Top 8 Penetration tester Jobs in Annapolis Md

Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Maryland
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Penetration Tester
Booz Allen Hamilton —Fort Meade, MD
- $86,900 - $198,000 a year
- Full-time
- Computer Science
- Mid-level
- Office
- Disability insurance
- Health insurance
Penetration Tester / Ethical Hacker
CyberLinx Solutions LLC —Fort Meade, MD
- Full-time
- APIs
- Senior level
Quick Apply
Penetration Tester
PLEX Solutions, LLC —Annapolis Junction, MD
- $90,000 - $150,000 a year
- Online Application
- Computer Science
- Bachelor of Science
- 11+ years
- Profit sharing
- Health insurance
Quick Apply
Penetration Tester, Senior
Navstar, Inc. —Annapolis Junction, MD
- $150,000 - $190,000 a year
- 11+ years
- Java
- Bachelor's degree
- Paid holidays
- Disability insurance
Penetration Tester with Splunk
MANTECH —Fort Meade, MD
- Full-time
- Computer Science
- Bachelor of Science
- Office
Senior ISSE/Penetration Tester TS/SCI Polygraph
Leidos —Annapolis Junction, MD
- $131,300 - $237,350 a year
- Full-time
- Computer Science
- 11+ years
- Research
- Paid holidays
- Paid time off

More jobs to discover

Find similar jobs that you might be interested in.

Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Washington, DC
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
$50 - $100 an hour
Quick Apply
Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Maryland
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
$50 - $100 an hour
Quick Apply

Show more similar jobs

Explore jobs in cities nearby

Check out jobs in cities near your current location, Columbus

Penetration Tester (Ethical Hacker) - AI Trainer
DataAnnotation —Ohio
Flexible schedule: choose which projects you take on and when you work, on your own computer, from the comfort of your own home.
$50 - $100 an hour
Quick Apply

I want to receive the latest job alert for penetration tester in annapolis md

By signing in to your account, you agree to SimplyHired's Terms of Service and consent to our Cookie and Privacy Policy.

Explore jobs in more locations

penetration tester jobs near annapolis md

Penetration Tester jobs in Fort Meade, MD

Penetration Tester jobs in Annapolis Junction, MD

Penetration Tester jobs in Sacramento County, CA

Penetration Tester jobs in Long Island, NY

Penetration Tester jobs in Rockville, MD

Penetration Tester jobs in Mountain Park, GA

Manual Tester Remote jobs in Fairfax, VA

Senior Penetration Tester jobs in New York, NY

Brightview Senior Living jobs in Bel Air, MD

Senior Penetration Tester jobs in Sacramento, CA

Jobs For Senior Citizens jobs in Woodbridge, VA

Senior Penetration Tester jobs in Woodlawn, MD

Senior Penetration Tester jobs in Mclean, VA

Senior Living Executive Director jobs in Houston, TX

Penetration Tester jobs in Russia, NJ

Penetration Tester jobs in Frederick, MD

Penetration Tester jobs in Hopkins, MN

Penetration Tester jobs in Newport, RI

Manual Qa Tester jobs in Remote

Penetration Tester jobs in Texas

Penetration Tester (Ethical Hacker) - AI Trainer

DataAnnotation -
Maryland

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 tester jobs in annapolis md

Penetration Tester (Ethical Hacker) - AI Trainer

Penetration Tester

Penetration Tester / Ethical Hacker

Penetration Tester

Penetration Tester, Senior

Penetration Tester with Splunk

Senior ISSE/Penetration Tester TS/SCI Polygraph

More jobs to discover

Explore jobs in cities nearby

I want to receive the latest job alert for penetration tester in annapolis md

Explore jobs in more locations

Job Seeker Tools

Employer Tools

Browse

Stay Connected