Hands-on experience with penetration testing, red teaming, or vulnerability research * Familiarity ... Fully remote and flexible - work when and where it suits you * Freelance autonomy with the ...
Hands-on experience with penetration testing, red teaming, or vulnerability research * Familiarity ... Fully remote and flexible - work when and where it suits you * Freelance autonomy with the ...
Adversary Simulation Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Adversary Simulation Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Product Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Product Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
... in penetration testing, red teaming, or a blue-team role with deep attack knowledge * You ... Fully remote and flexible - work when and where it suits you * Freelance autonomy with meaningful ...
... in penetration testing, red teaming, or a blue-team role with deep attack knowledge * You ... Fully remote and flexible - work when and where it suits you * Freelance autonomy with meaningful ...
Cybersecurity Analyst
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Cybersecurity Analyst
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Offensive Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Offensive Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Infrastructure Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Infrastructure Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Security Operations Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Security Operations Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Incident Response Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Incident Response Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Security Researcher
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Security Researcher
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Incident Response Engineer - AI Trainer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Incident Response Engineer - AI Trainer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Application Security Engineer - AI Trainer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Application Security Engineer - AI Trainer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Purple Team Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Purple Team Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Digital Forensics Analyst
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Digital Forensics Analyst
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Malware Reverse Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Malware Reverse Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Application Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Application Security Engineer
Springfield, IL · Remote
$40/hr
Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ... g., penetration testing, red teaming, incident response, detection engineering, DFIR, malware ...
Cybersecurity Analyst
Chicago, IL · On-site +1
Apex Cybersecurity Solutions Cybersecurity Analyst Chicago, IL · Remote · Full time Seeking an ... May advise on penetration testing and vulnerability assessments of applications, operating systems ...
Cybersecurity Analyst
Chicago, IL · On-site +1
Apex Cybersecurity Solutions Cybersecurity Analyst Chicago, IL · Remote · Full time Seeking an ... May advise on penetration testing and vulnerability assessments of applications, operating systems ...
ITSM Software Developer
Glen Ellyn, IL · Remote
$53.25 - $73.25/hr
Job Title: ITSM Software Developer (ServiceNow Integration & Security) Client Remote We need ... and penetration testing on ITSM software components. Infrastructure & Monitoring Integration • ...
ITSM Software Developer
Glen Ellyn, IL · Remote
$53.25 - $73.25/hr
Job Title: ITSM Software Developer (ServiceNow Integration & Security) Client Remote We need ... and penetration testing on ITSM software components. Infrastructure & Monitoring Integration • ...
Remote Penetration Tester Trainee information
What are the key skills and qualifications needed to thrive as a Remote Penetration Tester Trainee, and why are they important?
To thrive as a Remote Penetration Tester Trainee, you need foundational knowledge in networking, cybersecurity principles, and operating systems, often supported by coursework or entry-level certifications like CompTIA Security+. Familiarity with tools such as Kali Linux, Metasploit, Wireshark, and vulnerability scanners is typically required. Strong analytical thinking, problem-solving abilities, and effective written communication help you document findings and collaborate remotely with teams. These skills ensure you can identify and report security weaknesses efficiently, supporting organizational cybersecurity objectives in a remote environment.
What are some common challenges faced by remote penetration tester trainees, and how can they overcome them?
Remote penetration tester trainees often encounter challenges such as limited direct mentorship, communicating effectively with team members across different time zones, and maintaining focus in a home environment. To overcome these, it's helpful to proactively schedule regular check-ins with mentors, utilize collaborative tools for clear communication, and set up a dedicated workspace to stay productive. Engaging in online training communities and seeking feedback can also accelerate learning and help trainees feel more connected to their team.
What is a Remote Penetration Tester Trainee?
A Remote Penetration Tester Trainee is an entry-level cybersecurity professional who assists in testing computer systems, networks, and applications for vulnerabilities from a remote location. Trainees work under supervision, learning how to identify security weaknesses and suggest improvements. They use various tools and techniques to simulate cyberattacks, helping organizations strengthen their defenses against real threats. This role is ideal for those looking to start a career in ethical hacking or information security, offering hands-on experience and training in a remote work setting.
