BI
Journeyman IT Help Desk Specialist
Bailey Information Technology, LLC
🇺🇸 United States
Staff / Principal
2 months ago
- Windows
- MacOS
- Zero Trust
- iOS
- Android
- Jamf
- Microsoft Intune
- Active Directory
- Group Policy
- Nessus
- Incident Response
- Configuration Management
- AWS
- CompTIA Security+
- Cloud Practitioner
- ITIL
2 months ago
Location: Washington, DC
Position Summary
BIT, LLC is seeking a Journeyman IT Help Desk Specialist to provide advanced Tier II front-line technical support to client staff (~275 employees). This role delivers hands-on deployment, maintenance, and troubleshooting of personal computers and related technologies, including mobile devices, and serves as a technical escalation point above Tier I support. The estimated workload is approximately 7–9 service tickets per day (~270/month), generally moderate in complexity with periodic advanced troubleshooting.
Key Responsibilities
- Inspect, image, configure, and deploy Windows desktops, macOS systems, and mobile devices in accordance with onboarding documentation, security baselines, and division-specific requirements
- Install, configure, troubleshoot, and maintain employee hardware, software, and peripherals across Windows and macOS environments, including patches, firmware updates, and Zero Trust / Defense-in-Depth security configurations
- Register and manage mobile devices (iOS, Android) within enterprise MDM platforms; support end users with authentication, MFA, and secure remote connectivity
- Administer endpoint management and automation tooling — Ivanti EPM, KACE, JAMF, and Microsoft Intune — to deploy software and enforce configuration policy
- Administer Microsoft Entra ID / Active Directory: user account provisioning, group policy adjustments, and identity lifecycle management
- Diagnose and resolve complex issues — MFA failures, identity anomalies, network connectivity problems, endpoint irregularities — using independent judgment to identify root cause
- Analyze Windows Event Viewer and macOS Console logs to identify error patterns and develop evidence-based, recurring-issue prevention solutions
- Mentor and support Tier I personnel: enforce best practices, validate SOPs, review escalations
- Coordinate with Service Desk, Network Operations, Cloud Services, and Cybersecurity teams to ensure timely, consistent issue resolution
- Maintain clear, timely communication on ticket status and resolution via the official tracking system
- Replace defective/obsolete hardware and software; maintain accurate asset records
- Perform secure drive sanitization and destruction (e.g., BitRaser) with required certificates of destruction
- Support patch management and vulnerability remediation cycles, prioritizing findings from vulnerability scanning tools (e.g., Nessus)
- Participate in incident response and outage/emergency support as needed
- Enterprise-level administration and support for macOS and Windows operating systems, including imaging, deployment, and configuration management
- Direct experience with endpoint management platforms: Ivanti, KACE, Microsoft Intune, and JAMF
- Identity and access management: Microsoft Entra ID / Active Directory, MFA, role-based access controls, AWS-integrated identity
- Ability to diagnose authentication, connectivity, and endpoint performance issues via system logs and diagnostic tools
- Ability to coordinate cross-team incident response with Service Desk, NetOps, and Cybersecurity
- Strong understanding of patch management, baseline configuration, and automated imaging workflows
- Familiarity with cloud/hybrid environment management, including AWS-hosted resources and on-prem/cloud identity integration
- Working knowledge of Zero Trust security principles
- Strong written and verbal communication; ability to document procedures, build user guides, and mentor junior technicians
- Excellent customer service and problem-solving skills; ability to prioritize under deadline pressure
- CompTIA Security+
- Microsoft Certified: Endpoint Administrator Associate (or equivalent)
- Apple Certified IT Professional
- AWS Certified Cloud Practitioner (or higher-level AWS certification)
- ITIL Foundation (or equivalent service management certification)
- Certified SysOps Administrator – Associate
Bachelor's degree in Information Technology, Computer Science, or a closely related field.
Security & Suitability Requirements
- Must be a U.S. Citizen, Lawful Permanent Resident, or H-1B visa holder (if otherwise eligible for the role, including work authorization)
- Must obtain a favorable FBI criminal history check and complete fingerprinting at U.S. Capitol Police headquarters, Washington, DC, prior to start
- Must complete CBO IT Security Awareness training prior to start and annually thereafter
- Must maintain strict confidentiality of all CBO information (financial, personnel, and proprietary data) per contract security requirements
- Must visibly wear contractor identification badge at all times while on the Congressional campus
Journeyman IT Help Desk Specialist · Bailey Information Technology, LLC