B2B Sales AI Training Expert

About OpenTrain

OpenTrain AI is the hiring and contracting organization for this role and the #1 platform for finding and building careers in AI training and data labeling. OpenTrain helps contributors build a professional profile, discover projects, and grow their experience in a fast-moving industry.

About AI Training Work

AI training is the human side of building modern artificial intelligence. Experts create examples, assess model responses, and provide feedback so AI systems can produce more accurate, useful, and reliable results. In this role, your B2B sales judgment will help shape how AI handles complex commercial scenarios.

The Role

OpenTrain is seeking a B2B Sales AI Training Expert to create, assess, and improve realistic sales tasks used to train advanced AI systems. You will apply practical commercial judgment to prospecting, discovery, qualification, solution positioning, pipeline management, negotiation, forecasting, and deal closure.

This is a contractor engagement requiring at least 4 hours per day and 20 or more hours per week, with availability for up to 40 hours weekly. The engagement may last up to 9 weeks and includes 4 hours of overlap with Pacific Time.

• Remote engagement open worldwide
• English-language work
• Contractor and part-time engagement
• At least 4 hours per day and 20+ hours per week
• Up to 40 hours per week
• Four hours of overlap with Pacific Time
• Engagement duration of up to 9 weeks

What You'll Do

You will produce high-quality sales tasks and solutions, evaluate AI-generated outputs, and refine your work through structured review and feedback. Your contributions will support customer-focused, commercially accurate guidance across complex B2B sales cycles and account growth.

• Create realistic tasks covering discovery, qualification, objection handling, proposals, negotiation, and closing strategies.
• Produce expert tasks and solutions that meet a high functional quality standard.
• Evaluate whether sales outputs are practical, accurate, and aligned with customer needs and business outcomes.
• Apply functional review rubrics, incorporate feedback, and refine work through iterative review.
• Use sound judgment across opportunity qualification, pipeline progression, stakeholder mapping, and forecasting scenarios.

Requirements

This role requires practical experience managing full B2B sales cycles and the ability to turn that experience into realistic scenarios, solutions, and evaluations. A bachelor's degree or equivalent practical experience in any field is welcome.

Experience in AI evaluation, data annotation, content review, quality assurance, or a related analytical role is helpful but not required.

• Three to eight years of experience as a quota-carrying Account Executive in B2B sales.
• Demonstrated success managing sales cycles from prospecting and discovery through negotiation and closure.
• Strong consultative or solution-selling experience connecting offerings to customer needs and business outcomes.
• Proficiency with CRM platforms such as Salesforce, HubSpot, Microsoft Dynamics, or equivalent tools.
• Practical expertise in qualification, pipeline management, forecasting, stakeholder mapping, and deal progression.
• Ability to write realistic sales tasks and solutions involving objections, proposals, negotiations, and closing strategies.

Why This Work Matters

Every major AI system depends on people who prepare examples and review outputs. By contributing your sales expertise, you can help shape how advanced AI systems reason about qualification, customer needs, negotiations, forecasts, and business outcomes.

OpenTrain supports contributors as they build experience in AI training and data labeling. A stronger profile can help you show credible work, discover relevant opportunities, and develop a long-term portfolio.

• Apply practical B2B sales judgment to cutting-edge AI development.
• Work remotely with a flexible contractor schedule.
• Build experience in AI training and expert evaluation.
• Develop a portfolio of specialized, high-value contributions.