Account Executive | Remote

B2B Sales Evaluator Enterprise Sales Quality & Grading Specialist

Role Overview

A leading research organization seeks senior B2B sales professionals to define quality standards for real-world sales work not as practitioners, but as expert evaluators. You will design grading criteria and score completed sales deliverables with rigorous, written justification, shaping how automated systems are trained to assess enterprise sales performance.

$100 $150/hr | Flexible | Remote

Key Responsibilities

• Develop task-specific grading rubrics for enterprise sales deliverables including outbound prospecting sequences, discovery and demo call plans, account and territory plans, proposals, mutual action plans, and pipeline forecast reviews
• Score completed work samples both human-produced and model-generated against defined criteria, providing detailed written justification for every rating
• Maintain scoring consistency and reproducibility across evaluations, ensuring judgments are evidence-based and defensible under peer review
• Incorporate calibration feedback from senior reviewers and iterate rapidly on grading methodology
• Apply deep fluency in enterprise sales craft to identify precisely what separates work that would convert from work that would not

Core Requirements

• Demonstrable quota-carrying B2B sales experience in an Account Executive or Senior SDR capacity, with a focus on large enterprise accounts
• Hands-on command of the full enterprise sales cycle: outbound sequencing, multi-stakeholder discovery, pipeline hygiene, and structured forecast management
• Proven ability to articulate in writing exactly why a deliverable an email, a proposal, a call plan would or would not resonate with a real economic buyer
• Familiarity with recognized sales methodologies (MEDDIC, SPIN, Challenger, or equivalent) sufficient to evaluate adherence and deviation
• Comfort operating under peer calibration, with scores reviewed and benchmarked against other expert evaluators
• High tolerance for detail-intensive, judgment-heavy work within a structured, asynchronous workflow

Additional Strengths

• Prior involvement in LLM training, human-data annotation, or model evaluation projects
• Experience designing internal quality scorecards, sales enablement rubrics, or rep coaching frameworks

Application Process

• Apply through the Easy Apply button to submit your application.
• Applications will be carefully reviewed in line with the role requirements.
• Eligible applicants will be contacted via email with instructions for the next stage.
• Follow the instructions in the email to complete the remaining application requirements.