Senior Systems Engineer - MSP Projects & Escalations (Rockville)

Senior Systems Engineer – MSP Projects & Escalations

• Location: Rockville, MD / DMV
• Compensation: $90,000–$110,000 base
• Schedule: Local WFH / Hybrid – Tuesdays in office; remaining time remote or onsite with clients
• Employment: Full-Time, Direct Hire

Overview

A well-established Managed Service Provider serving SMB clients throughout the DC Metro area is seeking a Senior Systems Engineer to join its growing engineering team. This is a senior-level, client-facing position focused primarily on hands-on project implementations, cloud migrations, and Tier 3 escalations.

The ideal candidate is a seasoned MSP engineer who can independently implement infrastructure projects across Microsoft cloud, servers, networking, and security while also serving as a senior escalation resource. This position is focused on executing projects rather than selling or scoping them.

Responsibilities

• Lead hands-on technical implementations and infrastructure projects.
• Execute Microsoft 365 and Azure cloud migrations.
• Implement and support Entra ID, Intune, Active Directory, and Windows Server environments.
• Serve as a senior escalation point for complex technical issues.
• Troubleshoot advanced Microsoft 365, Azure, server, networking, firewall, and cybersecurity issues.
• Perform root-cause analysis and implement long-term resolutions.
• Lead technical projects from planning through implementation and completion.
• Coordinate with internal engineers, vendors, carriers, and client stakeholders throughout project delivery.
• Perform onsite infrastructure, network, and security assessments.
• Lead technical onboarding activities for new MSP clients.
• Identify infrastructure risks, deficiencies, and opportunities for improvement.
• Maintain accurate technical documentation and standardized client environments.
• Conduct Microsoft 365 security assessments and assist with improving Microsoft Secure Score.
• Implement security best practices and remediation initiatives.
• Assist with cybersecurity incident response when required.
• Support client compliance initiatives involving frameworks such as HIPAA, CMMC, SOC 2, NIST, and CJIS.
• Communicate technical recommendations, project status, and expectations directly with clients.

Technical Qualifications

• 5+ years of engineering experience within an MSP environment.
• Strong hands-on project implementation experience.
• Strong experience with Microsoft 365, Entra ID, Intune, and Azure.
• Strong Windows Server and Active Directory administration experience.
• Experience administering and troubleshooting firewalls and network infrastructure.
• Experience supporting multiple client environments simultaneously.
• Strong Tier 3 troubleshooting and escalation experience.
• Experience implementing cloud migrations and infrastructure modernization projects.
• Strong understanding of cybersecurity best practices.
• ConnectWise experience is a plus but not required.

Client-Facing Requirements

• Comfortable working directly with clients onsite throughout the DMV.
• Strong written and verbal communication skills.
• Ability to explain technical issues and recommendations to non-technical stakeholders.
• Professional and polished client-facing presence.
• Able to work autonomously while still collaborating closely with the engineering team.
• Ability to manage multiple client environments and priorities simultaneously.
• Valid driver's license and ability to travel to client locations throughout the DMV.

Benefits & Perks

• Health, dental, and vision insurance
• 401(k) with 3% company match
• Unlimited PTO
• Local work-from-home flexibility
• Only one scheduled office day per week
• Team outings and company events
• Exposure to advanced Microsoft cloud, infrastructure, security, and compliance projects