Sterling Organization
Senior Systems Administrator III
Sterling Organization, West Palm Beach, Florida, United States, 33412
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Senior Systems Administrator III
role at
Sterling Organization .
Location: West Palm Beach, FL
Salary: $100,000 - $120,000
Overview The Senior System Administrator is a highly experienced technical leader within the Sterling IT team, responsible for ensuring the reliable operation, modernization, and security of the company’s core systems and cloud platforms. This is not an entry-level role; it requires expert-level administration of Microsoft 365, cloud identity (Entra), Exchange Online, SharePoint, Intune, Windows Autopilot, Meraki networking, Cisco Firewalls and VMware virtualization.
Primary Responsibilities
Ownership of the System Administration Pillar of the Sterling IT Department
Administration of Microsoft 365, Exchange Online, Entra ID, SharePoint, OneDrive, Teams, Microsoft Copilot and other SaaS platforms
Designing and enforcing Intune, Autopilot, and Conditional Access policies for device management
Administration of VMware vSphere virtual environments, including NAS storage and backup strategy using Veeam
Collaborating with Helpdesk Manager, Cyber Security Manager and Yardi System Admin
Administration of Meraki networking devices and Cisco Firepower firewalls, including VPN
Monitor logs, alerts, and service dashboards for performance, uptime, and security
Serve as Tier III escalation point for support issues and access requests
Evaluate new platforms or services and lead their secure implementation upon approval
Create and maintain documentation for systems, policies, and SOPs
Ensure all systems are patched, secured, and optimized regularly
Assist in preparing materials and responses for IT audits, vendor due diligence, investor evaluations, and disaster recovery testing, ensuring all systems meet compliance standards
Collaborate across departments to align IT tools with business goals, provide solutions and answer technical questions
Specific Knowledge, Skills and Abilities
Team-first mindset, extreme ownership of systems under your care with minimal oversight
Microsoft 365 (Admin Center, SharePoint, Teams, OneDrive, Copilot)
Microsoft Windows Server 2016, 2019, 2022 Setup, Configuration and Administration
Microsoft Entra ID (formerly Azure AD), Active Directory, DNS, DHCP
Intune, Autopilot, Defender, and Conditional Access policy creation
VMware vSphere, Veeam, enterprise NAS administration
Meraki (MX, MR, MS), Cisco Umbrella, Firepower, AnyConnect VPN, VLAN setup and troubleshooting
Zoom VOIP platform
Proofpoint Email Security
Remote tools (ConnectWise, RDP, SSH)
Microsoft Office products such as Word, Excel, Outlook, Visio and PowerPoint
Hardware upgrades, OSI model, Linux CLI experience, Windows event log review
General Knowledge, Skills and Abilities
Knowledge of enterprise-level storage, management, backup and security methodology
Knowledge of TCP/IP, network ports, network designs, network monitoring and tools
Knowledge of technical writing principles and practices
Knowledge of compliance requirements, including SEC and SOX
Understanding of how to implement and record a disaster recovery plan
Understanding of the Principle of least Privilege
Understanding of the CIS benchmarks and NIST security framework
Strong detail-oriented, systematic troubleshooting and problem-solving skills and can keep calm under tight time constraints and high pressure.
Strong and personable communication skills, including verbal, face-to-face, written, presentation, end-user training, and leadership reporting, ability to work well with a team
Self-starter with ability to quickly learn and apply new concepts, principles and solutions
Willingness to be flexible and adaptable to fast-changing priorities and schedules
Maintain effective working relationships with employees, vendors and supervisors
Strong understanding of customer service methods and theory
Experience reading and creating technical drawings and network maps
Minimum Experience & Qualifications
10+ years of IT experience (hardware, software, systems)
6+ years of Microsoft 365 and cloud/SaaS platform administration
6+ years in VMware, storage, backup, and server infrastructure
4+ years in customer service, project, or leadership context
Experience leading IT projects and supporting modernization initiatives
Previous experience in an enterprise-level IT environment
Strong documentation, communication, and team collaboration history
Associate’s degree or higher (or equivalent coursework)
Clean criminal record, valid driver's license
Certifications
CompTIA A+, Network+, Security+, ITIL Foundation, CompTIA Project+
Microsoft 365 Administrator or Endpoint Administrator Associate, Microsoft Certified: Identity and Access Administrator Associate, Microsoft Certified: Information Protection and Compliance Administrator Associate, MCSA, MCSE
VMware VCP or comparable virtualization certification
Cisco CCNA
Workplace Expectations
Reports onsite in West Palm Beach; occasional after-hours support required
Serves as a technical lead for infrastructure and M365-related platforms
Collaborates directly with the IT Team to deliver company-wide improvements
Maintains high availability standards across all supported systems (target: 99.7% uptime)
Maintains up-to-date certifications and pursues at least one new relevant certification per year
Benefits
Employer-paid certification testing and renewals, online technical training
Medical, dental, vision, life, disability insurance and 401(k) match
Onsite Gym
Paid holidays and vacation
High‑impact, visible role in a growing, high‑performance IT team
Sterling Organization is an equal‑opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, ethnicity, age, disability, veteran status, marital status or any other characteristic protected by law.
