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Lead Systems Engineer

Bssi2Chicago, ILL6 LeadAugust 6th, 2026
The Lead Systems Engineer will oversee the maintenance, planning, design, and implementation of client technical infrastructure including backups and security solutions. Lead Systems Engineers are expected to stay up-to-date on technology advancements so they can provide technical direction that aligns with both client and company business goals. They are also expected to lead by example and at times provide mentorship to the team. This role requires professional and clear communication with staff, clients, and vendors. Required Skills: Five or more years of IT support to commercial, education or government entities Five or more years of experience (or combination of) configuring, installing/deploying, troubleshooting, and maintaining: Server based environments (Windows/Linux), VMware/Hyper-V, enterprise firewalls, VPN’s, Switches/VLAN configurations, workstations (Windows/Mac), image-based backup solutions, WiFi, Microsoft Office and 365 administration, cloud based applications, and AV Experience using RMM and/or PSA/CRM tools are a plus Experience creating a Statement of Work or project proposal Experience in taking the lead on projects and seeing them to completion Working knowledge of Cybersecurity as it applies to businesses and their network environments Ability to have concise communications with owners, staff, and clients Valid driver’s license and auto insurance (must submit proof of adequate coverage) U.S. citizen or authorized to work in the U.S. Responsibilities: The Lead Systems Engineer is responsible for but not limited to: Driving technology and completion of technical activities Planning, design, and implementation of client technical projects Leading and facilitating technical reviews of client infrastructure Keeping client technical infrastructure maintained and running smoothly Identifying, advising, and proactively resolving technical needs and pain points for clients and end users Maintaining positive relationships and providing outstanding service to our clients Responding to clients, internal staff, and service tickets in a timely manner Communicating daily with staff for scheduling and maintaining appointments in PSA portal Completing and executing Statements of Work Reviewing your ticket entries for accuracy, spelling and completeness Updating company and client documentation accurately and in a timely manner Ensuring you are meeting SLA’s Effectively and timely dealing with escalated client issues Being available during normal business hours by phone, dm, or email Embodying and reinforcing the culture and mission of company core values Recognizing and notifying Service Manager of client issues which could affect the client/ business relationship. (i.e.: financial distress, staffing changes, disgruntled employees, etc.) Local travel will be required * Please apply on our BSSi2 Careers Page for faster responses. * Job Type: Full-time Pay: $65,000.00 - $90,000.00 per year Benefits: Health insurance Paid time off Schedule: Monday to Friday On call Application Question(s): While much of the job is remote, you must be able to reach our clients physical locations for on site requests, and do so within one hour in order to meet our SLA's. Are you able to comply with this requirement by reaching downtown Chicago within one hour? License/Certification: Driver's License (Preferred) Automobile Insurance (Preferred) Work Location: Hybrid remote in Chicago, IL 60602