About Sterling Brokers
Sterling Brokers is disrupting the Group Benefits and Retirement landscape in Canada through our innovative application, integrating with the largest insurance carriers in Canada and global HRIS platforms, to administer a streamlined solution. We are the largest independently owned and operated Third Party Administrator (TPA) and Broker in Canada, and 4th largest overall. Established in 2014, SCB is growing rapidly and looking for talented individuals to join our team.
About the role
Sterling Capital Brokers is a remote-first company and is seeking a qualified IT Support Specialist to join our rapidly growing team. As a remote first company, we prioritize seamless support for our remote employees. Our laptop equipment philosophy is that if an employee requires a device for any reason, we should be able to purchase a laptop from any local source, and as soon as they log in, all the required Sterling environment should be deployed automatically (including MDM, Anti-virus, firewall / security settings, standard applications, etc).
This role involves skills with both “front end,” ie: laptop and mobile devices, and “back end” – Office 365, Entra-ID, Exchange online, etc., with a strong focus on automation. While we utilize a Managed Service Provider, we have decided we need to bring more capabilities in-house. We are seeking a highly motivated and reliable candidate who is ideally located in Canada. We are looking for someone who demonstrates integrity and professionalism, with a background that reflects these values. Our ideal candidate is trustworthy and dependable, with a commitment to upholding high ethical standards.
This is a great opportunity for someone who is passionate about supporting their team and improving processes to create a more efficient and effective workflow. If you are driven, dependable, and excited to be part of a dynamic work culture, we encourage you to apply.
What you'll do
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A typical day will involve logging into Slack and reviewing our #it-help channel for anyone requiring help, entering tickets when necessary
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Reviewing MDM for non-compliant devices/users and support by getting them compliant
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Assessing upcoming hiring needs and verify that necessary equipment has been procured for new employees
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Coordinating returns of equipment from company leavers or people requiring service
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Maintaining a spares pool for overnight shipping for employees who need a temporary laptop
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Reviewing Microsoft security hub and remediating issues
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Working on Information Rights Management automatic classifiers and applying policy to more documents
Required Skills
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Ability to self-organize tasks, work out of a JIRA queue, and keep management and end users appraised of the status.
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Able to be highly productive while working remotely, using primarily slack, but also email, telephony, zoom, etc.
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Ability to reason about and troubleshoot novel problems, using exploratory skills, the internet, and vendor support to drive to a resolution
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2+ years of paid experience with end user support with a collaborative, educational, and positive bedside manner
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Ability to train users on productivity and information security issues
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Familiar with both Windows and MacOS operating systems, including the ability to image, configure, troubleshoot, etc.
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You must be familiar with device drivers and registrars
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Familiar with Microsoft Intune MDM, including the ability to enforce conditional access, create/package updates, and deploy them in phased groups to the company.
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Additionally, understand how to enroll mobile devices using MDM, including properly using managed applications on iOS and work profiles on Android
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Understanding of Apple Business Manager management
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Understanding of and ability to configure and troubleshoot Windows Autopilot
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Ensure devices are encrypted with decryption keys escrowed (ie Bitlocker)
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Ability to automate tasks via powershell (windows)
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Automation and scripts are preferred over manual checklists
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Example: delete invites from employee's calendars when they leave the company, or query for devices with a specific patch not installed
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Familiar with Azure Entra-ID, including creating dynamic (vs static) groups
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Experience managing SharePoint sites, including setting up access control, maintaining, and auditing access periodically
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Understanding of organizational consent, Entra-AD permission schemes
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Familiar with networking basics, such as DHCP, DNS, common wifi authentication schemes, etc.
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Able to manage tracking device inventory, with MDM as source-of-truth
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Able to track warranty and remote service contracts, such as Apple Care
Desired Skills
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Familiar with Microsoft Purview and Information Rights Management
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Familiar with and able to set up and debug SAML (SSO) integrations with Microsoft Entra-ID as the Identity Provider.
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Experience with HRIS systems such as Rippling, and how they can publish or synchronize information to Azure-AD
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Experience supporting any material compliance framework, such as SOC2 or ISO27001
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Familiar with anti-virus / EDPR platforms
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Microsoft Power Apps / automation experience
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IE: do something every time a new file is dropped in a specified folder in SharePoint
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VBA development experience
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Familiarity with Microsoft Security Hub
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Experience managing end user infosec training programs such as KnowBe4
Why Work for Sterling?
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Rapidly growing business with career progression opportunities
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Competitive salaries and benefits
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Small team of highly motivated contributors
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Remote working opportunities