What is the difference between Remote Penetration Tester Trainee vs Remote Security Analyst?
| Aspect | Remote Penetration Tester Trainee | Remote Security Analyst |
|---|---|---|
| Certifications | Basic cybersecurity certifications (e.g., CompTIA Security+) | Security+ or equivalent; may include CISSP or CEH |
| Work Environment | Hands-on testing in simulated or real environments, often under supervision | Monitoring, analyzing security systems, and incident response |
| Industry Usage | Entry-level, training-focused role in cybersecurity firms or IT departments | Mid-level role in organizations managing security operations |
While both roles focus on cybersecurity, a Remote Penetration Tester Trainee is primarily involved in learning and assisting with penetration tests, whereas a Remote Security Analyst monitors and analyzes security threats. The trainee role emphasizes skill development, while the analyst role involves ongoing security management.
What are popular job titles related to Remote Penetration Tester Trainee jobs in Illinois? For Remote Penetration Tester Trainee jobs in Illinois, the most frequently searched job titles are:
- Temporary Vulnerability Assessment Penetration Testing
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What job categories do people searching Remote Penetration Tester Trainee jobs in Illinois look for? The top searched job categories for Remote Penetration Tester Trainee jobs in Illinois are:
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What cities in Illinois are hiring for Remote Penetration Tester Trainee jobs? Cities in Illinois with the most Remote Penetration Tester Trainee job openings:
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Job description
AI / Emerging Tech Security Analyst (AI Training)
About the Role
What if your security expertise could directly shape how the world's most powerful AI systems defend themselves against attack? We're looking for AI Security Analysts to probe frontier AI models for vulnerabilities, misuse scenarios, and adversarial weaknesses - helping ensure that cutting-edge AI remains safe, reliable, and aligned with security best practices.
This is a fully remote, flexible contract role built for security professionals who are curious about how AI systems are built, deployed, and potentially exploited. If you think like an attacker and care about building safer technology, this role was made for you.
About the Role
What if your security expertise could directly shape how the world's most powerful AI systems defend themselves against attack? We're looking for AI Security Analysts to probe frontier AI models for vulnerabilities, misuse scenarios, and adversarial weaknesses - helping ensure that cutting-edge AI remains safe, reliable, and aligned with security best practices.
This is a fully remote, flexible contract role built for security professionals who are curious about how AI systems are built, deployed, and potentially exploited. If you think like an attacker and care about building safer technology, this role was made for you.
- Organization
: Alignerr - Type
: Hourly Contract - Location
: Remote - Commitment
: 10-40 hours/week
- Analyze AI and LLM security scenarios to understand how models behave under adversarial, unexpected, or edge-case conditions
- Investigate prompt injection attacks, data leakage vectors, model abuse patterns, and system misuse cases
- Classify identified security issues by real-world impact and likelihood, and recommend appropriate mitigations
- Evaluate AI system behavior against security best practices and flag risks before they become problems
- Work with realistic, high-stakes scenarios drawn from frontier AI deployments
- Complete task-based assignments independently on your own schedule
- Background in cybersecurity, information security, or a closely related technical field
- Solid understanding of modern threat modeling - and a genuine curiosity about how it applies to AI systems
- Familiar with attack surface analysis, adversarial thinking, and risk classification
- Analytical and precise - you enjoy pulling apart complex systems to find what breaks
- Comfortable working independently and delivering structured, well-reasoned findings
- Self-motivated and reliable when working without supervision
- Hands-on experience with penetration testing, red teaming, or vulnerability research
- Familiarity with large language models, AI APIs, or modern AI deployment architectures
- Background in application security, cloud security, or secure software development
- Prior experience evaluating or auditing AI or ML systems for safety or misuse
- Knowledge of AI safety, alignment, or responsible AI frameworks
- Work directly on frontier AI systems alongside leading research labs
- Fully remote and flexible - work when and where it suits you
- Freelance autonomy with the structure of meaningful, task-based work
- Contribute to a mission that matters: keeping powerful AI systems safe and secure
- Potential for ongoing work and contract extension as new projects launch