Top Remote IT Support & Helpdesk Jobs in Pittsburgh, PA

Lead and scale a Support Engineering team handling complex API and payments issues, own incident response and SLAs, build operational processes, drive metrics and automation, partner cross-functionally, and hire and develop team members.

Support and manage day-to-day operations of customer-hosted cloud environments within the Jenzabar One ecosystem. Troubleshoot priority incidents, perform upgrades, provide SQL Server configuration and T-SQL scripting support, produce root cause/post-mortem analyses, drive process improvements and automation, mentor junior staff, and serve as an escalation point for cross-functional teams.

Build and lead a centralized IT function across a holding company and portfolio. Run acquisition IT workstreams and create a Day 1-100 integration playbook. Select and operate identity and access systems, build joiner/mover/leaver processes, maintain living inventory of tools/accounts/licenses, manage MSP relationships and vendor contracts, and connect back-end systems to the cross-portfolio data platform while engaging business stakeholders.

Provide Tier 1 helpdesk triage and support for DAI/Oracle Financials, develop training and communication materials, prepare bi-weekly metrics and monthly reports, and escalate complex issues to appropriate teams.

Lead day-to-day support systems and workflows: manage ticketing, routing, queues, labels, escalations, and intake. Triage urgent issues, prioritize requests, drive technical/operational programs end-to-end, partner with engineering/data/IT, and use Cursor and AI-native workflows to reduce toil and improve system reliability.

Provide L2/L3 technical and product support to enterprise customers for a customizable Loan Origination System. Investigate logs and configurations, reproduce issues, triage to Product and Engineering, document Help Center content, and advocate product/process improvements. Participate in occasional after-hours incident coverage and biannual offsites.

Provide Tier 1/2 support for macOS/Windows and cloud SaaS, manage onboarding/offboarding and IAM (SSO/MFA), administer MDM, document and resolve ITSM tickets, maintain assets/licenses, and drive automation and AI-based process improvements.

Provide mainframe operations and application support across IBM and Unisys environments (OS2200, z/OS, z/VM). Monitor and troubleshoot batch jobs, scheduling (OpCon/BMC), tape systems, and incidents using ITSM tools, perform IPLs, change management, RCA, and coordinate with government and customer personnel. Work 3rd shift and follow DISA processes and SLAs.

Support monthly Windows patching, Defender and .NET updates across Microsoft Substrate environments. Use PowerShell automation and KQL to investigate deployment results, troubleshoot update/MSU failures, identify installed patches and OS status, build patching packages, maintain compliance dashboards, and coordinate with engineering, security, and partner teams to remediate deployment blockers.

Support, configure, and maintain enterprise clinical and administrative applications (primarily Epic Ambulatory). Serve as first-line support, troubleshoot system and performance issues, update master files, design and test screens/reports/interfaces, and assist with project task planning and prioritization.