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LLM Evaluator (Prompt Engineer) | $65/hr Remote

Remote
Canada
Mid Level
CONTRACTOR

About the role

Position: LLM Red-Teamer

Type: Contract

Compensation: $40 - $65/hour

Location: Remote

Commitment: 10-40 hrs/week

Role Responsibilities

Develop complex, adversarial multi-turn conversations and task-based scenarios aligned with project specifications. Author clear, precise evaluation rubrics to assess model responses against defined behavioral targets. Iteratively test conversations and tasks against frontier LLMs, escalating difficulty and nuance. Deliver comprehensive task packages, including transcripts, target behaviors, and supporting rationale. Validate LLM outputs, documenting model strengths and failure modes relative to specifications. Maintain calibration with team leads and quality control contacts as project requirements evolve.

Requirements

Exceptional written English skills with clarity, precision, and strong structural organization. Prior experience in AI human data environments such as RLHF, SFT, evaluations, or prompt engineering. Deep familiarity with large language models and ability to identify common failure patterns. Demonstrated ability to work autonomously, interpreting and executing complex specifications. Proven critical thinking and meticulous attention to detail. Experience designing evaluation items or rubrics is advantageous.

Application Process

Easy Apply on LinkedIn

Check email for next steps Participate in resume evaluation & interview stage

About Crossing Hurdles

11-50

At Crossing Hurdles, we specialise in customised recruitment and staffing solutions designed to drive success for businesses and professionals. Our focus is on connecting organisations with top-tier talent by sourcing, screening, and presenting only the top 1% of candidates across a wide range of industries. We work closely with clients to understand their unique needs, ensuring that we find candidates who not only fit the role but also align with their organizational culture.

Over the past few quarters, we've successfully partnered with leading companies such as Angel One, Ixigo, Turing, Cars24, Veera, ABP Network, Battery Smart, Zavya, and Twin Engineers. Our expertise spans various sectors, including Tech, Product, Sales, Customer Support, Growth, Finance, and Marketing. At Crossing Hurdles, our mission is to help organizations thrive by matching them with exceptional talent while simultaneously enabling candidates to find opportunities that foster long-term career growth and development.

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