Top 1734 Technology infrastructure & security occupations Jobs in Chicago, Il

DevSecOps Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
DevSecOps Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
IT Infrastructure Specialist
WITRON Integrated Logistics, Inc —Arlington Heights, IL
- $60,000 a year
- Microsoft Excel
- Mid-level
- Driver's License
- AD&D insurance
- Disability insurance
Quick Apply
AI Identity and Access Management Consulting Director
CNA Insurance —Chicago, IL
- $97,000 - $189,000 a year
- Full-time
- Hybrid work
- Senior level
Senior Application Security Engineer
Motion Recruitment —Chicago, IL
- Full-time
- 5 years
- US work authorization
- Senior level
Senior IAM Manager (HYBRID)
Novacoast Staffing Services —Chicago, IL
- $165,000 - $205,000 a year
- Full-time
- Azure
- 3 years
- AWS
- Health insurance
- Dental insurance
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Senior Technical Lead, Cybersecurity Operations Center (COC)
CAI —Chicago, IL
- $90 - $100 a day
- Full-time
- Office
- Analysis skills
- Experience equivalent to degree accepted
- Health insurance
- Dental insurance
Vulnerability Management Analyst - AI Trainer
DataAnnotation —Deerfield, IL
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
AI Attack Surface and Threat Exposure Management Consulting Director
CNA Insurance —Chicago, IL
- $97,000 - $189,000 a year
- Full-time
- Hybrid work
- Computer science
- Experience equivalent to degree accepted
- Senior level
Director, Cyber Defense Agentic Security Architect
KPMG —Chicago, IL
- $169,005 - $370,530 a year
- Full-time
- Up to 50% travel
- 8 years
- High school diploma or GED
- Disability insurance
- Health insurance
3d
Staff Cloud Engineer/Finance/AWS/Chicago, IL LOCAL
Motion Recruitment —Chicago, IL
- Full-time
- Background check
- Computer science
- Azure
- Health insurance
- Dental insurance
Senior Informatica PIM P360 SME - SDK (On-Prem)
Experis —Chicago, IL
- Full-time
- Java
- Product management
- Senior level
- Health savings account
- Disability insurance
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8d
Senior Network Engineer
Brooksource —Oakbrook Terrace, IL
- $60 - $68 an hour
- Hybrid work
- 6 years
- Computer Science
- Office
- Health savings account
- Paid holidays
Quick Apply
Director, SAP Enterprise Architect - Oil/Gas/Chemicals
KPMG —Chicago, IL
- $184,870 - $324,185 a year
- Full-time
- Bachelor's degree
- Travel
- US work authorization
- Disability insurance
- Health insurance
3d
AI Security Consulting Director
CNA Insurance —Chicago, IL
- $97,000 - $189,000 a year
- Full-time
- Hybrid work
- 5 years
- Analysis skills
- Senior level
AI Integration Engineer
The LaSalle Network —Park Ridge, IL
- $45 - $55 an hour
- Contract
- Computer science
- Computer Science
- Salesforce
- Dental insurance
- Vision insurance
Quick Apply
12d
SOC Analyst (Security Operations Center Analyst) - AI Trainer
DataAnnotation —Deerfield, IL
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Jr Information Systems Administrator
ABBTECH Professional Resources, Inc. —Chicago, IL
- $22 - $33 an hour
- Temporary
- Background check
- Customer service
- Pass drug screening
- AD&D insurance
- Paid holidays
Quick Apply
10d
System Architect Director - AI Platform Engineering
CNA Insurance —Chicago, IL
- $97,000 - $189,000 a year
- Full-time
- Hybrid work
- Computer science
- Product management
- Senior level
Enterprise Applications Integration Architect
Everforth, Cybercoders —Woodridge, IL
- $125,000 - $145,000 a year
- Full-time
- Computer Science
- Office
- SQL
- Disability insurance
- Health insurance
Quick Apply
9d

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technology infrastructure & security occupations jobs near chicago, il

DevSecOps Engineer - AI Trainer

DataAnnotation -
Chicago, IL

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Job Details

Part-time | Full-time | Contract
$50 - $100 an hour

Benefits

Flexible schedule

Qualifications

Software coding
English

Full Job Description

DataAnnotation is committed to creating quality AI. Help train AI chatbots while gaining the flexibility of remote work and choosing your own schedule.

We are looking for an existing DevSecOps Engineer - AI Trainer to help train AI models. Cybersecurity platforms are increasingly powered by AI — but these systems still need practitioners with real-world experience to validate whether the outputs actually hold up in practice. That's where you come in.

You'll work closely with state-of-the-art AI models on tasks like evaluating AI-generated security content, solving technical security problems, and providing feedback that directly shapes how these systems reason about real-world threats and defenses. You can fit this work alongside a full-time role, or treat it as your primary focus, choosing projects and schedules that align with your availability and goals.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass, you'll receive an email confirmation and paid work will become available to you through our platform.

Advantages of contracting with us:

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
Competitive pay: projects are paid hourly at $50 to $100 USD per hour. Opportunities for higher bonus rates available for certain projects.
Impact: help shape the future of AI technologies built for cybersecurity.

Responsibilities:

Evaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validity.
Design and solve security-focused technical problems used to train AI systems.
Write clear technical explanations and security-relevant code.
Provide feedback that directly shapes the next generation of AI security models.

Qualifications:

2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operations.
Some coding experience required; comfort navigating and patching a codebase is key.
Fluency in English (native or bilingual level) with strong writing skills.
A bachelor's degree is preferred.
Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

Note: Payment is made via PayPal. We will never ask for any money from you. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand.

Quick Apply

Refine Your Search

technology infrastructure & security occupations jobs in chicago, il

DevSecOps Engineer - AI Trainer

DevSecOps Engineer - AI Trainer

IT Infrastructure Specialist

AI Identity and Access Management Consulting Director

Senior Application Security Engineer

Senior IAM Manager (HYBRID)

Senior Technical Lead, Cybersecurity Operations Center (COC)

Vulnerability Management Analyst - AI Trainer

AI Attack Surface and Threat Exposure Management Consulting Director

Director, Cyber Defense Agentic Security Architect

Staff Cloud Engineer/Finance/AWS/Chicago, IL LOCAL

Senior Informatica PIM P360 SME - SDK (On-Prem)

Senior Network Engineer

Director, SAP Enterprise Architect - Oil/Gas/Chemicals

AI Security Consulting Director

AI Integration Engineer

SOC Analyst (Security Operations Center Analyst) - AI Trainer

Jr Information Systems Administrator

System Architect Director - AI Platform Engineering

Enterprise Applications Integration Architect

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