Effortlessly Schedule Meetings with Cortana and Calendar.help: A Step-by-Step Guide

Nobody likes meetings, especially poorly scheduled ones. Smart tools can help, like the calendar management solutions we've tested over years of productivity consulting. But Microsoft's AI-powered approach takes it to the next level.

Calendar.help, powered by Cortana, simplifies scheduling meetings with external contacts. As a seamless integration with Office 365, Outlook.com, and Google Calendar, Calendar.help analyzes availability in the background while Cortana provides a conversational, human-like interface.

How Calendar.help Schedules Meetings

Cortana manages all participant communications, proposing optimal times based on everyone's calendars. Quick note: Access requires joining the preview waitlist with your work email; Calendar.help evaluates eligibility automatically.

1. Draft your initial email. Email your contacts and CC: Cortana.
2. Provide meeting details once. Use natural language, like "Let's make this 90 minutes" or "Schedule as a Skype meeting."
3. Or rely on defaults. Set preferences in advance for recurring efficiency.
4. Hit send. Cortana suggests at least three time slots, handles all follow-ups without inbox clutter, and nudges non-responders after 48 hours.
5. Meeting confirmed. Cortana adds the event to your calendar and distributes invites.
6. Track progress anytime. Email Cortana for status updates.

Cortana's natural language processing makes her feel like a true executive assistant, freeing you to focus on high-impact preparation. Calendar.help handles the logistics flawlessly.

What's your take? Tried smart schedulers like this?