TextNow, Inc.

Technology

SeniorITSupportSpecialist

CA$85–125k ~AI est. Waterloo, Ontario, Canada FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“Senior IT Support Specialist at TextNow, Inc.”

Industry & Context.

Technology
Full Job Description

We believe communication belongs to everyone. We exist to democratize phone service.  TextNow is evolving the way the world connects and that's because we're made up of people with curious minds who bring an optimistic, yet critical lens into the work we do.   We're the largest provider of free phone service in the nation. And we're just getting started. Join us in our mission to break down barriers to communication and free the flow of conversation for people everywhere. We’re looking for a Senior IT Support Specialist to join our IT team in Waterloo. In this role, you’ll act as a senior technical resource supporting both Windows and macOS environments while helping drive automation, security, and identity-first initiatives across a modern, cloud-forward organization. You’ll collaborate closely with IT, Security, Engineering, and People Operations teams to resolve escalations, lead projects, and continuously improve the employee technology experience. What You’ll Do End-User Support & Escalations Serve as a senior escalation point for complex issues across Windows and macOS endpoints, networking, identity systems, and enterprise SaaS applications Resolve escalated tickets end-to-end while maintaining clear communication with employees and stakeholders Participate in the IT on-call rotation, including after-hours support for business-critical incidents Mentor and support other IT team members through coaching, documentation, and knowledge sharing Identity & Access Management Administer identity and access management platforms including Okta and Microsoft Entra ID within a hybrid Active Directory environment Support joiner, mover, and leaver workflows, access reviews, group policies, and conditional access policies Improve identity automation and provisioning processes to reduce manual effort and improve operational efficiency Endpoint Management Manage macOS devices through Jamf and Windows devices through Microsoft Intune and Autopilot Support zero-touch provisioni

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