Sales Strategy AI Trainer (Remote Contract)

About OpenTrain

OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. We help freelancers discover projects, build a unified AI training portfolio, and grow a durable career working on how AI systems learn from human examples.

We partner with teams across the industry to recruit skilled contributors for contract work that is remote, flexible, and directly shapes next-generation AI behavior.

Why AI training work matters

AI training (also called data labeling or human feedback) is the human side of building AI: people create, review, and correct the examples models learn from. This work is remote-friendly, often part-time, and a fast-growing way to apply domain expertise to shape how AI systems behave.

As a Sales Strategy AI Trainer you will apply real-world sales judgment to teach models how to reason about sales decisions, customer preferences, and commercial tradeoffs.

The role

OpenTrain is recruiting on behalf of OpenTrain for a contract Sales Strategy AI Trainer. This is a remote, part-time contractor role focused on text-based annotation and evaluation tasks that use real-world sales experience.

You'll work 20+ hours per week on projects that include evaluating model outputs, writing example prompt responses, and providing structured feedback drawn from sales statistics, customer preferences, and practical decision-making.

• Employment type: Contractor, Part-time
• Work arrangement: 100% remote
• Time commitment: 20+ hours/week
• Eligible countries: United States, United Kingdom, Canada, Australia, New Zealand

What you'll do day-to-day

You will review text prompts and model responses, rate them for accuracy and commercial relevance, and produce written prompt responses used to fine-tune models. Your feedback will be both qualitative (comments) and quantitative (evaluation ratings).

Tasks typically include analyzing sales statistics and staff-provided data to assess sales potential and inventory needs, monitoring customer preferences, advising adjustments to strategies, and documenting best practices for the training program.

• Evaluate model outputs using structured rating rubrics (EVALUATION_RATING).
• Write example responses and short-form training text for supervised fine-tuning (PROMPT_RESPONSE_WRITING_SFT).
• Provide clear written and verbal feedback to improve dataset quality.
• Document and communicate sales best practices to the training team.

Requirements

All required qualifications come from the role brief. Candidates must meet the following to be considered.

• 3+ years of experience in sales positions.
• Strong analytical ability for interpreting sales statistics and market trends.
• Demonstrated success in setting and achieving sales targets.
• Excellent written and verbal communication skills with strong attention to detail.
• Ability to work independently and remotely while collaborating with distributed teams.
• Fluency with digital tools and platforms for remote communication and reporting.

Helpful background (not required)

If you have experience analyzing sales data, market trends, or customer preferences you will be well suited to this work. A personal portfolio or work examples that you can discuss (with permission to share) is helpful during screening but not strictly required.

Compensation, tools, and data

Pay is listed in USD; projects vary in rate. Hourly rates for this role range from $20 to $64 per hour, with a listed top rate of $64/hr. Payment is on a per-hour contractor basis as specified by each project.

This role uses text-based labeling and evaluation. Label types include evaluation ratings and prompt/response writing for supervised fine-tuning. The team uses an 'OTHER' labeling platform, and you should be comfortable learning new web-based tools.

• Data type: Text
• Label tasks: Evaluation ratings and prompt/response writing (SFT)
• (web-based platform)
• Payment type: Pay per hour (USD)

How to apply

Create or log in to your OpenTrain profile, complete your experience details, and submit your interest for the Sales Strategy AI Trainer role. Include a brief summary of your sales experience and any examples you can discuss.

If selected, you'll complete screening tasks that demonstrate your ability to analyze sales data, rate model outputs, and produce clear written feedback. Successful contributors are onboarded as contractors and can begin accepting projects consistent with the stated time commitment.

• Prepare a short work example or portfolio if available.
• Be ready to complete a paid or unpaid screening task as part of selection.