The Role
Provides proactive managed IT support across client environments by identifying and remediating vulnerabilities, infrastructure deficiencies, monitoring alerts, and hardware issues. Administers Windows servers, Active Directory, Microsoft 365, Entra ID, networks, firewalls, virtualization, Azure, backups, and endpoint systems. Performs patching, hardening, migrations, troubleshooting, documentation, health checks, and maintenance while implementing permanent solutions and escalating larger infrastructure risks.
Summary Generated by Built In
We are seeking a skilled Proactive Support Engineer to join our Managed IT Services team. Unlike traditional reactive IT support roles, this position focuses on proactively identifying, investigating, and resolving technical issues, infrastructure deficiencies, vulnerabilities, and security risks across multiple client environments before they impact business operations.
The engineer will be responsible for remediating security vulnerabilities, maintaining and updating server and network infrastructure, investigating proactive monitoring alerts, identifying aging/failing hardware, and performing routine maintenance to ensure client environments remain secure, stable, and up to date. Additional responsibilities include conducting technical health checks of client environments, identifying configuration deficiencies, aligning infrastructure with established technical standards and industry best practices, and implementing improvements to overall system performance, security, and reliability.
This is a hands-on technical role that requires independent troubleshooting, strong ownership of assigned work, and the ability to manage multiple priorities across different client environments. The engineer will also focus on identifying recurring issues, implementing permanent solutions where possible, and escalating risks that require larger infrastructure changes or project work. The primary objective is to continuously improve the health, security, stability, and standardization of our clients' IT environments while reducing preventable support incidents.
JOB QUALIFICATIONS
JOB DUTIES & RESPONSIBILITIES
Benefits
Benefits:
Supplemental Pay:
The engineer will be responsible for remediating security vulnerabilities, maintaining and updating server and network infrastructure, investigating proactive monitoring alerts, identifying aging/failing hardware, and performing routine maintenance to ensure client environments remain secure, stable, and up to date. Additional responsibilities include conducting technical health checks of client environments, identifying configuration deficiencies, aligning infrastructure with established technical standards and industry best practices, and implementing improvements to overall system performance, security, and reliability.
This is a hands-on technical role that requires independent troubleshooting, strong ownership of assigned work, and the ability to manage multiple priorities across different client environments. The engineer will also focus on identifying recurring issues, implementing permanent solutions where possible, and escalating risks that require larger infrastructure changes or project work. The primary objective is to continuously improve the health, security, stability, and standardization of our clients' IT environments while reducing preventable support incidents.
JOB QUALIFICATIONS
- Strong troubleshooting and administration experience with Windows Server, Active Directory, DNS, DHCP, and Group Policy.
- Experience administering Microsoft 365, including Exchange Online, Entra ID, MFA, InTune and Conditional Access.
- Working knowledge of networking fundamentals, including TCP/IP, VLANs, VPNs, firewalls, and routing.
- Experience supporting virtualization environments such as VMware ESXi and Microsoft Hyper-V.
- Familiarity with endpoint management, Windows operating systems, patch management, and security best practices.
- Experience troubleshooting server infrastructure, storage utilization, backups, and monitoring alerts.
- Ability to independently investigate technical issues, identify root causes, and implement effective resolutions.
- Strong organizational skills with the ability to manage multiple tickets and priorities across different environments.
- Excellent technical documentation and communication skills.
- Previous experience working in a Managed Service Provider (MSP) environment is strongly preferred.
- Familiarity with RMM and PSA platforms, such as ConnectWise, is preferred.
- PowerShell scripting and automation experience is a plus.
JOB DUTIES & RESPONSIBILITIES
- Security vulnerability remediation
- Infrastructure hardening and best practice implementation
- Microsoft 365 and Entra ID administration
- Active Directory management
- Server administration and troubleshooting
- Firewall and switch configuration
- Azure and cloud platform support
- Patching, upgrades, and system maintenance
- Technical implementations, migrations, and configuration changes
- Documentation and client environment improvement initiatives
- 8-hour shift
- Evenings
Benefits
Benefits:
- Competitive pay
- Paid training
- Pay increases
- Work from home
Supplemental Pay:
- Performance bonus
Skills Required
- Strong troubleshooting and administration experience with Windows Server, Active Directory, DNS, DHCP, and Group Policy
- Experience administering Microsoft 365, Exchange Online, Entra ID, MFA, Intune, and Conditional Access
- Working knowledge of networking fundamentals, including TCP/IP, VLANs, VPNs, firewalls, and routing
- Experience supporting VMware ESXi and Microsoft Hyper-V virtualization environments
- Familiarity with endpoint management, Windows operating systems, patch management, and security best practices
- Experience troubleshooting server infrastructure, storage utilization, backups, and monitoring alerts
- Ability to independently investigate technical issues, identify root causes, and implement effective resolutions
- Strong organizational skills for managing multiple tickets and priorities across different environments
- Excellent technical documentation and communication skills
- Previous experience working in a Managed Service Provider environment
- Familiarity with RMM and PSA platforms such as ConnectWise
- PowerShell scripting and automation experience
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The Company
What We Do
CompassMSP is a strategic managed IT and cybersecurity partner for small and midsized businesses. Founded in 2016, it provides cloud, security, compliance, and managed IT infrastructure services, including 24/7 monitoring, help desk, patching, SOC monitoring, co-managed IT, and industry-specific compliance support. The company helps organizations keep systems secure, stable, connected, and aligned with business priorities across regulated and professional-service sectors.








