Top Remote Senior Level IT Support & Helpdesk Jobs in Richmond, VA

Administer and maintain Windows servers and hypervisor infrastructure; perform patching, backups, upgrades, installs, troubleshooting, security hardening, and system monitoring. Collaborate with security analysts and network engineers, use scripting/automation, document compliance, and support backend infrastructure and developer-based applications under tight deadlines.

Provide advanced Tier-2 support for QAD ERP across functional and technical streams, resolving complex issues, mentoring junior staff, assisting client UAT, performing upgrades/changes, participating in DR/security/compliance activities, documenting runbooks/KBs, and improving processes following ITIL standards.

Investigate and resolve complex platform and integration issues, own escalations to Engineering with clear reproduction and impact assessment, coordinate P1 incidents, monitor Datadog and observability signals, document resolution patterns for the knowledge base, and provide overflow support for Delivery Support.

Implement, configure, and support client networking and systems for an MSP environment. Provide level-2 technical support, troubleshoot hardware/software (Mac and Windows), manage backups, EDR remediation, RMM tasks, and update client documentation. Participate in projects, maintain certifications, meet KPIs (MTTR, CSAT, utilization, SLA), and perform occasional onsite work and after-hours support.

Remote IT Manager responsible for analyzing, upgrading, and administering IT systems (networks, servers, email, backups), evaluating vendors and technologies, managing projects, tracking inventory, training staff, and providing technical support to improve operational efficiency.

Lead and manage Level 1-3 Service Desk analysts supporting external clients, oversee daily operations, escalations, SLAs, and reporting. Improve service management, automation, and first-call resolution; partner with Engineering and Incident/Problem/Change Management to resolve production issues. Provide hands-on technical leadership across Splunk, Datadog, MuleSoft, SQL, and ServiceNow while managing client communications and operational metrics.

Senior SAP Basis and BTP Integration consultant responsible for administering SAP Basis landscapes, managing SAP BTP Integration Suite and Cloud Connector, configuring IAS/IPS and OAuth, administering HANA DB and tuning performance, supporting S/4HANA architecture, using Solution Manager for monitoring and transports, and troubleshooting with strong documentation and client communication.

Provide system administration for Windows-based application hosting: support IIS, monitor performance and availability, coordinate security patching, assist deployments, configuration management, and infrastructure modernization in FISMA-regulated federal environments.

Administer and support PeopleSoft environments including installation, configuration, upgrades/patching, performance tuning, integrations (Integration Broker, IAM/MFA), ElasticSearch implementation, environment builds, monitoring, troubleshooting, and cross-team coordination to maintain high-availability HRMS systems.

Lead and own ClickUp's technical support function: build and scale global teams, define KPIs, drive deep technical troubleshooting, partner with Product and Engineering on bug triage and incident response, and implement AI-powered workflows to improve resolution speed and quality while championing operational excellence and continuous improvement.