Advanced IT Help Desk Specialist — Windows & macOS

Bailey Information Technology Consultants, LLC

Washington (District of Columbia)

On-site

USD 65,000 - 90,000

Full time

14 days+

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Job summary

Bailey Information Technology Consultants, LLC is seeking a Journeyman IT Help Desk Specialist in Washington, DC to provide advanced Tier II support for ~275 staff. You will deploy, maintain, and troubleshoot PCs and mobile devices, serving as escalation for Tier I and coordinating with Service Desk and Cybersecurity teams.

The role requires expertise with Windows and macOS, MECM/Intune, IAM, and patch management, along with strong communication and customer service skills.

Qualifications

  • Enterprise-level admin of Windows/macOS with imaging and deployment.
  • Experience with Ivanti, KACE, Intune and JAMF for endpoint management.
  • IAM proficiency: Entra ID/AD, MFA, RBAC.
  • Diagnose authentication, connectivity, and endpoint issues from logs.
  • Coordinate cross-team incident response with other IT groups.
  • Strong patch management and automated imaging workflows.
  • Knowledge of cloud/hybrid environments and Zero Trust.

Responsibilities

  • Provide Tier II front-line support and handle moderate complexity tickets.
  • Image, deploy, and troubleshoot Windows and macOS desktops and mobile devices.
  • Register and manage mobile devices in MDM; support MFA and secure connectivity.
  • Administer endpoint tooling (Ivanti, KACE, JAMF, Intune) to enforce policy.
  • Manage Entra ID/AD: user provisioning and group policy adjustments.
  • Mentor Tier I staff and coordinate with Service Desk and Cybersecurity teams.

Skills

Enterprise admin
Endpoint management
MFA / IAM
Windows & macOS
Mobile devices
Customer service
SOP mentoring

Education

Bachelor's degree in IT/CS

Tools

Ivanti EPM
KACE
JAMF
Microsoft Intune
Active Directory / Entra ID

Job description

Bailey Information Technology Consultants, LLC is seeking a Journeyman IT Help Desk Specialist in Washington, DC to provide advanced Tier II support for ~275 staff. You will deploy, maintain, and troubleshoot PCs and mobile devices, serving as escalation for Tier I and coordinating with Service Desk and Cybersecurity teams.

The role requires expertise with Windows and macOS, MECM/Intune, IAM, and patch management, along with strong communication and customer service skills.

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