IT Helpdesk Specialist: Windows/macOS & M365 Support

Charger Logistics Inc.; Brampton; Hybrid; CAD 45,000 - 65,000; Full time

Benefits offered by this job

Competitive Salary

Healthcare Benefit Package

Career Growth

Job summary

Charger Logistics Inc. is seeking an IT (Helpdesk) Support Specialist to be the first point of contact for technology issues across our offices, terminals and remote staff. You'll resolve hardware, software and account issues quickly so drivers, dispatch and office teams stay moving.

You will set up laptops, onboard new hires, manage offboarding, and escalate complex issues. Proficiency with Windows, macOS, Microsoft 365, Okta and AD/Entra ID is required.

Qualifications

• 1–2 years in IT helpdesk, desktop support or a similar role (internships and co-ops considered).
• Diploma or degree in IT or a related field, or equivalent experience.
• Hands-on experience with Windows 10/11, macOS, Microsoft 365 (Outlook, Teams), Active Directory / Entra ID and Okta, including MFA setup.

Responsibilities

• Provide Tier 1/Tier 2 support by phone, email, chat and in person, resolving most issues on first contact.
• Log, prioritize and track tickets in Zendesk within agreed SLAs, using macros and knowledge-base articles and writing clear ticket notes.
• Troubleshoot Windows/macOS devices, printers, mobile devices and peripherals.
• Manage user accounts, passwords, SSO and permissions in Okta, Active Directory / Entra ID and Microsoft 365, assign users to groups and apps, and enrol users in MFA (Okta Verify, Microsoft Authenticator).
• Support Microsoft 365 (Outlook, Teams, OneDrive, SharePoint), including mailboxes, shared mailboxes, distribution lists and licences.
• Support Slack accounts, channels, notifications and integrations.
• Onboard new hires (laptop setup, Outlook mailbox, Microsoft Teams, Slack, Okta apps) and offboard leavers by revoking access and recovering equipment.
• Diagnose basic network issues (Wi-Fi, VPN, DNS, DHCP, IP addressing) using tools such as ping, nslookup, ipconfig and tracert, and escalate complex cases with clear notes.
• Perform first-line checks on network cameras (IP connectivity, PoE power, NVR/VMS access) and escalate hardware or configuration faults.
• Maintain IT asset inventory and keep knowledge-base articles up to date.

Skills

Communication skills

Customer service mindset

Problem solving

Team collaboration

Education

Diploma or degree in IT or related field

Tools

Zendesk

Microsoft 365

Active Directory / Entra ID

Okta

Slack

Windows 10/11

macOS

Job description

Charger Logistics Inc. is seeking an IT (Helpdesk) Support Specialist to be the first point of contact for technology issues across our offices, terminals and remote staff. You'll resolve hardware, software and account issues quickly so drivers, dispatch and office teams stay moving.

You will set up laptops, onboard new hires, manage offboarding, and escalate complex issues. Proficiency with Windows, macOS, Microsoft 365, Okta and AD/Entra ID is required.