Use Fortune 500 sales, marketing, or RevOps expertise to create realistic AI evaluation tasks, reference outputs, and rubrics for enterprise go-to-market decisions. Remote contract work pays $60-$70 per hour.
Generative AI & RLHF
100% Remote Hourly · $60–$70/hr
$60–$70/hr
Compensation
Worldwide
Eligibility
Entry
Experience
Aug 7, 2026
Posted
Open worldwide
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About AI Evaluation Work
AI training is the human side of building artificial intelligence. Specialists create examples, write scenarios, review model responses, and develop evaluation criteria that help AI systems produce more accurate and useful results.
In this role, your enterprise go-to-market experience will help distinguish credible sales, marketing, and RevOps judgment from generic playbook recall. Your work will shape how AI systems reason about complex business decisions.
The Role
OpenTrain is seeking an Enterprise GTM AI Evaluation Expert to create evaluation tasks for AI systems operating in Fortune 500 go-to-market contexts. The work focuses on $1M+ annual contract value deals, complex stakeholder groups, procurement demands, and the brand stakes of large public companies.
You will translate authentic senior sales, marketing, and RevOps judgment into realistic scenarios, reference outputs, and evaluation rubrics. The role is remote and structured as a contract position, with part-time work available.
Remote contractor opportunity
Default commitment of 40 hours per week
Minimum listed time requirement of 20+ hours per week
Pay of $60-$70 per hour
English-language work
Part-time contract engagement
What You'll Do
You will design text-based generation and evaluation tasks that reflect the realities of enterprise go-to-market work. Your scenarios and reference materials should capture the budgets, stakeholders, processes, and judgment required in large-company environments.
Construct enterprise sales scenarios involving $1M+ ACV deals, multi-stakeholder buying committees, and complex procurement cycles at Fortune 500 accounts.
Develop RevOps and go-to-market scenarios involving Salesforce Enterprise, Marketo, 6sense, Gong, and Outreach workflows.
Apply MEDDIC, Challenger, and Force Management approaches when producing reference deal strategies, account plans, and executive narratives.
Author rubrics that assess whether an AI system demonstrates credible enterprise go-to-market judgment.
Required Experience And Skills
This role requires at least five years of experience selling, marketing, or leading RevOps at a Fortune 500 enterprise software vendor or within a Fortune 500 brand or marketing organization. The structured listing identifies the opportunity as entry level, but the role-specific requirements call for substantial enterprise experience.
You should be able to reason about enterprise buying committees, budgets, procurement, legal review, stakeholder complexity, executive communication, account strategy, and large-enterprise buying processes.
At least five years of relevant Fortune 500 enterprise sales, marketing, or RevOps experience.
Direct ownership of Fortune 500 accounts, brand campaigns, or demand programs.
Fluency with enterprise go-to-market tools and methodologies.
Ability to reason about budgets, procurement, and legal review.
Strong judgment about stakeholder complexity, executive communication, account strategy, and enterprise buying processes.
Helpful Background
Prior experience authoring evaluation rubrics, sales-enablement curricula, or training content is helpful. Familiarity with the tools and methodologies below can support the scenario-building work.
Salesforce
Marketo
6sense
Gong
Outreach
MEDDIC
Challenger
Force Management
Why Work With OpenTrain
AI training and data labeling are among the fastest-growing ways to work in tech. People with specialized professional knowledge can help build the examples and evaluations behind modern AI systems while working remotely with flexible schedules.
OpenTrain helps you manage AI training opportunities, present credible experience in one profile, and build a longer-term portfolio in the field. Apply through OpenTrain to bring your enterprise go-to-market expertise to cutting-edge AI evaluation work.
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