Senior Systems Administrator

Fortress Information Security•Orlando, FL

10h•Hybrid

About The Position

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.

Requirements

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.

Nice To Haves

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.

Responsibilities

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.

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
professional growth opportunities through succession planning, up-skilling, and certifications
Tuition and certification reimbursement
Employee Referral Programs
Company Sponsored Events