Senior IT Specialist

Point Solutions Inc.

Point Solutions Inc. is seeking a highly skilled, detail-oriented, and results-driven Senior IT Specialist  to lead technical operations, oversee client support activities, and manage the implementation, maintenance, and optimization of enterprise IT and Point of Sale (POS) solutions.

The ideal candidate will combine strong technical expertise with proven leadership ability, ensuring exceptional service delivery, operational efficiency, and high customer satisfaction. This role requires a proactive professional who can supervise technical staff, manage projects, troubleshoot complex issues, improve operational processes, and support the continued growth of the company’s technology services.

Key Responsibilities

Technical Leadership & Support

• Lead, supervise, mentor, and support IT technicians and support staff.
• Serve as the escalation point for advanced technical and client-related issues.
• Diagnose and resolve complex hardware, software, networking, infrastructure, and POS system problems.
• Ensure timely completion of installations, maintenance, upgrades, and support requests.
• Monitor and maintain IT infrastructure, including servers, workstations, firewalls, switches, wireless networks, cloud services, and backup systems.
• Support and maintain Point of Sale systems, inventory systems, payment integrations, and related technologies.
• Analyze existing computer systems and recommend upgrades, improvements, and optimization strategies.
• Stay current with advancements in technology and ensure technical staff receive ongoing training and refresher courses.

Systems Implementation & Project Management

• Plan, coordinate, and oversee system installations, upgrades, migrations, and deployments for both internal and client environments.
• Develop and oversee the installation of hardware and software systems.
• Manage IT projects from planning through execution while ensuring deadlines and client expectations are met.
• Conduct testing, troubleshooting, quality assurance, and system validation procedures prior to deployment.
• Coordinate upgrades, installations, and implementation of new hardware and software solutions for clients.
• Ensure all installations, maintenance, and upgrades are completed according to schedule and client specifications.

Security, Compliance & Risk Management

• Implement and maintain IT security policies, safety procedures, backup systems, and disaster recovery plans.
• Ensure systems comply with company standards, security policies, and cybersecurity best practices.
• Monitor system performance and proactively identify vulnerabilities, risks, and improvement opportunities.
• Maintain secure and reliable client and internal IT environments.

Team & Operational Management

• Develop work schedules, assign responsibilities, delegate tasks, and monitor team productivity.
• Recruit, train, evaluate, and support the professional development of technical staff.
• Create and maintain technical documentation, policies, procedures, user manuals, and safety protocols.
• Collaborate with management, vendors, and other departments to ensure smooth operations and successful project delivery.
• Develop operational budgets and assist with resource planning where required.
• Maintain high levels of professionalism and customer service in all client interactions.
• Lead and manage the team effectively during stressful or high-pressure situations.

Client Relations & Customer Service

• Build and maintain strong client relationships through effective communication and technical support.
• Provide on-site and remote technical support when required.
• Ensure prompt resolution of help desk tasks and technical support issues.
• Deliver projects and service requests according to company standards and client expectations.
• Provide exceptional customer service and technical guidance to clients.

Qualifications & Requirements

Education & Certifications

• Bachelor’s degree in Computer Science, Information Technology, Network Engineering, or a related field preferred.
• Associate degree with significant industry experience may be considered.
• Courses or qualifications in Business Administration would be an asset.
• Relevant industry certifications are highly desirable, including:
  • Microsoft Certifications
  • Cisco Certifications (CCNA/CCNP)
  • CompTIA Certifications (A+, Network+, Security+)
  • VMware or cloud certifications

Experience

• Minimum of 5 years of hands-on experience in IT support, infrastructure management, or systems administration.
• Previous team leadership experience preferred.
• Practical experience installing, configuring, and maintaining IT systems and networks.
• Experience with POS systems, retail, hospitality, or restaurant technology environments is considered an asset.
• Strong background in:
  • Networking and infrastructure
  • Windows Server environments
  • Cybersecurity and backup solutions
  • Hardware and software troubleshooting
  • Cloud and remote support technologies

Skills & Competencies

• Strong technical knowledge of IT infrastructure, networking, and security.
• Excellent leadership, interpersonal, and team management abilities.
• Strong analytical and problem-solving skills.
• Ability to perform effectively under pressure and manage multiple priorities.
• Excellent written and verbal communication skills.
• Strong customer service orientation and professionalism.
• Ability to work independently and make sound technical decisions.
• Highly organized with strong attention to detail.

Preferred Attributes

• Self-motivated and proactive.
• Strong business and operational awareness.
• Ability to adapt quickly to evolving technologies.
• Commitment to continuous learning and professional development.
• Strong work ethic and ability to lead by example.

Employment Information

• Full-time position
• May require after-hours or weekend support when necessary
• Some travel to client locations may be required

About Point Solutions Inc.

Point Solutions Inc. provides innovative technology and Point of Sale solutions designed to help businesses improve efficiency, operations, and customer experience. We are committed to delivering exceptional service, dependable support, and forward-thinking technology solutions to our clients.