Design enterprise sales and marketing scenarios that teach AI systems authentic Fortune 500 go-to-market judgment. Apply senior GTM expertise in a flexible remote contract paying $60–$70 per hour.
Generative AI & RLHF
$60–$70/hr
Compensation
Worldwide
Eligibility
Entry
Experience
Aug 7, 2026
Posted
Open worldwide
OpenTrain AI is the #1 platform for finding and building careers in AI training and data labeling. We connect experts with cutting-edge projects where human judgment helps shape how modern AI systems perform, while making it easy to build a lasting professional profile.
Creating an OpenTrain account is free. For this contract, OpenTrain AI is recruiting an experienced enterprise go-to-market professional to create high-quality training and evaluation content.
AI training is the human side of building artificial intelligence. Experts write examples, evaluate model responses, and create clear criteria that help AI systems produce more accurate and useful results.
This project focuses on enterprise B2B sales and marketing strategy, using experienced operator judgment to distinguish credible Fortune 500 go-to-market thinking from generic playbook language.
As an Enterprise GTM AI Evaluation Expert, you will design evaluation tasks that train AI systems on Fortune 500 sales and marketing judgment. You will create realistic enterprise scenarios, draft reference outputs, and author rubrics that capture how senior operators evaluate go-to-market decisions.
This is a remote, part-time contractor opportunity requiring 20 or more hours per week. The role is listed as entry level in the project data, but the stated qualifications require substantial senior enterprise experience.
You will translate practical enterprise GTM experience into structured AI training and evaluation materials. Your work will cover complex buying environments, marketing strategy, revenue operations, and the judgment required to operate within Fortune 500 organizations.
You should bring direct experience operating in enterprise sales, marketing, or revenue operations. The work requires familiarity with how major organizations make commercial decisions, allocate budgets, manage procurement, and complete legal review.
Experience turning expert knowledge into structured guidance will be valuable in this role. Prior work creating evaluation criteria or training materials can help you articulate the difference between surface-level answers and genuinely senior GTM judgment.
AI training and evaluation work gives experienced professionals a direct role in shaping how state-of-the-art systems reason, communicate, and support business decisions. It is also a flexible way to contribute to a rapidly growing technology industry while applying expertise developed in your career.
Create a free OpenTrain account, build your professional profile, and apply in minutes. Highlight your Fortune 500 sales, marketing, or RevOps experience, enterprise tools and methodologies, and any background in rubric or training-content development.
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