La Crosse, WI

Cybersecurity Jobs in La Crosse, WI

5 jobs found

Include remote jobs

30d ago

Cybersecurity Analyst - AI Trainer

DataAnnotation La Crosse, WI 🇺🇸 Remote

La Crosse, WI

30d ago Closed

$50 - $100/hr Contract Ai Security Ai Trainer Ai Training

This position is no longer accepting applications (closed Aug 26, 2026).

Job Description

Contracting cybersecurity analyst role focused on training AI models by evaluating security content and solving security problems, with fully remote work, flexible scheduling, and hourly pay between $50 and $100 USD.

Responsibilities

Assess AI generated cybersecurity content, including threat analysis, vulnerability assessments, and offensive security techniques, for real world accuracy and applicability.
Develop and solve security oriented technical challenges used to train AI systems.
Produce clear technical explanations and security relevant code.
Deliver feedback that guides the development of next generation AI security models.

Requirements

At least 2 years of hands-on cybersecurity experience, including roles such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or related fields (including government or military cyber operations).
Some coding experience and comfort navigating and patching a codebase.
English fluency with strong writing skills (native or bilingual level).

Benefits

Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
Flexible schedule: choose projects and working times, using your own computer from home.
Competitive pay: billed hourly at $50 to $100 USD, with potential higher bonus rates on select projects.
Impact: contribute to shaping AI technologies designed for cybersecurity.

Note

Payment is made via PayPal. We will never ask for money from you. This opportunity is open to candidates in the US, Canada, UK, Ireland, Australia, and New Zealand.

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1mo ago

Penetration Tester (Ethical Hacker) - AI Trainer

DataAnnotation La Crosse, WI 🇺🇸 Remote

La Crosse, WI

1mo ago Closed

$50 - $100/hr Full time Ai Trainer Ai Training Artificial Intelligence

This position is no longer accepting applications (closed Aug 21, 2026).

Job Description

This contract role invites a Penetration Tester, also known as an Ethical Hacker, to join DataAnnotation as an AI Trainer. The core objective is to assess AI-generated cybersecurity content for real-world accuracy and to contribute to training AI security models. The position offers remote, flexible scheduling and is anchored to Wisconsin as the designated work location, with remote engagement possible from various environments.

Responsibilities

Assess AI-produced cybersecurity content, including threat analyses, vulnerability assessments, and offensive security techniques, for accuracy and real-world relevance.
Develop and resolve security-centric technical challenges used to train AI systems.
Produce clear technical explanations and write security-relevant code.
Deliver actionable feedback that informs the next generation of AI security models.

Requirements

Minimum of 2+ years in hands-on cybersecurity roles such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or related fields, including government or military cyber operations.
Some coding experience; the ability to navigate and patch a codebase is essential.
Fluency in English with strong written communication skills (native or bilingual level).
A bachelor’s degree is preferred.
Cybersecurity certifications are a plus (eg, OSCP, CRTO, GREM, GCFA, CEH, and similar).

Benefits

Fully remote work: operate from anywhere in the US, Canada, the UK, Ireland, Australia, and New Zealand.
Flexible schedule: decide which projects to take and when to work, using your own computer from home.
Competitive compensation: hourly pay ranges from USD 50 to 100 per hour, with potential higher bonuses on select projects.
Impactful work: contribute to shaping AI technologies designed for cybersecurity applications.

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1mo ago

IT Network and Cybersecurity Supervisor

La Crosse Public Library La Crosse, WI

La Crosse, WI

1mo ago Closed

$73k - $84k/yr Full time Manager Cybersecurity Tools Data Center

This position is no longer accepting applications (closed Aug 16, 2026).

Job Description

La Crosse Public Library in La Crosse, Wisconsin is seeking a full-time IT Network and Cybersecurity Supervisor to administer and secure the library's computer networks and back-end data center infrastructure, while guiding daily information technology operations. This role also carries Infrastructure Manager duties in the absence of leadership within the IT department, enabling decisive resource decisions under limited guidance.

Responsibilities

Oversee administration and security of the library's computer networks and back-end data center infrastructure.
Supervise day-to-day information technology department activities.
Assume Infrastructure Manager duties in their absence as directed.
Handle confidential tasks and exercise significant latitude to make independent decisions and allocate resources accordingly.

