About the role

Affinity is seeking an IT Systems Administrator and Support Specialist to manage day-to-day Microsoft 365 and endpoint administration while serving as the first point of contact for IT support. This hands-on role combines system administration with responsive, customer-focused support for employees using Windows, macOS, and business applications.

You will take ownership of support requests, keep devices and accounts secure and reliable, and make onboarding and offboarding run smoothly. Strong Microsoft Intune expertise, practical Microsoft 365 administration experience, and clear communication are essential.

Key responsibilities

- Provide first-line support for hardware, software, account access, Microsoft 365, and connectivity issues through remote support, phone, and other support channels. Resolve routine issues and escalate complex problems with transparent diagnostic information.
- Administer and support Microsoft 365, including Exchange Online and Outlook, Teams, SharePoint Online, and OneDrive. Manage licenses, groups, shared mailboxes, permissions, and common collaboration and synchronization issues.
- Manage Windows and macOS devices through Microsoft Intune, including enrollment, configuration profiles, application deployment, compliance policies, operating system updates, and device retirement.
- Support consistent device provisioning using Windows Autopilot and managed Mac enrollment processes. Troubleshoot enrollment, configuration, and application deployment failures.
- Administer user identities and access in Microsoft Entra ID, including account changes, group membership, multifactor authentication, and sign-in troubleshooting. Apply approved Conditional Access policies and least-privilege access practices.
- Coordinate employee onboarding, role changes, and offboarding with HR and managers. Provision equipment and approved access, orient new users, revoke access promptly, recover assets, and handle data transfers according to company policy.
- Own incidents and service requests in the IT service management (ITSM) platform. Prioritize by impact and urgency, maintain accurate records, communicate progress, and follow through to resolution within agreed service targets.
- Provide initial troubleshooting for Affinity business applications, including access, browser, configuration, and user workflow issues. Capture reproduction steps, error messages, and relevant logs,



and coordinate escalation to application specialists or vendors.
- Maintain endpoint security controls, including Microsoft Defender for Endpoint, encryption, patching, and device compliance. Triage routine alerts and escalate suspected security incidents through established procedures.
- Support secure sharing and access in Teams, SharePoint, and OneDrive. Assist with approved file recovery and retention procedures, and help users follow company data handling requirements.
- Troubleshoot common Wi-Fi, VPN, DNS, and network connectivity issues. Maintain hardware and software inventories and coordinate equipment procurement, repairs, warranties, and vendor support.
- Maintain support procedures, onboarding checklists, and knowledge articles. Explain technical issues clearly, identify recurring problems, and recommend practical improvements to reliability and the employee experience.
- Perform routine administration and approved changes using documented procedures. Review relevant service health notices and maintain clear change records and escalation handoffs.

Required qualifications

- Proven experience in IT support and day-to-day systems administration within a Microsoft 365 environment.
- Strong hands-on Microsoft Intune expertise across Windows and macOS, including device enrollment, configuration, application management, compliance, and troubleshooting.
- Practical administration and support experience with Exchange Online, Outlook, Teams, SharePoint Online, OneDrive, and Microsoft Entra ID.
- Confident troubleshooting of Windows and macOS devices, Microsoft 365 applications, identity and access issues, and basic network connectivity.
- Experience managing employee onboarding and offboarding, endpoint lifecycle activities, and requests in an ITSM or ticketing platform; experience with any established platform is acceptable.
- Excellent written and verbal communication, a patient and service-oriented approach, and the ability to explain technical information to nontechnical users.




- Ability to prioritize competing requests, work independently, document work accurately, protect confidential information, and collaborate with internal teams and vendors.

Preferred qualifications

- Basic familiarity with Microsoft Azure services and the Azure portal, sufficient to assist with initial triage and coordinate with cloud specialists.
- Experience with Windows Autopilot, Apple Business Manager, Microsoft Defender for Endpoint, and passwordless or phishing-resistant authentication.
- Familiarity with ITIL service management practices, Microsoft 365 data protection features, and secure adoption of AI-enabled workplace tools such as Microsoft 365 Copilot.
- Relevant Microsoft endpoint, Microsoft 365, security, or Azure fundamentals certifications, and an IT-related diploma or degree, or equivalent practical experience.

Pay: $55,000.00-$70,000.00 per year

Application question(s):

- How many years of professional experience do you have in IT support and day-to-day systems administration?

Pleaser answer:
a) Less than 1 year
b) 1 to less than 2 years
c) 2 to less than 3 years
d) 3 to 5 years
e) more than 5 years

- How many years of hands-on Microsoft 365 administration and support experience do you have, including SharePoint Online, Microsoft Teams, and OneDrive?

Pleaser answer:
a) Less than 1 year
b) 1 to less than 2 years
c) 2 to less than 3 years
d) 3 to 5 years
e) more than 5 years

- Have you personally managed employee onboarding and offboarding, including accounts, licenses, group membership, access permissions, and company devices?

Select one:

- Yes, independently
- Yes, with supervision
- No
- How many years of hands-on experience do you have administering Microsoft Intune, including device enrollment, configuration profiles, application deployment, compliance policies, and troubleshooting?

Pleaser answer:
a) Less than 1 year
b) 1 to less than 2 years
c) 2 to less than 3 years
d) 3 to 5 years
e) more than 5 years

- Please briefly identify your administration experience with each:
- SharePoint Online:
- Microsoft Teams:
- OneDrive:
- Have you used an ITSM or ticketing platform to document, prioritize, troubleshoot, and resolve support requests?

Select one:

- Yes
- No

If yes, name the platform or platforms:

- What is your salary expectation?

Work Location: In person

📌 IT Systems Administrator and Support Specialist (Markham)
🏢 Affinity eSolutions
📍 Markham