Sales Specialist (Remote)

Remote (Work from Anywhere) • Contract • $60-$90 / hr

About the role

We are hiring for one of our clients in the AI space, seeking an Enterprise Sales Domain Expert to teach advanced AI models how to perform complex, judgment-based sales workflows. The role requires deep enterprise sales experience to set benchmarks, identify gaps in AI performance, and develop training materials that reflect real-world selling scenarios.

Responsibilities

• Review multi-step enterprise sales workflows and evaluate whether AI outputs align with high-performing seller behavior, identifying deviations and their causes.
• Construct end-to-end sales task trajectories—prospecting, pipeline management, CRM data hygiene, reporting, and customer-facing documentation—to serve as expert reference examples for model training.
• Design and refine evaluation rubrics that distinguish high-quality sales execution from average performance, ensuring AI learns from real seller expertise.
• Operate within simulated sales environments that replicate CRM, communication, and billing systems to test AI-generated workflows under realistic conditions.
• Produce senior-grade sales artifacts such as pitches, slide decks, and executive summaries that meet the standards of experienced sales leadership.

Requirements

• Enterprise sales experience with a proven track record in quota-carrying roles.
• Ability to audit and critique sales workflows with precision, identifying strengths and weaknesses in AI-generated outputs.
• Expertise in CRM systems and sales technology stacks used in enterprise environments.
• Experience creating polished, customer-facing sales materials aligned with senior-level expectations.
• Strong analytical skills to evaluate and refine performance metrics for AI systems.
• Familiarity with AI training methodologies or data annotation in high-stakes domains.
• Exceptional written and verbal communication to articulate feedback and document processes.
• Self-directed work style with the ability to operate in remote, distributed teams.

About the opportunity

This role offers a unique opportunity to work with a global leader in the AI research and development industry, contributing to the creation of AI systems capable of performing enterprise sales functions at scale. The position is part of a W-2 contract role with potential placement at a leading AI lab within the client’s extended workforce.