Journeyman Computer User Support Specialist with Security Clearance

OSAAVA Services LLC; Florida; On-site; USD 60,000 - 75,000; Full time

Benefits offered by this job

Medical Insurance

Dental Insurance

Vision Insurance

401(k) with company match

Paid time off

Paid holidays

Certification support

Life and disability insurance

Job summary

OSAAVA Services seeks a Journeyman Computer User Support Specialist to support the 53rd Wing at Eglin AFB, Florida. The role provides hands-on Tier I–II IT support to military, civilian, and contractor personnel in a secure DoD environment, troubleshooting hardware, software, accounts, and peripherals on-site.

Active Top Secret clearance is required. The position emphasizes mission readiness, structured operations, and professional customer service within a heavy security posture, with

Qualifications

• Active Top Secret clearance at time of application.
• Experience providing desktop, help desk, service desk, or computer user support.
• Working knowledge of Windows desktop operating systems.
• Experience troubleshooting hardware, software, peripherals, and connectivity.
• Experience supporting user accounts, permissions, or AD functions.
• Familiarity with Microsoft Office/Microsoft 365.
• Ability to diagnose issues and clearly communicate solutions.
• Strong customer-service and interpersonal skills.
• Ability to document incidents and resolutions.
• Ability to operate in a security-conscious environment.
• Ability to work full-time on-site at Eglin AFB, Florida.
• Must meet DoD cybersecurity workforce requirements.

Responsibilities

• Provide Tier I and II technical support for end-user computers, applications, peripherals, and IT equipment.
• Diagnose and resolve hardware, software, OS, connectivity, and user-access issues.
• Install, configure, troubleshoot, and maintain Windows-based desktops and laptops.
• Support Windows OS and Office/Microsoft 365 applications.
• Assist with account access, password resets, permissions, and AD issues.
• Install, configure, and troubleshoot printers, monitors, docking stations, mobile devices, and peripherals.
• Respond to IT service requests and document steps and resolutions.
• Escalate complex network, cybersecurity, server, or application issues.
• Support workstation deployments, upgrades, and lifecycle activities.
• Assist with software installation, patching, and approved app support.
• Maintain records of IT assets and service activities.
• Follow DoD cybersecurity policies when supporting classified/unclassified systems.
• Coordinate with network admins, sysadmins, and cybersecurity teams.
• Provide professional, responsive technical assistance to personnel.
• Perform other IT support activities to maintain mission readiness.

Skills

Active Top Secret clearance

Desktop support

Help desk experience

Windows operating systems

AD related tasks

Office/Microsoft 365

Communication skills

Documentation of incidents

Security-conscious environment

On-site availability

Tools

ServiceNow

Remedy

MECM/SCCM

Job description

Eglin AFB, Florida | 53rd Wing Support Contract | Full-Time | On-Site Salary: $60,000–$75,000 | Clearance Required: Active Top Secret

ABOUT OSAAVA SERVICES

OSAAVA Services is a Service-Disabled Veteran-Owned Small Business (SDVOSB) specializing in Space, Cybersecurity, and IT Service Management for the U.S. government and defense community. We support mission-critical programs where performance isn't optional — and we build teams that reflect that standard.

POSITION OVERVIEW

OSAAVA Services is seeking a Journeyman Computer User Support Specialist to support the 53rd Wing at Eglin Air Force Base, Florida. This position provides hands-on technical support to military, civilian, and contractor personnel operating within a secure Department of Defense environment. The selected candidate will troubleshoot hardware, software, account, connectivity, and peripheral issues while ensuring users have reliable access to the systems and resources required to accomplish the mission. This is an on-site position at Eglin AFB and requires an active Top Secret clearance.

KEY RESPONSIBILITIES

* Provide Tier I and Tier II technical support for end-user computers, applications, peripherals, and IT equipment.

