Crossing Hurdles logo

Penetration Tester | Remote

Crossing Hurdles
Department:Customer Experience
Type:REMOTE
Region:UK
Location:United Kingdom
Experience:Associate
Salary:$104,000 - $230,880
Skills:
AI RED-TEAMINGADVERSARIAL TESTINGCYBERSECURITYSOCIO-TECHNICAL RISK ANALYSISSTRUCTURED EVALUATION FRAMEWORKSWRITTEN COMMUNICATIONINDEPENDENT WORK
Share this job:

Job Description

Posted on: March 11, 2026

Position: AI Red-Teamer — Adversarial AI Testing; English

Type: Hourly contract

Compensation: $50–$111 per hour

Location: Remote

Commitment: Full-time or part-time, flexible project-based engagement

Role Responsibilities

  • Conduct adversarial testing of AI models, including jailbreaks, prompt injections, misuse cases, and exploit discovery
  • Generate high-quality human evaluation data by annotating failures, classifying vulnerabilities, and flagging systemic risks
  • Apply structured red-teaming frameworks, taxonomies, benchmarks, and playbooks to ensure consistent testing
  • Produce clear, reproducible documentation such as reports, datasets, and adversarial test cases
  • Support multiple customer projects, ranging from LLM safety testing to socio-technical abuse and misuse analysis
  • Communicate identified risks and vulnerabilities clearly to technical and non-technical stakeholders

Requirements

  • Strong experience in AI red-teaming, adversarial testing, cybersecurity, or socio-technical risk analysis
  • Strong ability to probe systems creatively and systematically to uncover failure modes
  • Strong experience using structured evaluation frameworks rather than ad-hoc testing
  • Strong written communication skills with the ability to clearly document risks and findings
  • Comfort working across sensitive content areas such as bias, misinformation, or harmful behaviors
  • Ability to work independently in a remote, fast-moving project environment

Application Process (Takes 20 Mins)

  • Upload your resume.
  • Complete an interview.
  • Submit a short form.
Originally posted on LinkedIn

Apply now

Please let the company know that you found this position on our job board. This is a great way to support us, so we can keep posting cool jobs every day!

Crossing Hurdles logo

Crossing Hurdles

View company page
CustomerRemoteJobs.com logo

CustomerRemoteJobs.com

Get CustomerRemoteJobs.com on your phone!

SIMILAR JOBS
MFK Recruitment logo

Head of Customer Success

MFK Recruitment
Just now
Customer Experience
Remote (UK)
Basingstoke, England, United Kingdom
CUSTOMER SUCCESSLEADERSHIPB2B SOFTWARE+7 more
Crossing Hurdles logo

Penetration Tester | Remote

Crossing Hurdles
Just now
Customer Experience
Remote (UK)
United Kingdom
AI RED-TEAMINGADVERSARIAL TESTINGCYBERSECURITY+4 more
Deel logo

Customer Success Manager II | MM

Deel
Just now
Customer Experience
Remote (EU)
Italy
CUSTOMER SUCCESS MANAGEMENTACCOUNT MANAGEMENTDATA ANALYSIS+7 more
Experian logo

Client Technical Support Agent, Healthcare Revenue Cycle (Remote)

Experian
2 days ago
Customer Experience
Remote (USA)
United States
TECHNICAL SUPPORTTROUBLESHOOTINGSALESFORCE+6 more
Careers In Travel | Destination Planners logo

Customer Coordinator – Booking Hotels

Careers In Travel | Destination Planners
3 days ago
Customer Experience
Remote (USA)
Baltimore, MD
CUSTOMER SERVICECOMMUNICATIONHOTEL BOOKING+3 more