Use your personal or executive assistance experience to help shape conversational AI through realistic scheduling, planning, and prioritization scenarios. This U.S.-based contract offers remote sessions, flexible hours under 20 per week, and $50-$100 per hour.
About OpenTrain
OpenTrain is the #1 platform for finding and building careers in AI training and data labeling. OpenTrain AI is the hiring and contracting organization for this role, connecting qualified contributors with projects where human expertise helps improve the next generation of artificial intelligence.
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About AI Training Work
AI training is the human side of building modern artificial intelligence. Contributors write, review, and evaluate examples that help AI systems communicate more naturally, answer questions effectively, and respond appropriately to real-world situations.
This project focuses on text generation and question answering through realistic one-on-one conversations. Your practical experience can help shape AI systems that provide more organized, useful, and professional assistance.
The Role
OpenTrain is seeking intermediate-level Personal Assistant AI Training Contributors with professional experience in personal or executive assistance coordination. You will participate in remote paired sessions and realistic conversations that reflect the responsibilities and changing priorities handled by experienced assistants.
The project is expected to run for 1 to 3 months. It is a part-time contractor opportunity for contributors based in the United States, with an expected commitment of less than 20 hours per week.
- Pay range: $50-$100 per hour
- Expected hourly rate: $75
- Location: United States
- Schedule: Less than 20 hours per week
- Project duration: 1 to 3 months
- Engagement: Part-time contractor
- Working language: English
What You'll Do
You will respond to realistic personal assistance scenarios and provide natural, professional, and helpful conversational support in accordance with project guidelines. Scenarios may involve managing competing responsibilities, adapting to new information, and making practical recommendations.
The work is designed to reflect real personal and executive assistance coordination rather than simple scripted responses. Strong judgment, organization, and communication will help you explain useful next steps while keeping individual preferences and changing priorities in mind.
- Discuss calendars, appointments, reminders, and daily plans
- Handle travel, meetings, and event-planning scenarios
- Respond to changing priorities and scheduling conflicts
- Address urgent requests and competing responsibilities
- Provide practical recommendations in realistic one-on-one conversations
- Deliver natural, professional, and helpful responses
- Follow project guidelines during remote paired sessions
Requirements
Qualified contributors should have professional experience as a Personal Assistant, Executive Assistant, Personal Secretary, Day Planner, Chief of Staff, Household Manager, or in a similar role. Several years of relevant experience are preferred.
You should be comfortable discussing your relevant Personal Assistant experience in fluent English and participating in realistic remote paired sessions. The role requires a detail-oriented, adaptable approach and strong coordination skills.
- Relevant personal or executive assistance coordination experience
- Intermediate experience level
- Fluent English proficiency
- Based in the United States
- Comfort with remote paired sessions and one-on-one conversations
- Strong organization, planning, and scheduling skills
- Strong time management, communication, and interpersonal skills
- Task coordination and problem-solving ability
- Detail-oriented and adaptable working style
Who Should Apply
This opportunity is a strong fit for experienced assistants who understand how to organize complex schedules, anticipate needs, resolve conflicts, and communicate clearly under changing conditions. Your professional judgment can help make AI-generated assistance more practical and dependable.
It may suit Personal Assistants, Executive Assistants, Personal Secretaries, Day Planners, Chiefs of Staff, Household Managers, and professionals with closely related experience who want flexible, remote work in the growing AI training industry.
Build the Future of Helpful AI
People who work in AI training directly influence how advanced AI systems behave. By contributing realistic examples and thoughtful evaluations, you help teach models to handle communication, planning, and everyday decision-support tasks with greater clarity and usefulness.
OpenTrain brings together opportunities across AI training and data labeling, from conversational evaluation to text, audio, image, and other model-supporting work. This role offers a way to apply your existing professional expertise to a cutting-edge field while working remotely and part time.