Systems Administrator (Microsoft 365, Azure & Cybersecurity)

About the Company
At Benchmark 365, we help Managed Service Providers (MSPs) deliver exceptional technical outcomes to their customers through a global team of experienced IT professionals.
Based in Cebu, Philippines | Remote | MSP Environment | Global Team
About the Role
We're seeking a highly capable Systems Administrator who thrives on solving complex technical problems, takes ownership of issues from start to finish, and enjoys working across diverse IT environments. This role is ideal for someone with MSP experience who wants exposure to modern cloud, infrastructure, cybersecurity, and automation technologies while working with international customers and partners. Whether your background is closer to an experienced L2 Systems Administrator or a Senior Systems Engineer, we'd love to hear from you.
Responsibilities
Troubleshoot and resolve escalated technical issues across Microsoft 365, Azure, Windows Server, Active Directory, networking, and cloud environments.
Administer and support Microsoft 365 tenants including Exchange Online, SharePoint Online, Teams, Entra ID, and licensing.
Support Azure services, identity management, access control, virtualization, and hybrid infrastructure environments.
Diagnose and resolve issues involving DNS, DHCP, Group Policy, VPNs, firewalls, routing, switching, and wireless networking.
Perform user onboarding, offboarding, access management, and endpoint administration across Microsoft ecosystems.
Investigate and remediate cybersecurity risks, vulnerabilities, suspicious activity, and identity-related incidents.
Support endpoint management through Intune, device compliance policies, security baselines, and conditional access.
Contribute to projects including migrations, upgrades, cloud transformations, security improvements, and infrastructure modernization.
Create and maintain clear technical documentation, runbooks, knowledge articles, and implementation notes.
Work collaboratively with technical teams, partners, vendors, and customers to deliver practical outcomes.
Identify opportunities for automation, operational efficiency, and service improvement.
Qualifications
3+ years of systems administration, systems engineering, cloud engineering, or MSP experience.
Strong experience with Microsoft 365 administration.
Exposure to Azure, Entra ID, and Intune.
Hands-on experience with Windows Server and Active Directory.
Experience troubleshooting networking and infrastructure issues.
Understanding of cybersecurity best practices and modern security controls.
Excellent spoken and written English communication skills.
Preferred:
Microsoft, Azure, Security, Networking, or Infrastructure certifications.
PowerShell or automation experience.
Experience with Microsoft Defender and security tooling.
Previous MSP experience supporting multiple customer environments.
Required Skills
Technical Skills We're Looking For
Microsoft 365 Administration
Exchange Online
Teams
SharePoint Online
OneDrive
Licensing & User Management
Microsoft Azure
Azure Administration
Azure Virtual Machines
Entra ID (Azure AD)
RBAC
Hybrid Identity
Azure Networking
Endpoint Management
Microsoft Intune
Windows Autopilot
Endpoint Compliance
Device Lifecycle Management
Windows Infrastructure
Windows Server
Active Directory
Group Policy
DNS
DHCP
File & Print Services
Networking
TCP/IP
Routing & Switching
Firewalls
VPN Technologies
Wireless Networking
Network Troubleshooting
Virtualization & Infrastructure
VMware
Hyper-V
Backup & Recovery Solutions
Hybrid Cloud Environments
Cybersecurity (Highly Important)
We place a strong emphasis on security-first thinking.
Experience with the following is highly valued:
Microsoft Defender
Identity Security
Multi-Factor Authentication (MFA)
Conditional Access
Endpoint Protection
Vulnerability Management
Security Monitoring
Incident Response
Backup & Disaster Recovery
Business Continuity Planning
Security Hardening
Risk Assessment & Remediation
MSP Experience
You should have experience working in a Managed Service Provider (MSP) or multi-customer IT support environment and be comfortable with:
Ticket ownership and SLA-driven service delivery
Remote support and troubleshooting
PSA and RMM tools
Technical documentation platforms
Supporting multiple clients simultaneously
Escalation management and prioritization
Preferred Skills
The Power Skills That Matter Most
Technical skills alone won't make you successful here.
We're specifically looking for professionals who demonstrate:
✅ Critical Thinking - You look beyond symptoms to identify root causes.
✅ Troubleshooting Prowess - You enjoy solving difficult technical problems and can methodically work through ambiguity.
✅ Dependability - People trust you to own issues and follow through on commitments.
✅ Resourcefulness - When documentation doesn't exist, you know how to investigate, learn, and find a solution.
✅ Accountability - You take responsibility for outcomes, not just tasks.
✅ Customer-Focused Communication - You can explain technical concepts clearly to both technical and non-technical audiences.
✅ Documentation Discipline - You leave systems, tickets, and environments better documented than you found them.
✅ Continuous Learning Mindset - Technology changes quickly, and you enjoy keeping up.
Why Join Benchmark 365?
Work with MSPs across the US, Australia, and other global markets.
Exposure to modern Microsoft cloud and cybersecurity technologies.
Work alongside experienced engineers and technical leaders.
Opportunities to participate in projects, migrations, automation, and service improvement initiatives.

Work arrangement
Yes