Seniority level Mid‑Senior level
Employment type Full‑time
Job function Information Technology
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Senior Systems Administrator III
role at
Sterling Organization .
Location: West Palm Beach, FL
Salary: $100,000 - $120,000
Overview The Senior System Administrator is a highly experienced technical leader within the Sterling IT team, responsible for ensuring the reliable operation, modernization, and security of the company’s core systems and cloud platforms. This is not an entry-level role; it requires expert-level administration of Microsoft 365, cloud identity (Entra), Exchange Online, SharePoint, Intune, Windows Autopilot, Meraki networking, Cisco Firewalls and VMware virtualization.
Primary Responsibilities
Ownership of the System Administration Pillar of the Sterling IT Department
Administration of Microsoft 365, Exchange Online, Entra ID, SharePoint, OneDrive, Teams, Microsoft Copilot and other SaaS platforms
Designing and enforcing Intune, Autopilot, and Conditional Access policies for device management
Administration of VMware vSphere virtual environments, including NAS storage and backup strategy using Veeam
Collaborating with Helpdesk Manager, Cyber Security Manager and Yardi System Admin
Administration of Meraki networking devices and Cisco Firepower firewalls, including VPN
Monitor logs, alerts, and service dashboards for performance, uptime, and security
Serve as Tier III escalation point for support issues and access requests
Evaluate new platforms or services and lead their secure implementation upon approval
Create and maintain documentation for systems, policies, and SOPs
Ensure all systems are patched, secured, and optimized regularly
Assist in preparing materials and responses for IT audits, vendor due diligence, investor evaluations, and disaster recovery testing, ensuring all systems meet compliance standards
Collaborate across departments to align IT tools with business goals, provide solutions and answer technical questions
Specific Knowledge, Skills and Abilities
Team-first mindset, extreme ownership of systems under your care with minimal oversight
Microsoft 365 (Admin Center, SharePoint, Teams, OneDrive, Copilot)
Microsoft Windows Server 2016, 2019, 2022 Setup, Configuration and Administration
Microsoft Entra ID (formerly Azure AD), Active Directory, DNS, DHCP
Intune, Autopilot, Defender, and Conditional Access policy creation
VMware vSphere, Veeam, enterprise NAS administration
Meraki (MX, MR, MS), Cisco Umbrella, Firepower, AnyConnect VPN, VLAN setup and troubleshooting
Zoom VOIP platform
Proofpoint Email Security
Remote tools (ConnectWise, RDP, SSH)
Microsoft Office products such as Word, Excel, Outlook, Visio and PowerPoint
Hardware upgrades, OSI model, Linux CLI experience, Windows event log review
General Knowledge, Skills and Abilities
Knowledge of enterprise-level storage, management, backup and security methodology
Knowledge of TCP/IP, network ports, network designs, network monitoring and tools
Knowledge of technical writing principles and practices
Knowledge of compliance requirements, including SEC and SOX
Understanding of how to implement and record a disaster recovery plan
Understanding of the Principle of least Privilege
Understanding of the CIS benchmarks and NIST security framework
Strong detail-oriented, systematic troubleshooting and problem-solving skills and can keep calm under tight time constraints and high pressure.
Strong and personable communication skills, including verbal, face-to-face, written, presentation, end-user training, and leadership reporting, ability to work well with a team
Self-starter with ability to quickly learn and apply new concepts, principles and solutions
Willingness to be flexible and adaptable to fast-changing priorities and schedules
Maintain effective working relationships with employees, vendors and supervisors
Strong understanding of customer service methods and theory
Experience reading and creating technical drawings and network maps
Minimum Experience & Qualifications
10+ years of IT experience (hardware, software, systems)
6+ years of Microsoft 365 and cloud/SaaS platform administration
6+ years in VMware, storage, backup, and server infrastructure
4+ years in customer service, project, or leadership context
Experience leading IT projects and supporting modernization initiatives
Previous experience in an enterprise-level IT environment
Strong documentation, communication, and team collaboration history
Associate’s degree or higher (or equivalent coursework)
Clean criminal record, valid driver's license
Certifications
CompTIA A+, Network+, Security+, ITIL Foundation, CompTIA Project+
Microsoft 365 Administrator or Endpoint Administrator Associate, Microsoft Certified: Identity and Access Administrator Associate, Microsoft Certified: Information Protection and Compliance Administrator Associate, MCSA, MCSE
VMware VCP or comparable virtualization certification
Cisco CCNA
Workplace Expectations
Reports onsite in West Palm Beach; occasional after-hours support required
Serves as a technical lead for infrastructure and M365-related platforms
Collaborates directly with the IT Team to deliver company-wide improvements
Maintains high availability standards across all supported systems (target: 99.7% uptime)
Maintains up-to-date certifications and pursues at least one new relevant certification per year
Benefits
Employer-paid certification testing and renewals, online technical training
Medical, dental, vision, life, disability insurance and 401(k) match
Onsite Gym
Paid holidays and vacation
High‑impact, visible role in a growing, high‑performance IT team
Sterling Organization is an equal‑opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender identity, sexual orientation, national origin, ethnicity, age, disability, veteran status, marital status or any other characteristic protected by law.
Seniority level Mid‑Senior level
Employment type Full‑time
Job function Information Technology
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