Position Summary Odyssey Systems is seeking a skilled and dependable IT Support Specialist to provide end-user and systems support across multiple sites. This role will report directly to the Director of IT and will serve as a key IT resource supporting a growing organization of approximately 300 indirect and 1800 direct employees. This position is ideal for a hands-on IT professional who combines strong technical troubleshooting ability with clear, confident communication — especially when supporting VIP stakeholders. Responsibilities Duties includ e, but not limited to: End-User Support (Remote + Desk-side)
Provide Tier 1 / Tier 2 support for Windows users in a hybrid environment.
Troubleshoot and resolve issues across hardware, operating systems, SaaS applications, connectivity, and end user security.
Provide professional, high-touch support to all user levels, including executives and other remote and hybrid users across the country.
Support conference rooms and AV / meeting technology as needed.
Onboarding, Offboarding, and Provisioning Own End-user Onboarding/offboarding Workflows Including
Laptop provisioning
Account creation / deprovisioning
Software deployment
Access requests and approvals
Provision and manage users and access in Microsoft 365 and Entra ID
Maintain documentation and ensure procedures are consistent and auditable.
Device Management & Endpoint Operations Administer And Support Endpoint Management Systems Including
Microsoft Intune
NinjaOne
Windows Autopilot
Support endpoint security tooling such as Microsoft Defender and Bitdefender.
Work within ITSM ticketing systems to track, resolve, and document support activities.
Create and maintain Knowledge Base (KB) documentation and user-facing guides.
Contribute to continuous improvement of IT workflows and service delivery (ITSM).
Key Projects You’ll Contribute To
User directory audit and access validation (M365)
Endpoint inventory audit and lifecycle controls
Creation and improvement of KB articles and internal IT documentation
Supporting integrations or company expansion initiatives (including multi-site support)
Qualifications Citizenship: Must be a US citizen Minimum Required Qualifications Clearance : N/A Education: High School Diploma Years of Experience: 5+ Certifications: A+, Network+ Preferred Qualifications Clearance : N/A Education: Bachelor's Degree Years of experience: 5+ Certifications: Microsoft M365, Azure , ITIL Technical Skills
5+ years of hands-on IT support experience (Tier 1/Tier 2)
Experience supporting both Windows environments
Strong experience with remote support tools and workflows
Professional experience with Microsoft 365 administration and Entra ID
Strong troubleshooting skills: able to isolate issues quickly and escalate appropriately
Nice-to-Have Qualifications
Scripting or programming experience (PowerShell, Python, etc.)
Experience conducting security audits, access reviews, and systems compliance checks
Interpersonal Skills
Stong customer service skills
Strong organizational skills
Deliver consistent, reliable support outcomes
Communicate clearly with stakeholders (especially VIP users)
Proactively document systems and support procedures
Contribute to measurable improvements in security, endpoint management, and user onboarding quality
Be dependable and accurate — matching confidence with real capability
Additional Information Hybrid on-site Tuesday - Thursday Wakefiled HQ (frequent visits to Lincoln office) Company Overview Odyssey is a world-class technical, engineering, and integration company serving the warfighting ecosystem with airborne integration, ISR, C2, and warfighter readiness capabilities. Odyssey meets the military’s operational needs by integrating layered defense systems from equipment, technology, and services to data, information, and business operations. We streamline defense acquisition and sustainment, engineering the technical battlefield with domain-specific proficiency to ensure lethality. Odyssey is dedicated to excellent contract execution, peak organizational performance, and fostering a workplace built on employee care. Odyssey is proud to live out our core values of commitment, ambition, and respect in our work and communities through OdysseyCares , a philanthropic group focused on giving back through direct donations, an employer match program, and volunteering events. Equal Opportunity Employer/Protected Veterans/Individuals With Disabilities Please Note: Final compensation for this position will be determined by various factors such as the Federal Government contract labor categories and contract wage rates, relevant work experience, specific skills and competencies, geographic location, education, and certifications. This position is filled through continuous recruitment and will remain open until a sufficient pool of applications has been received. Hired applicants may be eligible for benefits, including but not limited to, medical, dental, vision, life insurance, Tricare supplement, short-term disability, long-term disability, 401(k) match, flexible spending accounts, health savings accounts, employee assistance program, learning and development benefit, paid time off, and holidays. Odyssey Benefits
Skills
Government AdministrationInformation TechnologyIT Services and IT Consulting