Requirements

Bachelor’s degree in computer science, MIS or a related field, with two to three years of related experience (or an equivalent combination of education and experience).
Demonstrated experience with LAN/WAN networking.
Experience configuring and administering Active Directory, Storage, NFS and Samba, desktop imaging of computers, Windows Server 2022/2025, networking equipment, SCALE HC3, VOIP, and Fortinet firewalls.
Valid driver’s license.
Ability to work evenings and weekends as needed.

Technologies

Active Directory
NFS
Samba
Windows Server 2022
Windows Server 2025
SCALE HC3
VOIP
Fortinet firewalls

Benefits

401(k)
Dental insurance
Employee assistance program
Flexible schedule
Flexible spending account
Health insurance
Life insurance
Paid time off
Professional development assistance
Retirement plan
Vision insurance

Job Type

Full-time

Pay

Salary: $73,028.80 - $83,657.60 per year

Work Location

In person, La Crosse, WI (onsite)

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1mo ago

Product Security Engineer - AI Trainer

DataAnnotation La Crosse, WI 🇺🇸 Remote

La Crosse, WI

1mo ago Closed

$50 - $100/hr Contract Ai Security Ai Training Cybersecurity Tools

This position is no longer accepting applications (closed Aug 14, 2026).

Job Description

DataAnnotation seeks a remote, contract Product Security Engineer - AI Trainer based in Wisconsin. The role centers on evaluating AI-generated cybersecurity content, crafting security-focused training challenges, and delivering actionable feedback to refine AI security models. The position carries an hourly rate between USD 50 and 100, with payment via PayPal. This opportunity is available to applicants in the US, Canada, UK, Ireland, Australia, and New Zealand.

Responsibilities

Assess AI-generated cybersecurity content for real-world accuracy, including threat analysis, vulnerability assessments, and offensive security techniques.
Design and solve security-centric technical problems used to train AI systems.
Produce clear technical explanations and security-relevant code.
Provide feedback that informs the next generation of AI security models.

Requirements

Minimum 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 related fields, including government or military cyber operations.
Some coding experience is required; comfort navigating and patching a codebase is essential.
Fluent in English with strong writing skills (native or bilingual level).
Bachelor's degree is preferred.
Cybersecurity certifications are a plus (for example OSCP, CRTO, GREM, GCFA, CEH, and similar).

Benefits

Fully remote work from the US, Canada, UK, Ireland, Australia, or New Zealand.
Flexible schedule: select projects and work times, using your own computer from home.
Competitive pay: hourly compensation listed as USD 50 - 100 per hour; some projects offer higher bonus rates.
Impact: contribute to shaping AI technologies designed for cybersecurity.

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1mo ago

Cybersecurity Technical Writer - AI Trainer

DataAnnotation La Crosse, WI 🇺🇸 Remote

La Crosse, WI

1mo ago Closed

$50 - $100/hr Full time Ai Content Creation Ai Security Ai Training

This position is no longer accepting applications (closed Aug 12, 2026).

Job Description

DataAnnotation is seeking a contract-based Cybersecurity Technical Writer - AI Trainer to evaluate AI-generated cybersecurity content, design security-focused training challenges, and help shape the next generation of AI security models from a remote Wisconsin-based setup.

Responsibilities

Evaluate AI-generated cybersecurity content for real-world accuracy and validity, including threat analysis, vulnerability assessments, and offensive security techniques.
Design and validate security-focused technical problems used to train AI systems.
Write clear technical explanations and security-relevant code examples.
Provide actionable feedback that directly shapes future AI security models.

Requirements

Minimum 2 years of hands-on cybersecurity experience in roles such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or related fields, including government or military cyber operations.
Some coding experience and comfort navigating and patching a codebase.
Fluency in English with strong writing skills (native or bilingual level).
Bachelor’s degree preferred.
Cybersecurity certifications are a plus (examples include OSCP, CRTO, GREM, GCFA, CEH, and similar).

Compensation

Hourly rate: USD 50 - 100 per hour.

Benefits

Fully remote work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
Flexible schedule to choose projects and working hours, from your own computer and home.
Competitive pay with potential bonuses on certain projects.
Impactful work that helps shape AI technologies built for cybersecurity.

Payment is made via PayPal. We will never ask for money from you. This opportunity is available to applicants in the US, Canada, UK, Ireland, Australia, and New Zealand.

View full job page →

Cybersecurity Jobs in La Crosse, WI

Cybersecurity Analyst - AI Trainer

Penetration Tester (Ethical Hacker) - AI Trainer

IT Network and Cybersecurity Supervisor

Product Security Engineer - AI Trainer

Cybersecurity Technical Writer - AI Trainer

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