Top 582 Systems Jobs in Deerfield, 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
C# Linux Back-End Developer
Amtelco —McFarland, WI
- Full-time
- Hybrid work
- Background check
- Azure
- Computer Science
- Health savings account
- Health insurance
Quick Apply
AI Annotation Specialist – Data Science - AI Trainer
DataAnnotation —Madison, WI
- $40 - $60 an hour
- Part-time
- Remote
- Computer Science
- English
- Mid-level
- Flexible schedule
Quick Apply
Director of Cyber Risk & Assurance
Wis Phys Svc Ins Corp —Madison, WI
- $185,000 - $225,000 a year
- Hybrid work
- Computer Science
- HIPAA
- Office
- Health insurance
- Dental insurance
Embedded Systems Developer - AI Trainer
DataAnnotation —Madison, WI
- $50 - $100 an hour
- Part-time
- Remote
- Writing skills
- English
- Mid-level
- Flexible schedule
Quick Apply
Electrical Control Systems Field Service Technician
SJE —Madison, WI
- Online Application
- Computer literacy
- Mid-level
- Driver's License
- Paid holidays
- Disability insurance
Quick Apply
2d
S&P N. America IT Business Relationship Manager (BRM), CRM
Renewaire —Waunakee, WI
- Full-time
- Hybrid work
- 5 years
- Bachelor's degree
- Continuous improvement
Quick Apply
HVAC Systems Technician
Maverick Tech —Middleton, WI
- $38 - $66 an hour
- Full-time
- Clean driving record
- Customer service
- 5 years
Quick Apply
SYSTEM & NETWORK ADMININSTRATOR
Mad City Techs —Monona, WI
- $50,000 - $80,000 a year
- Full-time
- Azure
- English
- Mid-level
- Health insurance
- Dental insurance
Quick Apply
Senior Artificial Intelligence (AI) Developer
Amtelco —McFarland, WI
- Full-time
- Hybrid work
- Background check
- Azure
- Computer Science
- Health savings account
- Health insurance
Quick Apply
Senior Staff Software Engineer
Findhelp —Madison, WI
- Full-time
- Office
- SQL
- Mentoring
- Paid training
- Paid parental leave
Quick Apply
SCADA Network Specialist
SJE —Madison, WI
- Online Application
- Customer service
- Mid-level
- Communication skills
- Paid holidays
- Disability insurance
Quick Apply
Agency Temp - Associate Software Implementation Analyst
Insperity Business Services, L.P. —Middleton, WI
- Full-time
- Computer science
- Computer Science
- Mid-level
- Health insurance
- Dental insurance
Product Manager – Cardio
Johnson Health Tech North America Inc —Cottage Grove, WI
- Full-time
- Up to 50% travel
- Marketing
- 5 years
- Health insurance
- Dental insurance
Quick Apply
Prin Systems Developer
Compeer Financial —Sun Prairie, WI
- $118,500 - $180,000 a year
- Hybrid work
- Computer Science
- 11+ years
- Research
- Wellness program
- Health savings account
3d
IT Support Specialist - II
Diamond Assets —Milton, WI
- Full-time
- Research
- Mid-level
- Windows
- Health insurance
- Dental insurance
Quick Apply
14d
Project Manager
Experis —Madison, WI
- Contract
- Hybrid work
- 3 years
- Senior level
- Leadership
Quick Apply
2d
Applications Engineer
Flownamics, Inc. —Madison, WI
- $75,000 - $85,000 a year
- Full-time
- Background check
- System design
- Laboratory experience
- Health insurance
- Dental insurance
Quick Apply
Senior Embedded Software Engineer-Innovation Team
Johnson Health Tech North America Inc —Cottage Grove, WI
- Full-time
- Computer science
- Computer Science
- Software troubleshooting
- Health insurance
- Dental insurance
Quick Apply
Prin Systems Developer
Compeer Financial —Sun Prairie, WI
- $118,500 - $180,000 a year
- Hybrid work
- Computer Science
- 11+ years
- Research
- Wellness program
- Health savings account

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systems jobs near Deerfield, WI

Security Engineer - AI Trainer

DataAnnotation -
Cottage Grove, WI

Quick Apply

Job Details

Part-time | Full-time | Contract
$40 - $60 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 Security Engineer - 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, up to $60 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

systems jobs in Deerfield, WI

Security Engineer - AI Trainer

C# Linux Back-End Developer

AI Annotation Specialist – Data Science - AI Trainer

Director of Cyber Risk & Assurance

Embedded Systems Developer - AI Trainer

Electrical Control Systems Field Service Technician

S&P N. America IT Business Relationship Manager (BRM), CRM

HVAC Systems Technician

SYSTEM & NETWORK ADMININSTRATOR

Senior Artificial Intelligence (AI) Developer

Senior Staff Software Engineer

SCADA Network Specialist

Agency Temp - Associate Software Implementation Analyst

Product Manager – Cardio

Prin Systems Developer

IT Support Specialist - II

Project Manager

Applications Engineer

Senior Embedded Software Engineer-Innovation Team

Prin Systems Developer

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