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L2/L3 Systems Engineer (MSP Experience Required)

Outsourcing Advantage
Santiago de los Caballeros, Santiago Province, Dominican Republic Posted Oct 7, 2026
Full-time

About this role

Outsourcing Staffing Advantage is 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.
  • Weekly incentives based on performance.
  • Weekends off.
  • Hiring bonus.
  • Loyalty Bonus
  • Annual Performance Salary Review Increases up to 10%
  • Paid Breaks
  • Growth opportunities.
  • Referral bonus.
  • National holidays pay double the hourly rate.
  • US holidays off when applicable.
  • Best work environment in Santiago.
  • Morning shift available.

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