Top 12 cybersecurity engineer Jobs in madison, wi

Security Engineer - AI Trainer
DataAnnotation —Cottage Grove, WI
- $40 - $60 an hour
- Part-time
- Remote
- English
- Mid-level
- Bachelor's degree
- Flexible schedule
Quick Apply
Cybersecurity Engineer
American Family Insurance —Madison, WI
- Full-time
- Hybrid work
- System design
- Research
- Mid-level
- Paid holidays
- Loan repayment program
6d
Network Security Engineer I
Sub-Zero Group, Inc. —Madison, WI
- Background check
- Mid-level
- Associate's degree
- Profit sharing
- Health insurance
Quick Apply
Lead Data Privacy Engineer
CVS Health —Madison, WI
- $106,605 - $284,280 a year
- Full-time
- Azure
- HIPAA
- Java
- Health insurance
- Dental insurance
Application Security Engineer
Ryder System —Madison, WI
- $110,000 - $130,000 a year
- Full-time
- Computer Science
- 5 years
- Analysis skills
- Disability insurance
- Health insurance
Principal Application Security Engineer - Threat Research
CVS Health —Madison, WI
- $144,200 - $288,400 a year
- Full-time
- Azure
- System design
- HIPAA
- Health insurance
- Dental insurance
4h
Principal Application Security Engineer – AI & Agentic Systems
CVS Health —Madison, WI
- $144,200 - $288,400 a year
- Full-time
- Azure
- System design
- HIPAA
- Health insurance
- Dental insurance

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Security Engineer - AI Trainer
DataAnnotation —Cottage Grove, WI
2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware…
$40 - $60 an hour
Quick Apply
Cybersecurity Engineer
American Family Insurance —Madison, WI
The Cyber Security Engineer builds on foundational cybersecurity skills, demonstrating proficiency in network security concepts and tools, while continuing to…
6d

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Bachelor’s in Computer Science, Computer Engineering, Electrical Engineering, or related field of study and (2) years of experience, a Master’s degree in a…
CYBERSECURITY ENGINEER (1)
CGI Group, Inc. —Columbus, OH
You'll be at the forefront of providing security engineering support from planning and design to development, testing, demonstration, and integration of…
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cybersecurity engineer jobs near madison, wi

Security Engineer - AI Trainer

DataAnnotation -
Cottage Grove, WI

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Job Details

Part-time | Full-time | Contract
$40 - $60 an hour

Benefits

Flexible schedule

Qualifications

Software coding
English

Full Job Description

Join the DataAnnotation team and contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for an experienced Security Engineer - AI Trainer to help advance AI development. 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.

As a member of DataAnnotation's team, 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. Some team members fit this work alongside a full-time role, while others treat it as their primary focus.

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.

Benefits:

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.
Competitive pay: projects are paid hourly, up to $60 USD per hour. Opportunities for higher-paying projects are available with strong performance.
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

cybersecurity engineer jobs in madison, wi

Security Engineer - AI Trainer

Cybersecurity Engineer

Network Security Engineer I

Lead Data Privacy Engineer

Application Security Engineer

Principal Application Security Engineer - Threat Research

Principal Application Security Engineer – AI & Agentic Systems

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