• Diagnose and resolve hardware, software, operating system, connectivity, and user-access issues.
• Install, configure, troubleshoot, and maintain Windows-based desktops and laptops.
• Support Microsoft Windows operating systems and Microsoft Office/Microsoft 365 applications.
• Assist users with account access, password resets, permissions, and other Active Directory-related issues.
• Install, configure, and troubleshoot printers, monitors, docking stations, mobile devices, and other peripheral equipment.
• Respond to IT service requests and trouble tickets while documenting troubleshooting steps and resolutions.
• Escalate complex network, cybersecurity, server, or application issues to the appropriate technical teams.
• Support workstation deployments, replacements, upgrades, system refreshes, and equipment lifecycle activities.
• Assist with software installation, patching, configuration, and approved application support.
• Maintain accurate records of IT assets, equipment assignments, configurations, and service activities.
• Follow applicable DoD cybersecurity policies, security procedures, and technical requirements when supporting classified and unclassified systems.
• Coordinate with network administrators, system administrators, cybersecurity personnel, and other technical teams to resolve user-impacting issues.
• Provide professional, responsive technical assistance to military, civilian, and contractor personnel.
• Perform other IT support activities necessary to maintain mission readiness and continuity of operations.

REQUIRED QUALIFICATIONS

* Active Top Secret security clearance at the time of application.

• Experience providing desktop, help desk, service desk, or computer user support in an enterprise IT environment.
• Working knowledge of Windows desktop operating systems.
• Experience troubleshooting computer hardware, software, peripherals, and connectivity issues.
• Experience supporting user accounts, permissions, password resets, or related Active Directory functions.
• Familiarity with Microsoft Office/Microsoft 365 applications.
• Ability to diagnose technical issues and communicate solutions clearly to end users.
• Strong customer-service and interpersonal communication skills.
• Ability to properly document incidents, service requests, troubleshooting actions, and resolutions.
• Ability to operate effectively within a structured, security-conscious environment.
• Ability to work full-time and on-site at Eglin AFB, Florida.
• Must meet applicable DoD cybersecurity workforce requirements for the position.

PREFERRED QUALIFICATIONS

• Active TS/SCI clearance.
• CompTIA Security+ or other applicable DoD 8140/8570‑aligned certification.
• Previous experience supporting users in a DoD, U.S. Air Force, or other classified government environment.
• Experience with ITSM or ticketing platforms such as ServiceNow or Remedy.
• Familiarity with Active Directory and Group Policy.
• Experience with workstation imaging, deployment, and lifecycle replacement.
• Experience with endpoint management platforms such as MECM/SCCM.
• Familiarity with DoD STIGs and cybersecurity compliance requirements.
• Experience supporting classified and unclassified networks.
• Prior support of USAF Wing‑level operations or a comparable DoD mission environment.

IDEAL CANDIDATE

The ideal candidate is a cleared IT support professional who enjoys solving problems directly with users and understands the importance of reliable technical support in a mission‑critical environment. You should be comfortable troubleshooting issues independently, communicating with users of varying technical skill levels, documenting your work, and coordinating with other IT teams when an issue requires escalation. Military veterans and candidates with previous Air Force or DoD IT support experience are strongly encouraged to apply.

BENEFITS

OSAAVA Services offers a competitive benefits package that includes:

• Medical, dental, and vision insurance
• 401(k) with company match
• Paid time off
• Paid holidays
• Professional development and certification support
• Life and disability insurance

JOIN OSAAVA SERVICES

OSAAVA Services is a mission‑focused SDVOSB built by veterans and dedicated to supporting the people and technologies behind national defense. If you have an active Top Secret clearance, a background in IT/user support, and are interested in supporting the 53rd Wing at Eglin AFB, we want to hear from you.

OSAAVA Services is an Equal Opportunity Employer. We encourage applications from all qualified individuals, including veterans and individuals with disabilities. For accommodations or questions regarding this opportunity, contact.

Please Note: OSAAVA Services is accepting resumes for anticipated future openings for this position. This is a talent pipeline posting and does not represent an immediate vacancy. Qualified candidates may be contacted as opportunities become available.