Remote Senior Escalation Engineer: Projects & Automation

OSIbeyond L.L.C.; Rockville (MD); Remote; USD 120,000 - 180,000; Full time

Benefits offered by this job

Medical Insurance- OSIbeyond pays 75%

Vision and Dental Insurance- OSIbeyond

Life Insurance- OSIbeyond pays 100%

Short Term Disability Insurance

401K- OSIbeyond matches up to 4%

PTO/Holidays - 9 paid Holidays

Job summary

OSIbeyond L.L.C. is seeking a Level 3 Engineer to own complex escalations, lead client technology projects, and design scalable infrastructure across on-premises, Microsoft 365, and Azure environments.

You will mentor Level 2 engineers, collaborate with Automation Engineering, and drive automation initiatives using AI-assisted tooling. The role emphasizes ownership, meticulous documentation, and clear communication with client leadership during high-impact incidents or major project cutovers.

Qualifications

• Four or more years of progressive experience in systems engineering or escalation support.
• Experience delivering infrastructure projects and client-focused migrations.
• Proven ability to mentor and raise team capability in a remote, escalation-driven role.

Responsibilities

• Escalation Resolution & Advanced Troubleshooting across identity, network, and cloud layers.
• Deliver client technology projects, design and deploy infrastructure, and manage migrations.
• Automation & AI enablement: convert tasks into automation-ready SOPs and maintain scripts.
• Technical Leadership & Mentorship: guide peers, review changes, and contribute to standards.
• General Responsibilities: maintain documentation, KPIs, and client communication.

Skills

Escalation management

Advanced troubleshooting

Client communication

Mentorship

Project leadership

Tools

Microsoft 365

Entra ID

Intune

Azure administration

PowerShell

Microsoft Graph

KQL

Tines automation

Autotask

Job description

OSIbeyond L.L.C. is seeking a Level 3 Engineer to own complex escalations, lead client technology projects, and design scalable infrastructure across on-premises, Microsoft 365, and Azure environments.

You will mentor Level 2 engineers, collaborate with Automation Engineering, and drive automation initiatives using AI-assisted tooling. The role emphasizes ownership, meticulous documentation, and clear communication with client leadership during high-impact incidents or major project cutovers.