Technical Support Engineer – CiraSync On-Premise

Cira Apps Canada

Technical Support Engineer managing on-premises support for CiraSync. Diagnosing sync and connectivity issues for Microsoft Exchange environments.

Posted 8/2/2026contractRemote • 🇨🇱 ChileMid-LevelSenior💰 $2,800 per monthWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in on-premises IT support, including Windows Server and Exchange Server administration, while effectively communicating technical findings to both technical and non-technical stakeholders. Proficient in troubleshooting, documentation, and customer engagement in a B2B environment.

Highest-signal resume keywords

Windows Server AdministrationExchange Server AdministrationActive Directory ManagementPowerShell ScriptingOn-Premises Networking Troubleshooting

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Windows Server AdministrationExchange Server AdministrationActive Directory ManagementPowerShell ScriptingNetworking TroubleshootingLog File AnalysisIIS BasicsMail Flow ManagementGroup Policy ManagementTLS Certificate Management

Soft Skills

Clear CommunicationCustomer EngagementKnowledge SharingProblem SolvingTechnical Documentation

Tools & Technologies

Microsoft TeamsZoomExchange Management ShellTicketing SystemsSalesforceZendesk

Certifications & Qualifications

Microsoft Certifications

Industry Keywords

B2B Technical SupportOn-Premises SupportEnvironment Health ChecksServer MigrationsKnowledge Base Articles

About the role

Key responsibilities & impact

Own on-premises support tickets end to end, from intake through resolution and follow-up
Work with customers over email, phone, Zoom, and Microsoft Teams, including live screen-share troubleshooting sessions
Analyze application logs, Windows event logs, Exchange logs, and PowerShell output to isolate root cause
Reproduce customer issues in an internal lab environment before escalating
Escalate to engineering with clear, structured reproduction steps and evidence
Support customer upgrades, server migrations, and environment health checks
Write and maintain knowledge base articles so that on-premises expertise is documented rather than held individually
Participate in internal knowledge sharing to reduce single-point coverage risk on this product

Requirements

What you’ll need

3+ years as an IT Administrator or Systems Administrator in a Windows Server environment
Hands-on on-premises Exchange Server administration (2013/2016/2019/SE): mailbox and public folder management, permissions, mail flow, Exchange Management Shell
Hands-on on-premises Active Directory: organizational units, security and distribution groups, delegated permissions, user attributes, Group Policy
On-premises networking troubleshooting: DNS, firewalls and proxies, TLS certificates, ports and service accounts, connectivity testing
Windows Server administration, including services, IIS basics, and log file analysis
Comfortable working in PowerShell
Fluent spoken and written English, with the confidence to lead a call with an enterprise IT administrator
Able to explain technical findings clearly to both hands-on admins and non-technical stakeholders.
Nice to have Exchange Online and Microsoft 365 administration, Entra ID (Azure AD), hybrid Exchange, Entra Connect / Azure AD Connect, SQL Server fundamentals, prior B2B technical support experience with a ticketing system (Salesforce, Zendesk, or similar), experience writing customer-facing documentation or knowledge base content, relevant Microsoft certifications.

Benefits

Comp & perks

Fully remote, work from home
8-hour workday, Monday through Friday, aligned to US business hours