Propel (TSX: PRL) is the fintech company building a new world of financial opportunity by facilitating access to credit for consumers underserved by traditional financial institutions. Through its AI-driven platform, Propel evaluates customers in a more comprehensive way than traditional credit scores can. Our revolutionary fintech platform has already helped consumers access over one million loans and lines of credit and over one billion dollars in credit.

To build a new world of opportunity we bring together the brightest talent to help us build opportunities. At Propel, we are here to change the way employees, customers and shareholders succeed together. Join us as we change the way employees, customers and shareholders succeed together.

The Senior IT System Administrator is a senior technical owner within Propel IT, responsible for maintaining reliable, secure, documented, and healthy infrastructure, cloud services, endpoint platforms, identity services, and security-support processes. This hands‑on role requires strong troubleshooting, disciplined change management, and explicit communication with IT, Information Security, P&C;, business stakeholders, and vendors. Infrastructure, Cloud, and Network Operations Administer,monitor, and improve Azure infrastructure, Entra ID, Azure networking, virtual machines, storage, resource health, access paths, and related cloud services Manage and support Windows Server, AD DS, DNS, GPO, DFS, IIS, VMware, backup/recovery dependencies, and other core infrastructure services as assigned Coordinate with vendors/MSPs for office network,firewall, switching, Wi-Fi, ISP, Azure, Cloudflare, and infrastructure work whileretaininginternal ownership of follow-up and closure Support Cloudflare WARP, Zero Trust tunnels, access policies, network routing dependencies, and approved remote/private accesspaths in coordination with Security and system owners Monitor system health, capacity, availability, backup posture, and configuration drift;identifyissues before they become recurring support problems Own day-to-day administration and health of endpoint management platforms such as Microsoft Intune, Microsoft Defender for Endpoint, KACE,Jamf, and any future macOS MDM replacement such as IRU/Kandji-style tooling Deploy,monitor, andvalidateoperating system patches, application updates, configuration profiles, security baselines, compliance policies, and endpoint remediation scripts Support Windows Autopilot, Intune enrollment,Jamfenrollment, device rebuilds, endpoint readiness checks, BitLocker/FileVault, LAPS,ScreenConnect, Cloudflare WARP, KACE, and Defender onboarding Maintainaccuraterunbooks for device onboarding, rebuild, patching, quarantine, remediation, and return-to-service workflows Security Operations and Incident Support Review, triage, and elevate security alerts from Microsoft Defender, Rapid7, KACE, Intune,



Entra sign-in logs, Cloudflare, and related systems according to Propel security and compliance processes Work with Information Security on suspicious activity, compromised-device investigations, risky sign-ins, malware alerts, phishing-related endpoint activity, and data-loss or DLP-triggered events Support containment actions when approved, including device isolation, session revocation, access blocking, password/MFA recovery actions, device wipe/rebuild, and controlled return-to-service validation Microsoft 365, Identity, SSO, and Data Protection Administer and support Microsoft 365 services including Exchange Online, Teams, SharePoint, OneDrive, Defender, Intune, Entra ID, enterprise applications, and related user/device policies Understand and support SSO concepts including SAML, OIDC, enterprise apps, app assignments, claims, certificates, groups, MFA, Conditional Access, and break-glass/rollback considerations Understand Microsoft Purview, DLP, information protection, retention, alerting, and email/data-flow controls sufficiently to troubleshoot issues and coordinate with Security, Legal/Privacy, and business owners Support access lifecycle requests where delegated, while ensuring manager, system owner, Security, P&C;, Legal/Privacy, CCB, or data-owner approvals are obtained whererequired L3 Support, Coaching, and Escalation Serve as the L3 escalation resource for complexendpoint, identity, cloud, network, infrastructure, and security-support issues that cannot be resolved by L1/L2 Coach L1/L2 team members on troubleshooting methods, evidence collection, ticket quality, customer communication, endpoint tooling, and when to elevate Help resolve employee hardware and software issues when advanced technical support is needed, including situations involving policy conflicts, device compliance, account/session issues, or business-critical applications Prepareaccuratechange summaries, implementation plans, rollback plans, validation steps, and post‑change updates for assigned work Maintain current documentation for architecture, access paths, configurations, administrative procedures, ownership boundaries, recurring checks, and operational standards Participate in internal/external audits, user access reviews, security reviews, evidence gathering, policy remediation, and compliance‑related improvement work Ensure tickets and change records clearly show approvals, actions taken, validation results, remaining risks,



and closure rationale College diploma or equivalent certification in Information Technology or related field ~5+ years of progressive IT systems administration experience in a Microsoft enterprise environment ~ Hands‑on experience administering Azure, Entra ID, Microsoft 365, Exchange Online, SharePoint, OneDrive, Teams, Intune, Defender, and Conditional Access or related identity/security controls ~ Strong working knowledge of Windows Server, AD DS, DNS, GPO, DFS, IIS, PowerShell, endpoint troubleshooting, and infrastructure operations ~ Working knowledge of networking fundamentals, VPN/Zero Trust access, Cloudflare or similar access tooling, firewalls, switching, Wi‑Fi, DNS, routing, and vendor/MSP coordination ~ Experience supporting security investigations, vulnerability remediation, endpoint containment/recovery, audit evidence, and compliance‑driven technical work ~ Strong documentation, ticket hygiene,change‑managementdiscipline, and written communication skills ~ Experience with Rapid7, Microsoft Purview/DLP, Cloudflare Zero Trust, Azure networking, VMware, Dell hardware/storage/switching,ScreenConnect, and enterprise backup/recovery processes ~ Experience supporting SSO integrations, enterprise applications, SCIM/group‑based provisioning, and third‑party SaaS access models ~ Experience with ITIL‑aligned support processes,JiraorFreshservice‑style ITSM platforms, CCB/change governance, and audit‑ready operational documentation ~ Scripting or automation experience with PowerShell and exposure to Python, Bash, Graph API, REST APIs, or infrastructure automation tools ~ Relevant certifications such as Microsoft Azure Administrator, Microsoft 365 Administrator, Security Administrator, Endpoint Administrator, Network+, Security+, ITIL,Jamf, or equivalent experience Competitive salary and health benefits Group health and dental benefits Support for new parents This role may also be eligible for performance‑based incentive programs and total compensation may include variable incentives, such as bonuses and commissions.

This posting is for an existing vacancy within our organization. Commitment to Diversity & Inclusion Propel welcomes and encourages applications from all groups, including Indigenous peoples, women, visible minorities, persons with disabilities, people from gender and sexually diverse communities, and those with intersectional identities. Should you require accommodation throughout any stage of the recruitment and selection process, please specify your requirements when submitting your application and we will work with you to meet your needs.

AI Disclosure We use AI to assist in reviewing applications and assessing candidates. These tools support our recruitment team, however, all hiring decisions are made by ourtrained hiring managers and recruitment professionals, not AI. #

📌 IT Help Desk / SysAdmin (Toronto)
🏢 Propel Holdings
📍 Toronto