Top 10 Ethical hacker Jobs in Chicago, Il

Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Illinois
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Cybersecurity Assessment and Test Analyst II
Kirkland and Ellis —Chicago, IL
- $116,000 - $144,000 a year
- Full-time
- Hybrid work
- 5 years
- Mid-level
- Residential
- Health insurance
- Paid time off
6d
Security Engineer III
Akumin —Chicago, IL
- Full-time
- Remote
- Computer science
- Azure
- Computer Science
- Health savings account
- Paid holidays
Quick Apply
11d
IT Security Analyst Tier 2
Philadelphia Comapny —Chicago, IL
- On call
- Computer Science
- Research
- Windows
Quick Apply
CSOC CIR Tier II Analyst
PingWind —Hines, IL
- $79,000 - $110,000 a year
- Full-time
- Computer Science
- Mid-level
- Office
- AD&D insurance
- Paid holidays
Quick Apply
Vulnerability Analyst
Delan Associates, Inc —Lemont, IL
- Contract
- Mid-level
- Analysis skills
- Continuous improvement
- Flexible schedule
Quick Apply
Senior Architect - Application Cybersecurity
United Airlines —Chicago, IL
- $112,480 - $146,540 a year
- Full-time
- Computer science
- Computer Science
- Research
- Paid holidays
- Disability insurance
1d
Assurance Experienced Senior, Third Party Attestation
BDO —Chicago, IL
- $80,000 - $130,000 a year
- Full-time
- Microsoft Excel
- CPA
- Computer Science
- Employee stock ownership plan
- Opportunities for advancement
1d
Incident Response Senior Consultant
Crowe —Chicago, IL
- $86,100 - $170,500 a year
- Full-time
- Google Workspace
- Computer Science
- Writing skills
Quick Apply
6d

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Cybersecurity Assessment and Test Analyst II
Kirkland and Ellis —Chicago, IL
Translate complex security concepts into clear guidance for both technical and non technical stakeholders, enabling informed decision-making.
$116,000 - $144,000 a year
6d
Security Operations Center Analyst II (SOC Analyst II)
Old Second National Bank —Downers Grove, IL
Bachelor's degree in computer science, Engineering or Related Field (logic, philosophy, systemic theology or related discipline with ability to apply concepts…
$69,100 - $90,000 a year
Quick Apply
4h

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Computer Network Defense Analyst
AGE Solutions —Columbus, OH
Participate in proactive threat hunting operations utilizing established tools, methodologies, and Standard Operating Procedures (SOPs) to identify suspicious…
From $85,000 a year
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Cyber Security Engineer
Career Listings —Columbus, OH
The selected candidate will provide technical expertise in the development, implementation, and enhancement of enterprise cybersecurity detection capabilities…
$90,000 - $130,000 a year
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4d

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ethical hacker jobs near chicago, il

Penetration Tester (Ethical Hacker) - AI Trainer

DataAnnotation -
Illinois

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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 Penetration Tester (Ethical Hacker) - 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

ethical hacker jobs in chicago, il

Penetration Tester (Ethical Hacker) - AI Trainer

Cybersecurity Assessment and Test Analyst II

Security Engineer III

IT Security Analyst Tier 2

CSOC CIR Tier II Analyst

Vulnerability Analyst

Senior Architect - Application Cybersecurity

Assurance Experienced Senior, Third Party Attestation

Incident Response Senior Consultant

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