{"schemaVersion":"jobsearcher.job.v1","id":"1972d90be690c8b9d5aa0db4","url":"https://jobsearcher.com/jobs/1972d90be690c8b9d5aa0db4","canonicalUrl":"https://jobsearcher.com/jobs/1972d90be690c8b9d5aa0db4","title":"Lead Systems Engineer","description":"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.\nRequired Skills:\nFive or more years of IT support to commercial, education or government entities\nFive 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\nExperience using RMM and/or PSA/CRM tools are a plus\nExperience creating a Statement of Work or project proposal\nExperience in taking the lead on projects and seeing them to completion\nWorking knowledge of Cybersecurity as it applies to businesses and their network environments\nAbility to have concise communications with owners, staff, and clients\nValid driver’s license and auto insurance (must submit proof of adequate coverage) U.S. citizen or authorized to work in the U.S.\nResponsibilities:\nThe Lead Systems Engineer is responsible for but not limited to:\nDriving technology and completion of technical activities\nPlanning, design, and implementation of client technical projects\nLeading and facilitating technical reviews of client infrastructure\nKeeping client technical infrastructure maintained and running smoothly\nIdentifying, advising, and proactively resolving technical needs and pain points for clients and end users\nMaintaining positive relationships and providing outstanding service to our clients\nResponding to clients, internal staff, and service tickets in a timely manner\nCommunicating daily with staff for scheduling and maintaining appointments in PSA portal\nCompleting and executing Statements of Work\nReviewing your ticket entries for accuracy, spelling and completeness\nUpdating company and client documentation accurately and in a timely manner\nEnsuring you are meeting SLA’s\nEffectively and timely dealing with escalated client issues\nBeing available during normal business hours by phone, dm, or email\nEmbodying and reinforcing the culture and mission of company core values\nRecognizing and notifying Service Manager of client issues which could affect the client/ business relationship. (i.e.: financial distress, staffing changes, disgruntled employees, etc.)\nLocal travel will be required\n*\nPlease apply on our BSSi2 Careers Page for faster responses.\n*\nJob Type: Full-time\nPay: $65,000.00 - $90,000.00 per year\nBenefits:\nHealth insurance\nPaid time off\nSchedule:\nMonday to Friday\nOn call\nApplication Question(s):\nWhile 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?\nLicense/Certification:\nDriver's License (Preferred)\nAutomobile Insurance (Preferred)\nWork Location: Hybrid remote in Chicago, IL 60602","company":"Bssi2","rawCompany":"bssi2","city":"Chicago","state":"IL","isRemote":false,"isActive":false,"createdAt":"2026-08-06T11:16:10.443Z","occupations":[{"code":"15-1299.08","title":"Computer Systems Engineers/Architects","slug":"computer-systems-engineers-architects"},{"code":"15-1244.00","title":"Network and Computer Systems Administrators","slug":"network-and-computer-systems-administrators"},{"code":"15-1211.00","title":"Computer Systems Analysts","slug":"computer-systems-analysts"}],"industries":[{"code":"541512","title":"Computer Systems Design Services","slug":"computer-systems-design-services"},{"code":"541330","title":"Engineering Services","slug":"engineering-services"},{"code":"541519","title":"Other Computer Related Services","slug":"other-computer-related-services"}],"jobPosting":{"@context":"https://schema.org","@type":"JobPosting","title":"Lead Systems Engineer","description":"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.\nRequired Skills:\nFive or more years of IT support to commercial, education or government entities\nFive 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\nExperience using RMM and/or PSA/CRM tools are a plus\nExperience creating a Statement of Work or project proposal\nExperience in taking the lead on projects and seeing them to completion\nWorking knowledge of Cybersecurity as it applies to businesses and their network environments\nAbility to have concise communications with owners, staff, and clients\nValid driver’s license and auto insurance (must submit proof of adequate coverage) U.S. citizen or authorized to work in the U.S.\nResponsibilities:\nThe Lead Systems Engineer is responsible for but not limited to:\nDriving technology and completion of technical activities\nPlanning, design, and implementation of client technical projects\nLeading and facilitating technical reviews of client infrastructure\nKeeping client technical infrastructure maintained and running smoothly\nIdentifying, advising, and proactively resolving technical needs and pain points for clients and end users\nMaintaining positive relationships and providing outstanding service to our clients\nResponding to clients, internal staff, and service tickets in a timely manner\nCommunicating daily with staff for scheduling and maintaining appointments in PSA portal\nCompleting and executing Statements of Work\nReviewing your ticket entries for accuracy, spelling and completeness\nUpdating company and client documentation accurately and in a timely manner\nEnsuring you are meeting SLA’s\nEffectively and timely dealing with escalated client issues\nBeing available during normal business hours by phone, dm, or email\nEmbodying and reinforcing the culture and mission of company core values\nRecognizing and notifying Service Manager of client issues which could affect the client/ business relationship. (i.e.: financial distress, staffing changes, disgruntled employees, etc.)\nLocal travel will be required\n*\nPlease apply on our BSSi2 Careers Page for faster responses.\n*\nJob Type: Full-time\nPay: $65,000.00 - $90,000.00 per year\nBenefits:\nHealth insurance\nPaid time off\nSchedule:\nMonday to Friday\nOn call\nApplication Question(s):\nWhile 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?\nLicense/Certification:\nDriver's License (Preferred)\nAutomobile Insurance (Preferred)\nWork Location: Hybrid remote in Chicago, IL 60602","datePosted":"2026-08-06T11:16:10.443Z","dateModified":"2026-08-06T11:16:10.443Z","hiringOrganization":{"@type":"Organization","name":"Bssi2","sameAs":"https://jobsearcher.com"},"jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Chicago","addressRegion":"IL","addressCountry":"US"}},"identifier":{"@type":"PropertyValue","name":"JobSearcher","value":"1972d90be690c8b9d5aa0db4"},"url":"https://jobsearcher.com/jobs/1972d90be690c8b9d5aa0db4"}}