Senior Systems Administrator

Fortress Information Security, LLC

Fortress Information Security, LLC

Software Engineering, IT

Orlando, FL, USA

USD 125k-150k / year

Posted on May 6, 2026
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Position: Senior Systems Administrator
Location: Orlando HQ - Hybrid, FL
Job Id: 663
# of Openings: 1
Senior Systems Administrator
Location: Hybrid – Orlando, FL (1-2 days onsite weekly)
Compensation: $125,000 - $150,000 per year, depending on experience and qualifications.
Employment Type: Full-Time
Clearance: Ability to obtain and maintain a Secret U.S. Security Clearance
What you can expect as the Senior Systems Administrator at Fortress…
As a Senior Systems Administrator at Fortress, you can expect to work with the IT Manager and VP of IT with internal projects and system maintenance. In the role of a Systems Administrator, you will be at the forefront of maintaining and enhancing our company's IT infrastructure, including both on-site and cloud-based systems. You will leverage your advanced knowledge of Microsoft administrative environments and familiarity with firewalls, hypervisors, and cloud platforms such as Microsoft Azure and Amazon Web Services to plan, implement, and manage system architectures.
Your daily responsibilities will involve networking configuration, system automation using languages such as Python and PowerShell, and detailed documentation of key processes and operations. Your aptitude for breaking down complex technical issues and explaining them to a diverse audience, including end-users, management, and executives, will be critical in this role.
You will also tackle challenging projects and organize tasks to ensure timely completion, collaborate with other departments to boost company performance, and handle Tier 3 escalations for internal issues. Additionally, you will have the opportunity to contribute to other IT duties as assigned.
You will be most successful in this role if you have experience operating in small to mid-sized or high-growth environments where you’ve had broad ownership across systems and infrastructure. Candidates who have supported organizations through periods of growth or transition—particularly from on-premises to cloud environments—will be especially well-positioned to succeed.
Expect a dynamic and rewarding work environment where you can apply and grow your skills in Enterprise Information Technology and Cybersecurity. Availability on-site at least two days a week is required.

Responsibilities Include:
  • Managing networking configuration with cloud environments and on-premise systems.
  • Plan and implement changes in system architecture.
  • Communicate and explain complicated issues to end-users, management, and executives who may not have the same level of knowledge.
  • Document and record key processes and mission critical operations.
  • Manage projects, organize, and prioritize tasks in a timely manner.
  • Automate key systems using appropriate languages and tools.
  • Maintain the infrastructure and functionality of a company’s on-site and cloud structures.
  • Analyze and research issues to determine if situations can be handled in a timely manner or escalated.
  • Collaborate with other departments to improve company performance.
  • Handle Tier 3 Escalation for internal issues.
  • Lead or support the transition and integration of on-premises infrastructure into cloud-based environments, ensuring scalability and reliability.
  • Operate with a high degree of ownership across systems, proactively identifying gaps, inefficiencies, and opportunities for improvement in both cloud and on-site environments.
  • Support additional infrastructure, security, and IT initiatives as business needs evolve.
Minimum Qualifications:
  • 5–8 years of system administration experience in environments with increasing ownership and complexity.
  • 2+ years of experience managing a cloud environment.
  • Broad familiarity across both Linux and Microsoft environments without reliance on highly specific or niche system versions.
  • Confident experience with Firewalls and Firewall management.
  • Excellent verbal and writing skills.
  • Experience in Microsoft Azure and Amazon Web Service Administration.
  • Strong interest in Enterprise Information Technology and cybersecurity.
  • Available on-site at least two days a week.
Preferred Skills
  • 2+ years of Linux system experience.
  • Experience with Ansible or similar automation platforms.
  • Experience in deploying and managing a containerization environment.
  • Exposure to Kubernetes.
  • Experience in a Helpdesk Environment.
  • Experience working in small to mid-sized businesses or high-growth environments, with exposure to a wide range of systems and infrastructure responsibilities.
  • Experience supporting or participating in organizational growth or scaling efforts, including infrastructure evolution and process maturation.
  • Background in government IT or working within regulated environments (nice-to-have, not required).
  • Demonstrated experience transitioning or supporting migrations from on-premises infrastructure to cloud environments.
  • Network+, Security+, CISSP, or other relevant certifications.
  • Clearance: Ability to obtain and maintain a Secret U.S. Security Clearance.
Education:
  • Bachelor’s degree in information technology, Computer Science, or related field required.
  • Master’s degree in information technology, Computer Science, or related field preferred.
Employee Benefits:
  • Remote and Hybrid working environment
  • Competitive pay structure
  • Medical, dental, vision plans with employees covered up to 90% with highly progressive options for dependents and families
  • Company paid life, short- and long-term disability insurance
  • Employee Assistance Program
  • 401(k) match
  • Flexible Paid Time Off
  • Parental Leave
Employment Perks:
  • We provide each employee with professional growth opportunities through succession planning, up-skilling, and certifications
  • Tuition and certification reimbursement
  • Employee Referral Programs
  • Company Sponsored Events
Fortress is proud to be an Equal Opportunity Employer. All employees and applicants will receive consideration for employment without regard to age, color, disability, gender, national origin, race, religion, sexual orientation, gender identity, protected veteran status, or any other classification protected by federal, state, or local law. Fortress Information Security takes part in the E-Verify process for all new hires.

For positions located in the US, the following conditions apply. If you are made a conditional offer of employment, you will have to undergo a drug test. ADA Disclaimer: In developing this job description care was taken to include all competencies needed to successfully perform in this position. However, for Americans with Disabilities Act (ADA) purposes, the essential functions of the job may or may not have been described for purposes of ADA reasonable accommodation. All reasonable accommodation requests will be reviewed and evaluated on a case-by-case basis.

Pay Range: $125,000 - $150,000 per year
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