When scheduling a meeting for many participants, allow Cortana to select a time when majority of those invited are available. Maybe the best way to do this is a setting that says "For large meetings, have Cortana pick the time when majority are available".

In case Cortana wasn't able to find a suitable time that matched everyone, it would be useful to suggest that certain attendees could be made optional in order to get a meeting scheduled. Currently, a whole new meeting flow needs to be setup.

Would be great once I've booked an weekly meeting, just to add another attendee using outlook and cortana to automatically book the next session with the added attendee. Without the need to send an email to all attendees and cortana to ask to add the attendee.

As a manage I might have to schedule emergency meetings, whcih might be conflicting with existing meetings.

For example I want to have an important meeitng on Friday morning with another 3 people. There is not a single time where the 4 of us have free time. I would like to find an option when 3 of us can be present and override the 4th one.

I would like to be able to ask Cortana to override existing appointments in such scenario.

It seems Cortana is not currently able to parse distribution lists (even internally). I communicate on a few smaller custom DLs and I have to ask Cortana to setup a meting with each individual rather than the members of a DL.

Once a meeting has been booked and put onto the calendar, Cortana appears to be out of the loop. If an attendee then declines or suggests a new time using the actual Outlook meeting, she is not involved in the process and now it is back to me to arrange a new meeting. It also means that the website with a list of all my Cortana scheduled meetings becomes quickly out of date and incorrect due to these changes.

When attendees are taking too long to respond, let me know who's responded, who's not, when they can/can't come, etc, and give me some options about what to do; for example, let me choose a time to schedule the meeting anyway or abort the meeting or something else.

I have had a few attendees recently email me back directly as well as replying to Cortana.

My guess is that they dont feel confident that Cortana has taken on board the suggested time/date and therefore feel they need to tell me directly. I imagine if I investigated this more, it would be because they didnt recieve a 'Thanks for the update, I will let Mark know' email after they made their suggested times/dates.

Feels like we need more communication between attendees and Cortana to let them know she is on the case.

When starting to invite multiple users from external companies why not offer to use Calendar.help in conjunction with https://findtime.microsoft.com/.
The service is designed for many users to find a suitable time, and calendar.help could automatically create a findtime meeting request and send it to the patrons.

There is clear overlap between services and they compliemnt each other.

When the attendee replies to the meeting requester with details, those details should be used in scheduling.

IE: scheduler asks for a meeting next week, copy Cortana
- attendee replies with something like "sure how about Tuesday?"

Cortana should try Tuesday first.

Current result is Cortana is scheduling for first available slot.

Have Cortana establish who will call who for a meeting.

Cortana assumes by default that the structure of the email address is first.last@email.com and thus address the participants by the first name. However there are also email address last.first@email.com and even last names that exists out of different parts (eg. Van.den.Berge.Leo@email.com) which gives strange results in the email conversations (Hi VAN)

It would be helpful if there was a way of knowing what the current status of the meeting booking is - who has replied to the emails and what they've said; who has yet to reply; when they were last chased.

When options are sent to users, use a numbered list so they can respond by number(s) rather than the time. (e.g. The following times are available 1. Monday at 3:00 2. Monday at 4:00 3. Tuesday at 9:00. The user could respond with 1,3 rather than typing/copying and pasting.

I'd like to see the invitee email include clickable links for the appointment selections instead of having to reply.

If I say "Hey Cortana, email Fred and Cortana to do lunch" to Cortana on my Windows 10 device, the experience really sucks.

It'd be nice to be able to use Calendar.help from Cortana on these devices - preferably without having to use the email feature just say "Hey Cortana, set me up a Lunch meeting with Fred!"

mentioning a co-worker by name in a scheduling email to cortana (e.g. please invite John Krakow) should be supported. i should not have to specify full email address. If there is disambiguation needed, I would expect Cortana to come back to clarify (like an assistant would). Otherwise it should look up in the directory.