Senior Systems Engineer - Flexible Schedule

Trivail; Chicago (IL); On-site; USD 110,000 - 150,000; Full time

Benefits offered by this job

401(k) retirement plan

401(k) matching

Dental insurance

Vision insurance

Flexible schedule

Job summary

Trivail is seeking a Senior Systems Engineer to design, implement, and manage complex IT infrastructures with emphasis on service-oriented architecture, performance, and security.

The role requires hands-on expertise across Windows Server environments, cloud platforms (AWS/Azure), AD, Exchange, and backups, with a focus on reliability and security. You will lead initiatives, maintain documentation, and coordinate with cross-functional teams in a dynamic Chicago-area environment.

Qualifications

• Bachelor’s degree in computer science or a related field.
• Proven experience in systems engineering with a strong focus on system architecture design.
• Experience with cloud platforms such as AWS or Azure is essential.
• Strong understanding of computer networking concepts, including DNS, VPNs, firewalls, and general networking techniques.
• Strong analytical skills with the ability to debug complex systems effectively.
• 5+ years of experience in systems engineering or administration.
• Strong oral and written communication skills.
• Emphasis on ethics, accountability, and documentation discipline.
• Desire to pursue ongoing certifications and technical development.

Responsibilities

• Provide leadership, support, and supplementation to Junior Systems Administrators and Helpdesk Technicians.
• Oversee and complete support queue requests to ensure SLAs are being met.
• Serve as a client's highest point of contact for technical matters and service thereof.
• Resolve system performance and connectivity issues.
• Available to manage occasional escalations outside standard business hours; such instances are rare but should be expected as part of the role.
• Configure and deploy new servers and services and perform upgrades as needed.
• Participate in the design, deployment, and management of diverse server infrastructure deployments.
• Write PowerShell scripts for information gathering, management, and deployment of systems.
• Monitor system performance and enforce security best practices.

Skills

Systems engineering

Windows Server

PowerShell

AWS/Azure

Networking concepts

Documentation

Security best practices

Team leadership

SLA management

Education

Bachelor’s degree in computer science or related field

Tools

Active Directory

Exchange

MSSQL

Hyper-V

Office 365/Intune

Azure

Veeam

Backblaze B2

Juniper

WSL/Linux

Job description

Trivail is seeking a Senior Systems Engineer to design, implement, and manage complex IT infrastructures with emphasis on service-oriented architecture, performance, and security.

The role requires hands-on expertise across Windows Server environments, cloud platforms (AWS/Azure), AD, Exchange, and backups, with a focus on reliability and security. You will lead initiatives, maintain documentation, and coordinate with cross-functional teams in a dynamic Chicago-area environment.