Now, we're proudly building on that legacy to transform our company—and our industry—for the better.Our path forward sharpens our focus on business...