Remote Senior AI Data Pipeline Engineer (Python/TypeScript)

Crossing Hurdles; United States; Remote; CAD 241,000 - 343,000; Part time

Job summary

Crossing Hurdles seeks a Senior Software Engineer (Python/TypeScript) for a remote contractor role. This part-time position requires 20 hours per week with at least 4 hours overlap during PST business hours.

You will build and maintain AI data pipelines, refine evaluation rubrics, and review data quality while collaborating with researchers and engineers. Applicants must have hands-on experience with preference data collection, navigate large codebases (VSCode a plus), and ideally experience in

Qualifications

• Hands-on experience with preference data collection and rubric creation.
• Experience navigating large codebases; VSCode experience is a plus.
• Experience with AI/LLM evaluation or related engineering workflows preferred.
• LinkedIn profile is mandatory for review.
• Candidates should not currently be working with Microsoft.

Responsibilities

• Build and maintain pipelines and infrastructure supporting AI data generation, collection, and evaluation workflows.
• Design, refine, and iterate on rubrics and evaluation criteria for preference data.
• Review and label preference data while identifying subtle quality issues.
• Collaborate with researchers and engineers to translate qualitative judgment into scalable evaluation processes.
• Synthesize technical findings into clear, actionable write-ups, updates, and recommendations.

Skills

Data labeling

Rubric creation

Codebase navigation

AI/LLM evaluation

Tools

VSCode

Git

Jupyter

Job description

Crossing Hurdles seeks a Senior Software Engineer (Python/TypeScript) for a remote contractor role. This part-time position requires 20 hours per week with at least 4 hours overlap during PST business hours.

You will build and maintain AI data pipelines, refine evaluation rubrics, and review data quality while collaborating with researchers and engineers. Applicants must have hands-on experience with preference data collection, navigate large codebases (VSCode a plus), and ideally experience in