# B2B Sales Expert

> Weekday AI · United States (Remote) · Part-time · Posted 2026-07-30

**Workplace:** remote

**Department:** AI Training

## Description

**This role is for one of our clients**

**Compensation: $100-$150 per hour**

Join an advanced AI evaluation initiative focused on improving how next-generation AI systems understand and perform real-world B2B sales work. We are seeking experienced sales professionals to help establish the standard for high-quality sales execution by designing evaluation criteria and assessing AI-generated and human-created sales deliverables.

Rather than creating sales deliverables yourself, you will define what exceptional work looks like by developing structured grading frameworks and providing thoughtful, evidence-based evaluations.

## Requirements

### Key Responsibilities

-   Design precise, task-specific grading criteria for a wide range of B2B sales deliverables, including:

-   Prospecting sequences and outreach emails
-   Discovery and demo call plans
-   Account and territory plans
-   Sales proposals
-   Mutual action plans
-   Pipeline 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 sequencing
-   Discovery and qualification
-   Multi-stakeholder enterprise sales
-   Pipeline 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.

### Application Process

-   Submit your resume or relevant professional background for consideration.
-   Qualified applicants may be invited to complete a brief assessment or provide additional information as part of the selection process.

### Equal Opportunity

We are committed to creating an inclusive environment where all qualified applicants receive equal consideration. Reasonable accommodations are available throughout the application and engagement process upon request.

### Contract & Payment Terms

-   Independent contractor engagement.
-   Fully remote with flexible working hours.
-   Projects may be extended, shortened, or concluded based on business needs and performance.
-   Weekly payments are processed through supported payment platforms.
-   Applicants requiring H-1B or STEM OPT sponsorship are not eligible for this opportunity.

## Apply

[Apply at Weekday AI](https://apply.workable.com/weekday-1/j/8F07248360/apply)

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