Senior Systems Administrator

Open Positions at Fortress

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Position: Senior Systems Administrator

Location: Orlando HQ - Hybrid, FL

Job : 663

# of Openings: 1

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

As a Senior Systems Administrator at Fortress, you can expect to work with the IT Manager and VP of IT on internal projects and system maintenance. In this role, 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 Power Shell, and detailed documentation of key processes and operations. You will manage complex technical issues and explain them to a diverse audience, including end‑users, management, and executives. You will tackle challenging projects, organize tasks for timely completion, collaborate with other departments to boost company performance, and handle Tier 3 escalations for internal issues.

Additionally, you may contribute to other IT duties as assigned. You will thrive in this role if you have experience operating in small to mid‑size or high‑growth environments with broad ownership across systems and infrastructure. Candidates who have supported organizations through transitions—particularly from on‑premises to cloud environments—will be especially well‑positioned. 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.

• 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.

• 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.

• 2+ years of Linux system experience.
• Experience with Ansible or similar automation platforms.
• Experience in deploying and managing a containerization environment.
• Exposure to…