# L2/L3 Systems Engineer (MSP Experience Required)

> Outsourcing Advantage · Santo Domingo, Dominican Republic (Remote) · — · Posted 2026-07-28

**Workplace:** remote

**Department:** OSA Global

## Description

Outsourcing Advantage is a boutique BPO provider specializing in back-office and operational support for U.S.-based businesses. We are seeking an experienced **L2/L3 Systems Engineer** with a strong background in **Managed Services Providers (MSP)** environments to join our team. The ideal candidate will have hands-on experience supporting multiple clients, troubleshooting complex infrastructure issues, and managing Microsoft-based environments.

This role requires a highly technical, organized, and proactive professional who can independently diagnose issues, research solutions, and deliver exceptional support across diverse client environments.

### **Responsibilities**

-   Provide advanced Level 2 and Level 3 technical support for multiple client environments.
-   Troubleshoot and resolve complex issues involving Microsoft 365, Azure, networking, servers, endpoints, and infrastructure.
-   Manage and support Microsoft cloud technologies, including Entra ID (Azure AD), Exchange Online, SharePoint, and Intune.
-   Administer and troubleshoot Windows Server environments, including Active Directory, Domain Controllers, Group Policy, and directory synchronization.
-   Configure, maintain, and troubleshoot network infrastructure, including firewalls, VPNs, content filtering, and security solutions.
-   Support virtualization environments, including hypervisors and virtual machines.
-   Assist with Azure infrastructure, including Azure Virtual Machines and Azure Virtual Desktop (AVD).
-   Manage backup solutions, perform troubleshooting, and ensure successful recovery processes.
-   Document service call notes, technical resolutions, system configurations, diagrams, and internal procedures.
-   Create and maintain technical documentation, checklists, and knowledge base articles.
-   Research and implement new technologies, tools, and best practices to improve client environments.
-   Communicate effectively with clients, team members, vendors, and external stakeholders.
-   Prioritize and manage multiple tickets while meeting service-level agreements (SLAs).
-   Work collaboratively with other engineers and internal teams to resolve escalated issues.

## Requirements

-   Minimum **3 years of experience working in an MSP (Managed Services Provider) environment**.

-   Proven experience supporting multiple clients and managing diverse IT environments.
-   Strong troubleshooting and analytical skills with the ability to resolve complex technical issues.
-   Ability to work independently, prioritize tasks, and perform effectively under pressure.
-   Strong communication skills, both written and verbal.
-   Highly organized, detail-oriented, and process-driven.
-   Experience documenting technical processes, configurations, and troubleshooting steps.
-   Microsoft 365 in general, and specifically Entra ID (Azure AD), Exchange Online, SharePoint, and Intune.
-   Experience with:

-   PowerShell scripting and automation
-   Azure Virtual Machines
-   Azure Virtual Desktop (AVD)
-   Windows Server administration
-   Active Directory and Group Policy
-   Directory synchronization tools
-   Hardware firewalls
-   VPN technologies
-   DPI-SSL and content filtering
-   Virtualization platforms
-   Backup technologies

**Candidates whose only experience is in-house IT, a single-company help desk, or an unrelated field are not a fit for this role. Prior experience in a Managed Services Provider (MSP) environment is required.**

### **Preferred Qualifications**

-   Experience working with multiple MSP tools and platforms.
-   Microsoft certifications such as:

-   Microsoft Certified: Azure Administrator Associate
-   Microsoft 365 Certified: Administrator Expert
-   Microsoft Certified: Endpoint Administrator Associate

-   Experience managing enterprise Microsoft environments.
-   Strong understanding of cybersecurity best practices.
-   Experience with firewall vendors such as SonicWall, Fortinet, Meraki, Palo Alto, or similar technologies.
-   Experience supporting hybrid cloud environments.
-   Experience creating network diagrams and technical documentation.
-   Familiarity with IT service management processes and ticketing systems.
-   Experience working directly with clients in a consulting or managed services capacity.

## Benefits

-   Opportunity to work on diverse and exciting projects.
-   Supportive and collaborative work environment.
-   Weekly payments.
-   Weekends off.

## Apply

[Apply at Outsourcing Advantage](https://apply.workable.com/osa/j/C37F988D3D/apply)

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