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Bowman Williams

Systems and Security Administrator (MSP) (Chicago)

Bowman Williams, Chicago, Illinois, United States, 60290

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We are a tight knit, growth focused Managed Service Provider supporting a mix of commercial real estate, residential, and vacation rental clients. The team is small, highly collaborative, and known for a white glove customer first approach using modern cloud and security tools. This is a place where you will wear multiple hats, learn fast, and make a real impact quickly.

We are hiring a Tier 2 Systems and Security Administrator with MSP experience who is comfortable jumping into tickets while also owning day to day security tasks. If you enjoy a blend of frontline support and real security work, this role gives you hands on exposure without being siloed.

What You Will Do Triage and resolve Tier 2 tickets across Microsoft 365, Windows, onboarding and offboarding, and basic networking Own security alerts and first response for phishing, malware, and endpoint threats Work daily in Datto RMM for patching, monitoring, alert response, and remote remediation Support endpoint security tooling including SentinelOne and Microsoft Defender Follow established templates for Intune and Entra ID policies and help with day to day administration Run KnowBe4 campaigns and support security awareness efforts Occasionally assist with small projects or rare onsite visits, about once per quarter

What You Bring 2 plus years of hands on MSP experience Strong Microsoft 365 and Windows troubleshooting skills Experience with Datto RMM preferred, Kaseya or NinjaOne also relevant SentinelOne experience strongly preferred Interest in security with a curiosity driven mindset and willingness to learn Comfortable communicating with clients and providing clear updates Self starter who focuses on solving problems, not just closing tickets

Location, Pay, and Benefits Chicago based, mostly remote with a small collaborative team Strong exposure to security operations and MSP tooling Broad role with learning from senior engineers and room to take on more over time Health and dental benefits plus an upcoming retirement plan Stable role with growth opportunity