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Bowman Williams

System Administrator and Security Analyst (MSP)

Bowman Williams, Chicago, Illinois, United States, 60290

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System Administrator and Security Analyst (MSP) 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 - $80,000.00/yr

About the Role We are a well‑established MSP / MSSP in Chicago’s West Loop hiring a System Administrator and Security Analyst to support a mix of Commercial Real Estate, Residential, and Vacation Rental clients. This is a small and highly collaborative team where everyone wears multiple hats, learns quickly, and leverages modern cloud and security tooling. The role is ideal for someone who enjoys frontline support, real security responsibilities, and the chance to grow in multiple directions.

Responsibilities You will handle daily MSP tickets, lead frontline security response, and work extensively inside Datto RMM, Microsoft 365, Windows, and endpoint protection platforms. Responsibilities include resolving user issues, managing onboarding and offboarding, responding to phishing and malware alerts, maintaining patching through Datto RMM, applying Intune and Entra ID templates, running KnowBe4 campaigns, and helping senior engineers maintain secure and stable client environments. Occasional onsite visits may occur which is why this person must live in the Chicagoland area.

Requirements

Two or more years of hands on MSP experience

Strong Microsoft 365 and Windows troubleshooting skills

Experience with Datto RMM or similar RMM platforms

Experience with SentinelOne or similar endpoint security tools

Comfort handling phishing, malware, and basic incident response

Curious and security minded with a willingness to learn

Confident communicating with clients at a foundational level

Self starter who enjoys problem solving

Key Outcomes

Resolve MSP tickets efficiently and accurately

Own security alerts and contribute to incident response

Maintain healthy RMM monitoring, patching, and remediation

Support secure client environments using Intune and Entra ID templates

Contribute to security awareness efforts through KnowBe4

Collaborate closely with senior engineers and grow cross functionally

Benefits

Health and dental coverage

Small, tight knit team with a customer first culture

Significant exposure to security operations

Hands on experience with modern MSP tools and cloud technologies

Medical insurance

Vision insurance

401(k)

Disability insurance

Seniority Level Mid‑Senior level

Employment type Full‑time

Job function Information Technology

Industries IT Services and IT Consulting

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