Personal Assistant

RemoteJobsOne; Toronto; Remote; CAD 69,000 - 138,000; Full time

Job summary

RemoteJobsOne is seeking a Personal Assistant for a fully remote, contractor role open to Canada-based candidates. You will support executive tasks, organize schedules, and coordinate daily activities in a structured, efficient manner.

The role emphasizes strong communication, adaptability to changing priorities, and maintaining professional, helpful conversations in a remote setup.

Qualifications

• Professional experience in personal or executive support roles.
• Strong organizational and time-management abilities.
• Excellent verbal communication and interpersonal skills.
• Ability to prioritize competing needs and provide practical solutions.
• Experience coordinating calendars, travel, meetings, and daily tasks.
• Attention to detail and adaptability to changing priorities.
• Comfort with remote, one-on-one conversations and paired sessions.
• No specific degree or AI experience required.

Responsibilities

• Participate in realistic one-on-one conversations involving personal assistance, planning, organization, and day-to-day coordination.
• Provide scheduling support, calendar management, appointments, reminders, and prioritization of tasks.
• Organize daily plans, activities, meetings, travel, events, and responsibilities.
• Handle changing priorities, scheduling conflicts, urgent requests, and competing tasks.
• Demonstrate organization, time management, communication, and problem-solving skills.
• Adapt recommendations based on preferences and circumstances.
• Follow project guidelines while maintaining professional conversations.

Skills

Personal Assistant

Executive Assistant

Personal Secretary

Day Planner

Chief of Staff

Household Manager

Remote work experience

Job description

IMPORTANT: after you apply, please check your email. We send you a link to complete your application — it is not considered until that last step is done. If you do not see it, check your spam folder.

This is a fully remote position, open to candidates based in Canada.

Pay: $50–$100/hr

Role Title: Personal Assistant

Role Type: Contractor, Remote

Location: United States

We are engaging Personal Assistants to contribute to an impactful customer project centered on optimizing daily task management and executive support. In this role, you'll apply your expertise to help train next-generation AI systems. Your work will shape how models learn, reason, and perform through high-quality, real-world input. No prior experience in AI is required — your domain knowledge is what matters. As a valued contributor, you will leverage your abilities in organization, multi-tasking, and clear communication to deliver structured, efficient, and thoughtful solutions in a fully remote setup.

Scope of Work

1. Participate in realistic one-on-one conversations involving personal assistance, planning, organization, and day-to-day coordination.
2. Provide practical support for scheduling, calendar management, appointments, reminders, and prioritizing tasks.
3. Help organize daily plans, activities, meetings, travel, events, and other personal or professional responsibilities.
4. Handle realistic scenarios involving changing priorities, scheduling conflicts, urgent requests, and competing tasks.
5. Demonstrate strong organization, time management, communication, and problem-solving skills.
6. Adapt recommendations based on an individual's preferences, priorities, schedule, and circumstances.
7. Follow project guidelines while maintaining natural, professional, and helpful conversations.

Preferred Qualifications

1. Professional experience as a Personal Assistant, Executive Assistant, Personal Secretary, Day Planner, Chief of Staff, Household Manager, or similar role.
2. Several years of relevant professional experience preferred.
3. Strong organizational, planning, scheduling, and time-management skills.
4. Excellent verbal communication and interpersonal skills.
5. Ability to understand requests, prioritize competing needs, and provide practical solutions.
6. Experience coordinating calendars, appointments, travel, meetings, household activities, or other day-to-day responsibilities.
7. Strong attention to detail and ability to adapt to changing priorities.
8. Comfortable participating in realistic one-on-one conversations and remote paired sessions.
9. No specific degree, certification, or prior AI experience is required.