Personal Assistant AI Systems Executive Support

OpenTrain AI; Northern (KY); Hybrid; USD 69,000 - 138,000; Part time

Benefits offered by this job

Remote work (US)

Part-time contractor

20+ hours/week

Job summary

OpenTrain AI is seeking Personal Assistants to support a project focused on daily task management and executive support. You will participate in realistic one-on-one conversations and provide structured, thoughtful solutions for planning, scheduling, and day-to-day coordination.

This remote contractor, part-time role is based in the United States and requires at least 20 hours per week for 1 to 3 months. Native English proficiency and strong organizational skills are essential to help AI teams

Qualifications

• Proven ability to manage calendars, travel, meetings, and daily schedules.
• Strong verbal and written English proficiency.
• Experience supporting executives or fast-paced projects.
• Adaptable to changing priorities and deadlines.
• Comfort with remote, one-on-one conversations.

Responsibilities

• Participate in one-on-one conversations about personal assistance, planning, organization, and daily coordination.
• Provide practical support for scheduling, calendar management, appointments, reminders, and task prioritization.
• Organize daily plans, activities, meetings, travel, events, and personal or professional responsibilities.
• Handle changing priorities, scheduling conflicts, urgent requests, and competing tasks.
• Demonstrate strong organization, time management, communication, and problem-solving skills.
• Follow project guidelines while maintaining natural, professional, and helpful conversations.

Skills

Organizational skills

Planning & scheduling

Time management

Communication skills

Attention to detail

Job description

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 skilled contributors with projects that help shape how modern AI systems work.

• Create a free OpenTrain account and apply in minutes.
• Work remotely from the United States.
• Build experience in a fast-growing AI training industry.

About AI Training Work

AI training is the human side of building artificial intelligence. People contribute real-world knowledge by writing, reviewing, rating, and evaluating examples that help models learn to reason, communicate, and respond more effectively.

In this project, your experience with organization, scheduling, prioritization, and executive support will help AI systems handle realistic personal assistance scenarios. No prior AI experience is required.

• Apply practical professional knowledge to cutting-edge AI development.
• Participate in flexible, remote work with a part-time schedule.
• Help improve how AI models manage everyday planning and coordination.

The Role

OpenTrain AI is seeking Personal Assistants to support a project focused on daily task management and executive support. You will participate in realistic one-on-one conversations and provide structured, thoughtful solutions for planning, scheduling, and day-to-day coordination.

This is a remote contractor and part-time opportunity for candidates based in the United States. The expected project duration is one to three months, with a commitment of at least 20 hours per week.

• Compensation: $50-$100 per hour
• Location: Remote, United States
• Employment type: Contractor, part-time
• Expected commitment: 20+ hours per week
• Expected duration: 1 to 3 months
• Working language: English

What You'll Do

You will use your personal and executive assistance expertise to respond naturally and professionally to realistic support scenarios. The work requires careful listening, practical judgment, and the ability to adapt recommendations to an individual's preferences, priorities, schedule, and circumstances.

• Participate in one-on-one conversations about personal assistance, planning, organization, and daily coordination.
• Provide practical support for scheduling, calendar management, appointments, reminders, and task prioritization.
• Organize daily plans, activities, meetings, travel, events, and personal or professional responsibilities.
• Handle changing priorities, scheduling conflicts, urgent requests, and competing tasks.
• Demonstrate strong organization, time management, communication, and problem-solving skills.
• Follow project guidelines while maintaining natural, professional, and helpful conversations.

Requirements and Preferred Qualifications

This project is designed for contributors with experience in personal and executive assistance operations. A specific degree or certification is not required, and prior experience working in AI is not necessary. Native or bilingual English proficiency is required.

• Based in the United States.
• Native or bilingual English proficiency.
• Personal and executive assistance operations subject matter expertise.
• Strong organizational, planning, scheduling, and time-management skills.
• Excellent verbal communication and interpersonal skills.
• Ability to understand requests, prioritize competing needs, and provide practical solutions.
• Experience coordinating calendars, appointments, travel, meetings, household activities, or other daily responsibilities.
• Strong attention to detail and ability to adapt to changing priorities.
• Comfort participating in realistic one-on-one conversations and remote paired sessions.
• No specific degree, certification, or prior AI experience required.

Who Should Apply

This opportunity may suit professionals who have worked as Personal Assistants, Executive Assistants, Personal Secretaries, Day Planners, Chiefs of Staff, Household Managers, or in similar roles. Several years of relevant professional experience is preferred, while the listed experience level is entry level for AI training work.

• Personal Assistants with strong calendar and scheduling experience.
• Executive support professionals who manage competing priorities.
• Organized coordinators who communicate clearly and solve practical problems.
• Experienced professionals interested in applying their expertise to AI training.