Top 48 Penetration tester Jobs in Pentagon Dc

Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Washington, DC
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Senior Specialist, MAST Application Penetration Tester
KPMG —Washington, DC
- $95,855 - $208,265 a year
- Full-time
- Mid-level
- 3 years
- Bachelor's degree
- Disability insurance
- Health insurance
Penetration Tester
SecureIT —Reston, VA
- Full-time
- Mid-level
- APIs
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Jr Cyber Penetration Tester / Secret
Peraton —Arlington, VA
- $66,000 - $106,000 a year
- Bachelor's degree
- JavaScript
- 1 year
- Health savings account
- Paid holidays
Penetration Tester
Xcelerate Solutions —Alexandria, VA
- Research
- Mid-level
- 3 years
11d
Penetration Tester
Orison Solutions LLC —Reston, VA
- $55 - $58 an hour
- Hybrid work
- Office
- Java
- Senior level
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Junior Penetration Tester
Cyber Defense Technologies —Chantilly, VA
- High school diploma or GED
- Scripting
- Associate's degree
- Health insurance
- Dental insurance
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Jr Cyber Penetration Tester
Peraton —Arlington, VA
- $66,000 - $106,000 a year
- Bachelor's degree
- JavaScript
- 1 year
- Health savings account
- Paid holidays
Penetration Tester
ASRC Federal —Washington, DC
- $117,373 - $199,496 a year
- Full-time
- Hybrid work
- 5 years
- Analysis skills
- Bachelor's degree
- Paid holidays
- Health insurance
Penetration Tester
WarCollar Industries —Herndon, VA
- Full-time
- Mid-level
- Analysis skills
- Leadership
- Paid training
- Health insurance
Quick Apply
Penetration Tester / Ethical Hacker
CyberLinx Solutions LLC —Fort Meade, MD
- Full-time
- APIs
- Senior level
Quick Apply
Penetration Tester
GuidePoint Security —Alexandria, VA
- Computer Science
- 5 years
- Research
- Health savings account
- Health insurance
Quick Apply
5d
Government and Public Sector - Cybersecurity - Penetration Tester - Senior Consultant
EY —McLean, VA
- $104,800 - $218,500 a year
- Office
- Bachelor's degree
- Travel
- Paid holidays
- Health insurance
11d
Penetration Tester
SkyePoint Decisions —Arlington, VA
- $95,000 - $112,000 a year
- Azure
- Bachelor of Science
- AWS
- Health savings account
- Disability insurance
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Penetration Tester
Cyber Defense Technologies —Chantilly, VA
- $90,000 - $130,000 a year
- Computer Science
- Windows
- 3 years
- Health insurance
- Dental insurance
Quick Apply
Junior-Level Red Cell Penetration Tester
AGR LLC —Beltsville, MD
- $60,000 - $70,000 a year
- Full-time
- Bachelor's degree
- JavaScript
- 1 year
Quick Apply
Penetration Tester
Booz Allen Hamilton —Fort Meade, MD
- $86,900 - $198,000 a year
- Full-time
- Computer Science
- Mid-level
- Office
- Health insurance
- Flexible spending account
Penetration Tester
Connsci —Gaithersburg, MD
- $100,000 - $130,000 a year
- Full-time
- Hybrid work
- Computer science
- Computer Science
- Master's degree
- Disability insurance
- Health insurance
Quick Apply
9d
Penetration Tester - TS/SCI w POLY
Falls Technology —McLean, VA
- $150,000 - $200,000 a year
- Full-time
- Research
- AWS
- Senior level
- Health insurance
- Paid time off
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Intermediate Penetration Tester
Cyber Defense Technologies —Chantilly, VA
- $102,000 - $138,000 a year
- Mid-level
- Master's degree
- Mentoring
- Health insurance
- Dental insurance
Quick Apply

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penetration tester jobs near pentagon dc

Penetration Tester (Ethical Hacker) - AI Trainer

DataAnnotation -
Washington, DC

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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

penetration tester jobs in pentagon dc

Penetration Tester (Ethical Hacker) - AI Trainer

Senior Specialist, MAST Application Penetration Tester

Penetration Tester

Jr Cyber Penetration Tester / Secret

Penetration Tester

Penetration Tester

Junior Penetration Tester

Jr Cyber Penetration Tester

Penetration Tester

Penetration Tester

Penetration Tester / Ethical Hacker

Penetration Tester

Government and Public Sector - Cybersecurity - Penetration Tester - Senior Consultant

Penetration Tester

Penetration Tester

Junior-Level Red Cell Penetration Tester

Penetration Tester

Penetration Tester

Penetration Tester - TS/SCI w POLY

Intermediate Penetration Tester

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