Personal Assistant AI Training Specialist

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

Benefits offered by this job

Remote contract work

Flexible part-time schedule

No prior AI experience required

Job summary

OpenTrain AI is seeking expert Personal Assistants and professionals to participate in realistic one-on-one conversations and remote paired sessions. You will discuss personal assistance, planning, organization, and day-to-day coordination while following project guidelines.

The role focuses on calendars, reminders, travel, meetings, events, and prioritization, with project guidelines ensuring accurate responses.

Qualifications

• Professional experience in personal or executive assistance coordination.
• Strong organization and scheduling abilities.
• Calendar management, planning, and time management skills.
• Clear communication and task coordination.
• Fluent English proficiency and US-based availability.

Responsibilities

• Participate in one-on-one conversations and remote paired sessions.
• Discuss calendars, appointments, reminders, priorities, travel, meetings, and events.
• Coordinate competing responsibilities and day-to-day tasks.
• Adapt recommendations to individual preferences and changing circumstances.
• Maintain natural, professional, and helpful interactions.
• Follow project guidelines and provide accurate responses.
• Contribute to text-generation, question-answering, and evaluation activities.

Skills

Personal Assistant experience

Executive Assistant experience

Calendar management

Scheduling

Communication

Time management

English fluency

Job description

About OpenTrain

OpenTrain AI is the hiring and contracting organization for this role. OpenTrain is the #1 platform for finding and building careers in AI training and data labeling, helping people discover flexible projects where they contribute to the development of modern AI systems.

Creating an OpenTrain account is free, and contributors can apply in minutes for remote opportunities that match their professional experience.

• Remote contract work with OpenTrain AI
• Flexible part-time schedule
• No prior AI experience required

About AI Training Work

AI training is the human side of building artificial intelligence. People with real-world professional expertise help AI systems learn how to respond accurately, naturally, and usefully in realistic situations.

In this project, your experience with personal and executive assistance will help evaluate and shape AI behavior around planning, organization, scheduling, and everyday coordination.

• Contribute to cutting-edge AI development
• Use practical professional knowledge rather than specialized AI credentials
• Work remotely with flexible hours

The Role

OpenTrain is seeking expert Personal Assistants and professionals with related experience to participate in realistic one-on-one conversations and remote paired sessions. You will discuss personal assistance, planning, organization, and day-to-day coordination while following project guidelines.

The project is designed for contributors who can provide practical, accurate, and natural support across calendars, appointments, reminders, priorities, travel, meetings, events, and competing responsibilities.

• Role focus: Personal and executive assistance coordination
• Experience level: Expert
• Data format: Text
• Project duration: Expected to be under one month
• Expected commitment: Less than 20 hours per week
• Location: United States
• Pay: $50-$100 per hour, with a listed rate of $75 per hour

What You'll Do

You will take part in realistic interactions that test how effectively assistance-oriented recommendations handle individual preferences and changing circumstances. Your contributions should reflect the judgment, adaptability, and professionalism expected in real personal or executive support work.

• Participate in one-on-one conversations and remote paired sessions
• Discuss calendars, appointments, reminders, priorities, travel, meetings, and events
• Coordinate competing responsibilities and day-to-day tasks
• Adapt recommendations to individual preferences and changing circumstances
• Maintain natural, professional, and helpful interactions
• Follow project guidelines and provide accurate responses
• Contribute to text-generation, question-answering, and evaluation activities

Requirements

Applicants 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 professional experience are preferred.

No specific degree, certification, or prior AI experience is required. Candidates must be fluent in English, based in the USA, and able to discuss their relevant personal or executive assistance experience.

• Professional experience in personal or executive assistance coordination
• Strong organization and scheduling abilities
• Calendar management, planning, and time management skills
• Clear communication and task coordination
• Strong accuracy and attention to detail
• Adaptability and problem-solving ability
• Fluent English proficiency
• US-based availability

Who Should Apply

This opportunity is well suited to experienced assistance professionals who enjoy organizing complex information, anticipating needs, and balancing multiple priorities. It is also a strong fit for professionals who want to apply their existing expertise to the fast-growing field of AI training without needing a technical AI background.

• Personal Assistants and Executive Assistants
• Personal Secretaries and Day Planners
• Chiefs of Staff and Household Managers
• Professionals with comparable planning and coordination experience
• Experts available for under 20 hours per week