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 current 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 clear 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 while retaining internal ownership of follow‑up and closure Support Cloudflare WARP, Zero Trust tunnels, access policies, network routing dependencies,



and approved remote/private access paths in coordination with Security and system owners Monitor system health, capacity, availability, backup posture, and configuration drift; identify issues 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, and validate operating system patches, application updates, configuration profiles, security baselines, compliance policies, and endpoint remediation scripts Support Windows Autopilot, Intune enrollment, Jamf enrollment, device rebuilds, endpoint readiness checks, BitLocker/FileVault, LAPS, ScreenConnect, Cloudflare WARP, KACE, and Defender onboarding Investigate device issues affecting employee productivity, including hardware failures, application problems, update/reboot issues, browser and extension issues, and endpoint‑policy conflicts Maintain accurate runbooks 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 where required L3 Support, Coaching, and Escalation Serve as the L3 escalation resource for complex endpoint, 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 issue

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