B2B Sales Expert

Key Responsibilities

• Design precise, task-specific grading criteria for a wide range of B2B sales deliverables, including:Prospecting sequences and outreach emailsDiscovery and demo call plansAccount and territory plansSales proposalsMutual action plansPipeline reviews and sales forecasting
• Evaluate AI-generated and human-created work against established rubrics, providing detailed written justifications for every score
• Apply objective, consistent, and evidence-based judgment to ensure evaluations are accurate, reproducible, and defensible
• Incorporate structured feedback from senior reviewers and continuously refine evaluation quality

Core Qualifications

• 5+ years of professional B2B sales experience in quota-carrying roles
• Proven experience as an Account Executive, Sales Development Representative (SDR), or similar client-facing sales role selling to enterprise organizations
• Strong expertise across the full B2B sales lifecycle, including:Outbound prospecting and sequencingDiscovery and qualificationMulti-stakeholder enterprise salesPipeline management and forecasting
• Structured sales methodologies
• Exceptional written communication skills with the ability to clearly explain why a sales deliverable would—or would not—resonate with a prospective buyer
• Strong attention to detail and the ability to apply evaluation criteria consistently across large volumes of work

Preferred Qualifications

• Experience evaluating AI-generated content, participating in AI training projects, or working on human evaluation and data annotation initiatives
• Experience developing, reviewing, or applying structured scoring rubrics
• Ability to provide constructive, well-reasoned feedback while maintaining high evaluation standards