Role Overview
Evaluate how well AI systems perform real-world B2B sales work by defining excellence and judging completed work samples. You will not produce sales deliverables yourself, instead you will create task-specific grading criteria and score AI-generated and human work with rigorous, written justifications that can be reproduced and defended.
Key Responsibilities- Design precise, task-specific grading rubrics for real-world sales deliverables, including prospecting sequences and outreach emails, discovery and demo call plans, account and territory plans, proposals, mutual action plans, and forecast and pipeline reviews
- Score AI-generated and human work samples against those rubrics, providing a detailed written justification for every score
- Apply consistent, evidence-based judgment so scoring is reproducible and defensible
- Receive structured feedback from senior reviewers and iterate quickly on your criteria and scoring
- 5+ years of professional B2B sales experience, including quota-carrying roles
- Experience as an Account Executive or Sales Development Representative selling into large enterprise accounts
- Deep fluency in the day-to-day craft of sales, including outbound prospecting and sequencing, discovery and qualification, multi-stakeholder deal management, pipeline hygiene and forecasting, and structured sales methodologies
- Exceptionally strong written communication, able to explain precisely why a piece of work would or would not resonate with a real buyer
- Detail-oriented and consistent, comfortable having your judgment reviewed and calibrated against peers
- Prior experience with AI training, evaluation, or human-data projects is a strong plus
- Location: Remote
- Employment type: hourly
- Hourly rate: 100 - 150 hourly
Submit your resume or a summary of relevant professional experience to begin. Qualified candidates may be asked to complete a brief assessment or provide additional information as part of the evaluation process.