Top 39 Cyber security Jobs in Winchester Va

Cybersecurity Analyst - AI Trainer
DataAnnotation —Virginia
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Cybersecurity Technical Writer - AI Trainer
DataAnnotation —Virginia
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Information Systems Security Officer (Secret Clearance)
UltraViolet Cyber —Bluemont, VA
- $120,000 - $130,000 a year
- Full-time
- Hybrid work
- 6 years
- Computer Science
- Bachelor's degree
- Paid holidays
- Disability insurance
Quick Apply
High Speed Guard Engineer
CACI —Saint Louis, VA
- $90,300 - $189,600 a year
- Full-time
- 8 years
- Bachelor's degree
- Travel
- Health insurance
Product Security Engineer - AI Trainer
DataAnnotation —Virginia
- $50 - $100 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
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
Network Engineer III
Leidos —Bluemont, VA
- $131,300 - $237,350 a year
- Full-time
- Azure
- System design
- Office
Palo Alto Subject Matter Expert
CACI —Saint Louis, VA
- $75,200 - $158,100 a year
- Full-time
- Computer science
- 7 years
- Azure
- Health insurance
Senior Cybersecurity Technical Advisor
Revolutional, LLC —Martinsburg, WV
- $180,000 - $200,000 a year
- Full-time
- Remote
- Computer science
- Computer Science
- System design
- Paid parental leave
- Health savings account
Quick Apply
10d
Senior Information Systems Security Officer (Secret Clearance)
UltraViolet Cyber —Bluemont, VA
- $140,000 - $160,000 a year
- Full-time
- Hybrid work
- 6 years
- Computer Science
- Bachelor's degree
- Paid holidays
- Disability insurance
Quick Apply
Security Controls Assessor
UltraViolet Cyber —Bluemont, VA
- $110,000 - $125,000 a year
- Full-time
- Hybrid work
- 6 years
- Computer Science
- Bachelor's degree
- Paid holidays
- Disability insurance
Quick Apply
Special Security Representative
Advantage SCI —Bluemont, VA
- Full-time
- Microsoft Outlook
- Customer service
- Mid-level
Quick Apply
Endpoint Security Engineer III
CACI —Saint Louis, VA
- $75,200 - $158,100 a year
- Full-time
- Computer Science
- 5 years
- System design
- Health insurance
Senior Cybersecurity Analyst
Govcio LLC —Kearneysville, WV
- $112,000 - $142,000 a year
- Full-time
- Hybrid work
- Azure
- High school
- High school diploma or GED
Cloud Network Security Architecture Manager (TIC 3.0)
General Dynamics Information Technology —Martinsburg, WV
- $114,750 - $155,250 a year
- Hybrid work
- Azure
- AWS
- Bachelor's degree
- Paid time off
- 401(k) matching
Linux Administrator - ACAS
CACI —Saint Louis, VA
- $75,200 - $158,100 a year
- Full-time
- 6 years
- Bachelor's degree
- Continuous improvement
- Health insurance
Special Agent: Cybersecurity/Technology Expertise
Federal Bureau of Investigation —United States
- $103,326 - $133,200 a year
- Full-time
- Computer Science
- Mid-level
- Bachelor's degree
Application Security Engineer
H.W. Kaufman Group —United States
- Full-time
- Remote
- 5 years
- Salesforce
- Analysis skills
Special Agent: National Security, Criminal, & Intelligence Background
Federal Bureau of Investigation —United States
- $103,236 - $133,200 a year
- Full-time
- Mid-level
- Bachelor's degree
- Travel
FBI Special Agent: Cybersecurity/IT Expertise
Federal Bureau of Investigation —United States
- $103,236 - $133,200 a year
- Full-time
- Doctoral degree
- Mid-level
- Master's degree

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cyber security jobs near winchester va

Cybersecurity Analyst - AI Trainer

DataAnnotation -
Virginia

Quick Apply

Job Details

Part-time | Full-time | Contract
$50 - $100 an hour

Benefits

Flexible schedule

Qualifications

Software coding
English
Programming languages

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 Cybersecurity Analyst - 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

cyber security jobs in winchester va

Cybersecurity Analyst - AI Trainer

Cybersecurity Technical Writer - AI Trainer

Information Systems Security Officer (Secret Clearance)

High Speed Guard Engineer

Product Security Engineer - AI Trainer

Penetration Tester (Ethical Hacker) - AI Trainer

Network Engineer III

Palo Alto Subject Matter Expert

Senior Cybersecurity Technical Advisor

Senior Information Systems Security Officer (Secret Clearance)

Security Controls Assessor

Special Security Representative

Endpoint Security Engineer III

Senior Cybersecurity Analyst

Cloud Network Security Architecture Manager (TIC 3.0)

Linux Administrator - ACAS

Special Agent: Cybersecurity/Technology Expertise

Application Security Engineer

Special Agent: National Security, Criminal, & Intelligence Background

FBI Special Agent: Cybersecurity/IT Expertise

I want to receive the latest job alert for cyber security in winchester va

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