Top 52 Penetration testing Jobs in Stafford, Va

Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Virginia
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Red Cyber Operator
General Dynamics Information Technology —Fort Belvoir, VA
- $107,744 - $136,512 a year
- Hybrid work
- Travel
- Computer networking
- Senior level
- Paid holidays
- 401(k) matching
Digital Forensics Examiner - AI Trainer
DataAnnotation —Virginia
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Vulnerability Management Analyst - AI Trainer
DataAnnotation —Manassas, VA
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Red Team Penetration Tester
SimVentions, Inc —King George, VA
- $110,000 - $150,000 a year
- Full-time
- Remote
- 5 years
- Windows
- Java
- Paid jury duty
- Paid holidays
3h
Penetration Tester
ASRC Federal —Quantico, VA
- $130,000 - $147,568 a year
- Full-time
- Computer Science
- 5 years
- Office
- Paid holidays
- Health insurance
Cyber Defense Incident Responder
Clear Ridge Defense —Quantico, VA
- Mid-level
- Analysis skills
- Associate's degree
- AD&D insurance
- Paid holidays
Quick Apply
Cyber Security Operator
WarCollar Industries —Stafford, VA
- Full-time
- Windows
- Analysis skills
- Computer skills
- Paid training
- Health insurance
Quick Apply
Cyber Defense Incident Responder (Tier 2)
Sentar —Quantico, VA
- Mid-level
- Analysis skills
- Leadership
- Disability insurance
- Dental insurance
4d
Red Team Penetration Tester III (TS/SCI REQUIRED)
DirectViz Solutions, LLC —Dahlgren, VA
- $133,000 - $157,000 a year
- Full-time
- 7 years
- Computer Science
- English
- Health insurance
- Paid time off
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Red Team Operator
Parsons —Fort Belvoir, VA
- $125,100 - $225,200 a year
- Travel
- Scripting
- 1 year
- Wellness program
- Paid holidays
Red Team Penetration Tester IV - TS/SCI Required
DirectViz Solutions, LLC —Dahlgren, VA
- $160,000 - $190,000 a year
- Full-time
- Computer Science
- Bachelor of Science
- English
- Health insurance
- Paid time off
Quick Apply
9d
Red Cyber Operator
EM Key Solutions Inc —Lorton, VA
- Contract
- Mid-level
- In-person
- 2 years
Quick Apply
Information System Security Officer
MANTECH —Stafford, VA
- Full-time
- System design
- Office
- Bachelor's degree
11d
Red Team Cyber Operator
Oak Grove Technologies LLC —Fort Belvoir, VA
- Mid-level
- Travel
- US work authorization
- Health insurance
- Paid time off
Quick Apply
Sr CNO Developer
WarCollar Industries —Stafford, VA
- Full-time
- System design
- Windows
- Analysis skills
- Paid training
- Health insurance
Quick Apply
Product Security Engineer - AI Trainer
DataAnnotation —Virginia
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Cyber Defense Incident Responder (Tier 2)
Resource Management Concepts, Inc. —Quantico, VA
- $120,000 - $130,000 a year
- 12 hour shift
- Mid-level
- Analysis skills
- Leadership
- Paid holidays
- Health insurance
Quick Apply
Information System Security Officer (ISSO)
Leidos —Lorton, VA
- $87,100 - $157,450 a year
- Full-time
- Master's degree
- Bachelor's degree
- Fair chance
10d
Information Systems Security Analyst
H2L Solutions Inc —Dahlgren, VA
- Full-time
- Background check
- Mid-level
- Office
- Disability insurance
- Health insurance

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penetration testing jobs near stafford, va

Penetration Tester (Ethical Hacker) - AI Trainer

DataAnnotation -
Virginia

Quick Apply

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

penetration testing jobs in stafford, va

Penetration Tester (Ethical Hacker) - AI Trainer

Red Cyber Operator

Digital Forensics Examiner - AI Trainer

Vulnerability Management Analyst - AI Trainer

Red Team Penetration Tester

Penetration Tester

Cyber Defense Incident Responder

Cyber Security Operator

Cyber Defense Incident Responder (Tier 2)

Red Team Penetration Tester III (TS/SCI REQUIRED)

Red Team Operator

Red Team Penetration Tester IV - TS/SCI Required

Red Cyber Operator

Information System Security Officer

Red Team Cyber Operator

Sr CNO Developer

Product Security Engineer - AI Trainer

Cyber Defense Incident Responder (Tier 2)

Information System Security Officer (ISSO)

Information Systems Security Analyst

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