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Journeyman IT Help Desk Specialist

Bailey Information Technology, LLC

Posted today

Job Requirements

Washington, DC
Public Trust Polygraph Unspecified
Mid Level Career (5+ yrs experience)
Salary not specified
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Job Description





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.


  • 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.



  • 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




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