Top 261 Ai remote Jobs in Chicago Il

Security Engineer - AI Trainer
DataAnnotation —Elk Grove Village, IL
- $40 - $60 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
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DevOps & SDLC Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Contract
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Embedded Systems Developer - AI Trainer
DataAnnotation —Lemont, IL
- $50 - $100 an hour
- Contract
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Software Developer - AI Trainer
DataAnnotation —Des Plaines, IL
- $50 - $100 an hour
- Contract
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Logistics Analyst - AI Trainer
DataAnnotation —Chicago, IL
- $40 - $60 an hour
- Part-time
- Remote
- Computer Science
- Writing skills
- English
- Flexible schedule
Quick Apply
AI Training Specialist (Data Annotation)
Remote Talent Cloud —Chicago, IL
- $20,800 - $41,600 a year
- Contract
- Remote
- English
- Organizational skills
- Communication skills
Quick Apply
AI Analyst
MEDRINA - CORPORATE TEAM —Chicago, IL
- $120,000 a year
- Full-time
- Remote
- Mid-level
- 3 years
- Analysis skills
- Paid holidays
- Health insurance
Quick Apply
AI Developer
Wheatland Tube, LLC —Chicago, IL
- Full-time
- Remote
- Azure
- Computer Science
- 3 years
- Profit sharing
- Paid holidays
Quick Apply
AI Engineer - United States
Pulsora, Inc. —Chicago, IL
- $50,000 - $60,000 a year
- Full-time
- Remote
- Computer Science
- 5 years
- Office
Applied Data Scientist (Contract)
Civis Analytics —Chicago, IL
- $80,000 a year
- Contract
- Remote
- Computer Science
- Mid-level
- US work authorization
- Commuter assistance
- Paid parental leave
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AI Agent Engineer
LaunchPad Lab —Chicago, IL
- $125,000 - $175,000 a year
- Full-time
- Remote
- Azure
- System design
- Mid-level
- Health insurance
- Dental insurance
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Product Manager, Sustainability AI - United States
Pulsora, Inc. —Chicago, IL
- $60,000 - $70,000 a year
- Full-time
- Remote
- Computer Science
- Office
- Analysis skills
Agentic AI Engineer
Bounteous —Chicago, IL
- Full-time
- Remote
- Computer science
- Computer Science
- SQL
2d
AI Strategist
American Institutes for Research —Chicago, IL
- $115,000 - $140,000 a year
- Email
- Remote
- Mid-level
- 3 years
- Project management
8d
Contract Software Engineer - AI Trainer
DataAnnotation —Elk Grove Village, IL
- $50 - $100 an hour
- Contract
- Remote
- Mid-level
- In-person
- Flexible schedule
Contract Software Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Contract
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Backend Software Engineer - AI Trainer
DataAnnotation —Lemont, IL
- $50 - $100 an hour
- Contract
- Remote
- Mid-level
- In-person
- Flexible schedule
AI/ML Developer - AI Trainer
DataAnnotation —Lisle, IL
- $50 - $100 an hour
- Contract
- Remote
- Mid-level
- In-person
- Flexible schedule
Accessibility QA Engineer - AI Trainer
DataAnnotation —Chicago, IL
- $50 - $100 an hour
- Contract
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Developer - AI Trainer
DataAnnotation —Lemont, IL
- $50 - $100 an hour
- Contract
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule

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ai remote jobs near chicago il

Security Engineer - AI Trainer

DataAnnotation -
Elk Grove Village, IL

Quick Apply

Job Details

Part-time | Full-time | Contract
$40 - $60 an hour

Benefits

Flexible schedule

Qualifications

Software coding
English

Full Job Description

Join the DataAnnotation team and contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for an experienced Security Engineer - AI Trainer to help advance AI development. 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.

As a member of DataAnnotation's team, 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. Some team members fit this work alongside a full-time role, while others treat it as their primary focus.

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.

Benefits:

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.
Competitive pay: projects are paid hourly, up to $60 USD per hour. Opportunities for higher-paying projects are available with strong performance.
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.

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Refine Your Search

ai remote jobs in chicago il

Security Engineer - AI Trainer

DevOps & SDLC Engineer - AI Trainer

Embedded Systems Developer - AI Trainer

Software Developer - AI Trainer

Logistics Analyst - AI Trainer

AI Training Specialist (Data Annotation)

AI Analyst

AI Developer

AI Engineer - United States

Applied Data Scientist (Contract)

AI Agent Engineer

Product Manager, Sustainability AI - United States

Agentic AI Engineer

AI Strategist

Contract Software Engineer - AI Trainer

Contract Software Engineer - AI Trainer

Backend Software Engineer - AI Trainer

AI/ML Developer - AI Trainer

Accessibility QA Engineer - AI Trainer

Developer - AI Trainer

I want to receive the latest job alert for ai remote in chicago il

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