IT Systems and Infrastructure Manager

Sentinel Technologies; Chicago (IL); On-site; USD 90,000 - 125,000; Full time

Benefits offered by this job

Weekly competitive pay

Medical benefits

Dental benefits

Vision benefits

401(k) benefits

Job summary

Sentinel Technologies is seeking a Cybersecurity and IT Operations Lead in Chicago. This contract-to-hire position focuses on executing initiatives in cybersecurity, endpoint management, and enterprise IT. You will ensure reliability, manage vendor relationships, and drive improvement through automation.

The role requires strong expertise in cybersecurity frameworks, Microsoft 365, and network infrastructure management. The annual salary ranges from $90,000 to $125,000, along with competitive benefits.

Qualifications

• Strong expertise in cybersecurity and compliance frameworks.
• Deep knowledge of Microsoft 365 and Windows endpoint management.
• Proven ability to manage network infrastructure and incident response.

Responsibilities

• Lead execution of cybersecurity and enterprise IT operations.
• Drive email security and Windows 11 migration initiatives.
• Ensure network reliability and oversee identity management.

Skills

Cybersecurity expertise

Microsoft 365 knowledge

Network infrastructure management

Incident response skills

Identity access management

Process improvement mindset

Troubleshooting skills

Education

Relevant IT certifications (Microsoft, Cisco, CompTIA, cybersecurity)

Job description

Responsibilities

• Lead execution of cybersecurity, infrastructure, endpoint management, and enterprise IT operations.
• Drive initiatives such as email security, Intune/Autopilot deployments, Windows 11 migration, and incident response readiness.
• Ensure network reliability, outage recovery, and fail‑over planning.
• Partner with key vendors and oversee identity management, onboarding/off‑boarding, and cross‑functional support across office, plant, and executive teams.
• Promote continuous improvement through automation, documentation, user training, and standardized processes.
• Monitor operational performance and support high‑volume IT operations.
• Ensure secure, scalable, and efficient IT operations aligned with business goals.
• Contract‑to‑hire position requiring onsite work 4 of 5 days a week at the client location in Chicago, IL.

Qualifications

• Strong expertise in cybersecurity, email security, and compliance frameworks.
• Deep knowledge of Microsoft 365, Intune, Autopilot, and Windows endpoint management.
• Proven ability to manage network infrastructure, incident response, and outage recovery.
• Experience supporting enterprise environments across office, plant, and executive functions.
• Proficiency in identity and access management (Active Directory, MFA, user lifecycle).
• Ability to lead vendor relationships and coordinate with external partners (e.g., Cisco, AT&T).
• Strong process improvement mindset, including automation, documentation, and standardization.
• Excellent troubleshooting skills with capacity to manage high‑volume IT support operations.
• Relevant IT certifications (Microsoft, Cisco, CompTIA, or cybersecurity‑focused credentials) preferred.
• Demonstrated experience in IT roadmap development and execution to support organizational growth and scalability.
• A valid driver’s license and proof of vehicle insurance.
• Legally authorized to work in the U.S. without sponsorship.
• Must demonstrate a “can‑do” attitude.

Compensation

$90,000 – $125,000 per year.

Benefits

Weekly competitive pay, medical, dental, vision, and 401(k) benefits.

Equal Opportunity Employer

Sentinel is proud to be an equal‑opportunity employer, including disability and veterans. In accordance with Title VII and state regulations, all qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, marital status, pregnancy, genetics, disability, military, veteran status or any other basis protected by law. If you are an individual with a disability and need assistance in applying for a position, please contact [e-mail].