Join Bowman Williams as a Tier 2 Systems Administrator, where you'll tackle complex IT challenges in a client-facing role. Enjoy a hybrid work environment and opportunities for technical growth in a dynamic MSP setting.
Systems Administrator – Tier 2 | Client-Facing, Project-Focused (MSP) Systems Administrator – Tier 2 | Client-Facing, Project-Focused (MSP) 2 days ago Be among the first 25 applicants Get AI-powered advice on this job and more exclusive features. This range is provided by Bowman Williams. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $70,000.00/yr - $75,000.00/yr Systems Administrator – Tier 2 | Client-Facing, Project-Focused (MSP) Des Plaines, IL | Hybrid | Full-Time Tired of being stuck on password resets? Ready to finally use your skills on the kind of tech challenges that actually make you better at your job? We’re not your average MSP. Led by a dynamic, high-energy leadership team, we’ve built a company where technical growth, real problem-solving, and an open culture come standard. Our clients are mainly in the architecture, engineering, and construction space—meaning the problems are diverse, the projects are impactful, and the pace is fast (in the best way possible). As a Tier 2 Systems Administrator , you’ll go beyond helpdesk tickets to handle client infrastructure, troubleshoot complex issues, implement cloud solutions, and play a key role in delivering top-tier IT experiences. If you're ready to move up, think critically, and actually enjoy what you do—you’ll thrive here. What You’ll Be Doing Act as the escalation point for unresolved Tier 1 issues Troubleshoot and resolve advanced infrastructure issues across networks, servers, and cloud systems Configure and manage Microsoft 365 (Exchange, Intune, MFA, Conditional Access, SharePoint migrations) Maintain Active Directory, GPOs, DNS, DHCP, and VPN connectivity Perform hardware/software deployments and smooth data migrations Collaborate directly with clients—on-site and remote—to ensure satisfaction and clarity Join an on-call rotation (light and shared) for critical issue coverage Document systems and processes to elevate knowledge sharing across the team What You Bring 5+ years of hands-on IT experience (at least 2+ in an MSP environment strongly preferred) Expert-level troubleshooting in Microsoft server/workstation environments Proficiency in Microsoft 365, Intune, SharePoint, Azure AD Familiarity with firewalls, site-to-site VPNs, endpoint security, and licensing management Experience with GPOs, AD Connect, DNS, DHCP, and MFA Client-facing confidence and communication skills—you can break down tech in plain English A proactive mindset—always looking for better solutions, not just fixes A reliable vehicle (you’ll visit clients in and around Des Plaines 2–3x/week) What Makes This Role Different You won’t be stuck on entry-level tickets – we respect your time and skills You’ll work with the latest tools – no outdated tech stacks here You’ll grow fast – you’ll get project exposure and career support to level up You’ll be heard – our leadership wants your ideas, not just your output You’ll be part of a real team – collaborative, funny, supportive, and smart Hybrid work schedule – enjoy WFH flexibility plus in-person camaraderie Monthly team lunches & quarterly events – game nights, rooftop hangouts, and more Career development – we support certifications, training, and growth paths Open-door culture – your input and voice will shape how we grow Casual vibe, serious tech – think brainstorming over pizza, not silos and status meetings If you're ready to grow your skills, be challenged, and actually enjoy your MSP job again—this is your shot. Seniority level Seniority level Mid-Senior level Employment type Employment type Full-time Job function Job function Information Technology Industries IT Services and IT Consulting Referrals increase your chances of interviewing at Bowman Williams by 2x Inferred from the description for this job Medical insurance Vision insurance 401(k) Get notified when a new job is posted. Sign in to set job alerts for “System Administrator” roles. Chicago, IL $90,000.00-$110,000.00 1 week ago Elk Grove Village, IL $80,000.00-$100,000.00 1 month ago Systems Administrator ($80,000-$140,000) Lisle, IL $38,894.07-$68,341.37 5 days ago Elgin, IL $63,000.00-$73,000.00 1 month ago Greater Chicago Area $120,000.00-$140,000.00 2 days ago Chicago, IL $80,000.00-$140,000.00 4 days ago Chicago, IL $80,000.00-$140,000.00 2 days ago Chicago, IL $80,000.00-$130,000.00 4 days ago Chicago, IL $120,000.00-$140,000.00 3 days ago Chicago, IL $80,000.00-$140,000.00 4 days ago Chicago, IL $80,000.00-$140,000.00 4 days ago Chicago, IL $90,000.00-$95,000.00 3 days ago Lisle, IL $42,661.58-$77,317.19 2 weeks ago System Administrator (Level 2.5) – Hybrid Arlington Heights, IL $80,000.00-$90,000.00 2 weeks ago Chicago, IL $78,870.00-$103,191.00 4 days ago Chicago, IL $80,000.00-$140,000.00 4 days ago Des Plaines, IL $70,000.00-$75,000.00 4 days ago Chicago, IL $101,920.00-$131,040.00 1 week ago Chicago, IL $87,000.00-$111,000.00 2 weeks ago Des Plaines, IL $65,000.00-$75,000.00 2 weeks ago Discovery IT System Administrator (Top Secret Clearance Required) Chicago, IL $124,895.40-$169,500.90 1 week ago System Administrator (Managed Service Provider) Des Plaines, IL $70,000.00-$80,000.00 5 days ago Chicago, IL $76,000.00-$98,000.00 3 weeks ago Chicago, IL $100,000.00-$140,000.00 4 days ago Computer System Administrator - R10202203-5 Schaumburg, IL $75,000.00-$85,000.00 3 weeks ago Systems Administrator - IT Operations Center Chicago, IL $81,000.00-$90,000.00 1 week ago Chicago, IL $90,000.00-$110,000.00 6 days ago Systems Administrator - IT Operations Center Warrenville, IL $81,000.00-$90,000.00 1 week ago System Administrator (MSP | ConnectWise) We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI. #J-18808-Ljbffr Bowman Williams
OWG is seeking an L2 MSP Technician / Systems Administrator to provide on-site and remote support in Los Angeles. The role requires strong technical skills and a service-oriented mindset to troubleshoot and resolve client issues.
Join Bowman Williams as a Tier 2 Systems Administrator, where you'll tackle complex IT challenges in a client-facing role. Enjoy a hybrid work environment and opportunities for technical growth in a dynamic MSP setting.
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The MSP System Administrator (Tier 2-3) at Avatar Managed Services is responsible for managing and optimizing Azure and VMWare virtual server environments. This role requires strong technical skills in virtualization, security, and client support.
Bowman Williams is seeking a System Administrator with Tier 2.5 experience to support cloud and virtualization technologies in a hybrid role. This position offers opportunities for career advancement and skill development in a client-focused environment.
OWG is seeking an L2 MSP Technician / Systems Administrator to provide on-site and remote support in Los Angeles. The role requires strong technical skills and a service-oriented mindset to troubleshoot and resolve client issues.
Join Bowman Williams as a Tier 2 Systems Administrator, where you'll tackle complex IT challenges in a client-facing role. Enjoy a hybrid work environment and opportunities for technical growth in a dynamic MSP setting.
Bowman Williams is seeking a System Administrator Tier 2.5 with MSP experience to support diverse clients in Hauppauge, New York. The role involves troubleshooting complex IT issues, managing cloud environments, and mentoring junior engineers.
Bowman Williams is seeking an experienced IT System Administrator Tier 2.5/3 with a strong MSP background to lead technical projects and troubleshoot complex issues. This full-time role is based in Baltimore, Maryland, offering a salary range of $80,000 to $90,000.
The MSP System Administrator (Tier 2-3) at Avatar Managed Services is responsible for managing and optimizing Azure and VMWare virtual server environments. This role requires strong technical skills in virtualization, security, and client support.
Bowman Williams is seeking a System Administrator with Tier 2.5 experience to support cloud and virtualization technologies in a hybrid role. This position offers opportunities for career advancement and skill development in a client-focused environment.
OWG is seeking an L2 MSP Technician / Systems Administrator to provide on-site and remote support in Los Angeles. The role requires strong technical skills and a service-oriented mindset to troubleshoot and resolve client issues.
Join Bowman Williams as a Tier 2 Systems Administrator, where you'll tackle complex IT challenges in a client-facing role. Enjoy a hybrid work environment and opportunities for technical growth in a dynamic MSP setting.
Join Bowman Williams as a Tier 2 Systems Administrator, where you'll tackle complex IT challenges in a client-facing role. Enjoy a hybrid work environment and opportunities for technical growth in a dynamic MSP setting.