Gmail & Google Calendar AI Assistant Evaluator
- Pay: $15 to $30 / hour
- Contract: Contract
- Who can apply: United States
- Posted Sep 25, 2026
In short
Welcome to Simply Remotely! You can work as a Gmail & Google Calendar AI Assistant Evaluator on a freelance contract paying 15 to 30 USD per hour. This remote role helps train next-generation AI assistants using your daily digital experience, and there are 50 openings available.
What you will do
- Complete realistic digital tasks like emailing and scheduling using AI tools.
- Give clear instructions to AI assistants and verify their work for accuracy.
- Apply grading guidelines to evaluate, rank, and annotate AI responses.
- Test scenarios involving email threads, calendar invites, and online bookings.
What you need to apply
- Live in the US, have an iPhone with iMessage, and a Facebook or Instagram account.
- Use Gmail and Google Calendar daily to manage your own life.
- Have experience coordinating with others over email or text.
- Be comfortable booking things online independently and using AI tools.
Who can apply
Residents of the US may apply for this remote role. There are 50 openings available.
My tip
At Simply Remotely, we advise you to highlight your daily experience with Gmail, Google Calendar, and AI tools clearly in your application.