Salary: $58,656 – $115,500 (Negotiable – based upon experience and skills)

Resumes Accepted: October 13, 2025 – October 27, 2025

Shift Work: Dayshift on-site with on-call nights and weekends (must have 24/7 availability)

Annual Compensation:

Health, Dental, and Vision Benefits; As an employee you do not pay a premium for yourself or any covered dependents for these benefits. This is paid by the agency 100%.
Life Insurance
EAP access (counseling and support services)
3 weeks’ vacation, 2 weeks’ sick leave and 2 weeks’ personal leave time
Participation in the Florida Retirement System (FRS) with agency contributions annually
Access to free medical clinic for acute care needs with a primary care provider to include annual physicals, office visits, lab work, and many generic medications through the Employee Benefits Plan for you and your dependents.
Educational Program for approved majors
Uniforms provided

Role and Responsibilities:

We are seeking a highly skilled and experienced Senior System Administrator to manage and maintain our complex and evolving hybrid IT infrastructure. The ideal candidate will have extensive hands-on experience with vSphere, hybrid Active Directory (on-premises and Entra ID), Microsoft 365 administration, enterprise backup solutions, and SAN/NAS storage technologies. This role requires a proactive problem-solver with a deep understanding of enterprise-level systems and a dedication to ensuring high availability, performance, and security.

Manage and maintain the VMware vSphere environment, including ESXi hosts, vCenter Server, and virtual machines.
Manage a hybrid identity environment involving on-premises Active Directory and Microsoft Entra ID, ensuring seamless synchronization and single sign-on (SSO) for users.
Serve as the primary administrator for Microsoft 365, managing user accounts, licenses, Exchange Online Teams, and SharePoint Online.
Configure, troubleshoot, and administer Active Directory, DNS, DHCP, and Group Policy Objects (GPOs).
Provision, configure and monitor SAN and NAS storage systems, including zoning, LUN provisioning, and datastore management.
Perform storage capacity analysis, planning and optimization.
Oversee enterprise backup solutions for virtual machines and critical data, and conduct regular disaster recovery testing.
Develop and implement PowerShell scripts to automate routine administrative tasks and improve efficiency.
Perform system monitoring, performance tuning, and capacity planning for all infrastructure components.
Collaborate with other IT teams and departments to resolve complex technical problems.
Create and maintain detailed documentation for system configurations and standard operating procedures.
Participate in an on-call rotation to provide 24/7 support for critical system incidents.
Stay current with emerging technologies and best practices in virtualization, storage, and systems administration.
Must be willing to work during emergencies, including national disasters such as hurricanes.

Physical Demands:

Bend, walk, sit, stand for long periods, see, hear, speak, manual dexterity, ambulate independently, tolerate strong odors and able to lift 50 lbs. Able to work in outdoor or non-A/C environments with temperatures excess of 90 degrees.

Minimum Qualifications and Education Requirements:

Must be 18 years old, or older
Must have obtained a high school diploma or GED
Must be a US Citizen or possess a current permanent resident card
Must possess a valid Florida Driver’s License or state issued ID card
Must possess a Social Security Card
Must not have been convicted of a felony
Must not have used illegal drugs in the last 12 months
Must not have received a dishonorable discharge from the United States Armed Forces
Must be able to work various shifts with rotating days off, as well as weekends, holidays and emergency events such as hurricanes
Must be able to speak, write and understand the English language
Education: Bachelor’s degree in Computer Science, Information Technology, or a related field, or equivalent practical experience.
Experience: 5+ years of experience as a System Administrator in an enterprise environment or in a similar role.
Extensive experience with VMware vSphere administration, including installation, configuration, and maintenance.
Strong expertise in Microsoft Active Directory management and administration.
Proven experience with the administration of hybrid Active Directory and Microsoft Entra ID, including managing synchronization with Microsoft Entra Connect.
Deep expertise in managing Microsoft 365 services, including Exchange Online, SharePoint, and Teams.
Extensive hands-on experience with server hardware, hypervisor management systems and RAID configurations.
Strong understanding and experience of maintaining and troubleshooting email security solutions.
Strong hands-on experience with enterprise backup and disaster recovery solutions.
Extensive knowledge and experience with maintaining and troubleshooting Windows Server operating systems and features (i.e Network Policy Server, DHCP/DNS services, Print Server, ISS, Certificate Authority, Windows Defender, Domain Controller administration, Replication services, Deduplication, RD Gateway, HyperV, etc.) As well as demonstrate and maintain an in-depth understanding of Microsoft Best Practices regarding Windows Server administration.
Demonstrated experience with SAN and NAS storage systems including FibreChannel and iSCSI integration, configuration and troubleshooting.
Proficiency in scripting languages, especially PowerShell, for automation of routine tasks.
Solid understanding of networking concepts and fundamentals, including TCP/IP, DNS, DHCP, VLANs, VXLANs, Link Aggregation, VPNs, routing.
Excellent analytical and problem-solving skills with a high degree of attention to detail.
Ability to work both independently and collaboratively in a team environment, also able to demonstrate strong project management skills.
Strong communication and interpersonal skills.

Preferred Skills:

Microsoft Certified: Windows Server Hybrid Administrator Associate (AZ-800 and AZ-801). Preferred
Microsoft 365 Certified: Enterprise Administrator Expert. Preferred
Microsoft Certified: Azure Administrator Associate (AZ-104). Preferred
VMware Certified Professional – Data Center Virtualization (VCP-DCV). Required
VMware Certified Professional – Network Virtualization (VCP-NSX). Preferred
Veeam Certified Engineer (VMCE). Preferred

Application Processing Required:

All candidates must participate in the following tests to be eligible for employment:

Interview
Polygraph
Background Investigation
Medical exam and drug screen (after conditional job offer)

Resumes Accepted by:

Email – ApplyLCSO@sheriffleefl.org
In Person – LCSO Headquarters, 14750 Six Mile Cypress Pkwy, Fort Myers, FL 33912 (Insert in the black Human Resources drop box outside the front of the building)
Mail to – Attn: Human Resources, Lee County Sheriff’s Office, 14750 Six Mile Cypress Pkwy, Fort Myers, FL 33912

The Lee County Sheriff’s Office is an Equal Opportunity Employer.

We proudly recognize Veterans’ Preference and are committed to a drug-free workplace.

Service members, veterans and the spouse and family members of such, may be entitled to preference, priority and waivers for postsecondary educational requirements and are encouraged to apply.

System Administrator