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Senior Systems Engineer (Remote) in Chicago

Job DescriptionJob Description

Advantage Technologies
Position: Senior Systems Engineer (Remote)

Position Overview

The Senior Systems Engineer plays a critical role at Advantage Technologies with two primary responsibilities:

  1. Designing, planning, implementing, and supporting complex networks and computer systems
  2. Maintaining clear documentation for system standards, procedures, and best practices

This role supports a wide range of technologies including servers, workstations, firewalls, switches, access points, backup systems, and various software applications. You will primarily handle advanced configurations such as multi-site setups, VPNs, Fiber/MPLS/Metro-E connections, VLANs, Active Directory design, Hyper-V replication, DFS synchronization, and similar enterprise-level solutions.

About the Company

Advantage Technologies (www.adv-tech.com) is pretty much one of the coolest places to work in the world. We treat our people like partners, and everyone pulls together to build our team. No gossip, no backstabbing. We really care about our people, and it shows. Advantage Technologies provides computer hardware, software, security, and networking infrastructure to small business, particularly focusing on professional service organizations (dentists, doctors, engineering companies, insurance agencies, CPA firms, etc). We provide the servers, workstations, cabling, management, and integration services to keep our clients serving their clients.

Key Responsibilities

The Senior Systems Engineer works directly with internal teams and clients, reporting to the Service Team Manager, and is responsible for the following:

  • Serve as a technical resource for the Service Team to implement and configure complex systems including but not limited to:
    • Domain and Active Directory setup and migrations
    • Group Policy configuration
    • VPN setup and management
    • Microsoft platforms (Azure, Entra, Office 365, etc)
    • Advanced routing and networking
  • Assist the Support Team with escalated tickets requiring senior-level expertise.
  • Develop, define, and maintain Standard Operating Procedures (SOPs) for system deployments and standards, including:
    • Policies and best practices
    • Minimum required configurations
    • Step-by-step guides for recurring tasks
  • Act as a subject matter expert for key client technologies such as:
    • UniFi
    • SonicWALL
    • Microsoft 365 suite of products (including Azure, Entra, Intune, etc)
    • Virtualization platforms
    • Cloud solutions
  • Collaborate with the Service Team Manager to identify and implement process improvements to increase team efficiency and productivity.
  • Support the Sales Team by reviewing complex system proposals and advising on implementation feasibility.

Desired Skills and Experience

  • Strong communication and interpersonal skills to work effectively with clients and internal teams.
  • Self-starter capable of working independently and managing multiple priorities.
  • Proven experience working with small businesses in the professional services industry.
  • Deep technical knowledge of Windows-based networks and system setups

Technical Proficiency

Ability to design, configure, deploy, and troubleshoot:

  • Networking hardware: switches, firewalls, access points
  • LAN/WAN routing
  • Multi-site connectivity using:
    • Business-class internet
    • Point-to-Point
    • Metro Ethernet
    • MPLS
    • Fiber connections
  • Active Directory, DNS, DHCP, and basic OU structures
  • User accounts, file permissions, shared drives, and network printers
  • Various business software applications, including working with vendor support
  • Server components such as RAID, iDRAC, and Dell OpenManage
  • Virtualization (especially Hyper-V) and replication/migration strategies
  • Microsoft 365 platform (focus on email and apps), including migrations from other platforms
  • Backup strategies and common data protection practices

Certifications ( but Not Required)

  • Microsoft Networking Certifications
  • Microsoft Server Certifications
  • Microsoft Cloud Certifications

Compensation Plan: The position is salary plus benefits, profit sharing, retirement plan, and an expense account. The salary is evaluated each year at your annual review, and there are great growth opportunities with our team. Compensation includes:

  • Salary reflective of experience, skillset, and value brought to the organization
  • Great growth opportunities based on performance
  • Paid holidays and personal time off
  • Medical, Dental, and Vision Coverage Available
  • Company paid short term and long-term insurance

Employee Supplied Items: You will be responsible for supplying the following:

  • Desktop computer running Windows 11 or newer, with an i3 or faster processor, 16gb of RAM, potential for dual monitors
  • A working and reliable headset and microphone that has clear voice communication
  • High speed internet connection at your home office.
  • A quiet, distraction free home office.

Probationary Period: The first 90 days of employment is considered to be probationary and a training period. The probationary period will be considered complete (possibly ahead of 90 days), if the individual can demonstrate satisfactory results in the key responsibility areas listed above.

Job Type: Full-time

Pay: $65,000.00 - $80,000.00 per year

Company DescriptionAdvantage Technologies empowers small businesses to focus on those they serve. Our mission of Hassle-Free IT is delivered through simple, secure, stable and supported technology solutions. We provide services that exceed expectations and will move mountains to make our client’s experience with us better than anyone else. We use the same technology to run our business that we recommend to our clients so that we have a vested interest in always providing and recommending the very best. We deliver technology solutions that are not only technically sound and reliable but also make a positive impact on our clients.Company DescriptionAdvantage Technologies empowers small businesses to focus on those they serve. Our mission of Hassle-Free IT is delivered through simple, secure, stable and supported technology solutions. We provide services that exceed expectations and will move mountains to make our client’s experience with us better than anyone else. We use the same technology to run our business that we recommend to our clients so that we have a vested interest in always providing and recommending the very best. We deliver technology solutions that are not only technically sound and reliable but also make a positive impact on our clients.

Senior Systems Engineer (Remote) in Chicago

Chicago, IL
Full time

Published on 06/11/2026

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