Pilot Mail For Mac

This article refers to the Office 365 Email and Calendaring Pilot. If you're looking for Exchange Email and Calendaring on the Exchange 2013 Server, see: MIT Email Setup Landing.

If you're not sure which system you're using, see: How do I tell if my email and calendaring data is on Exchange 2013 Server or using Office 365?

  1. Pilot Mail For Mac Desktop
  2. Mail Pilot App

New email app makes cutting-edge email encryption as easy and hassle-free as modern chat apps, such as WhatsApp while maintaining beautiful design SAN FRANCISCO, CA (PRWEB) October 03, 2017 Canary Mail, the secure email app for Mac, iPhone and iPad, today launched out of beta with 40,000 users, funding from a Fortune 500 organization, and amazing reviews (av. Get out of the passenger seat and take control of your Mac. Set your login window picture, use the screensaver as your Desktop, modify advanced file permissions (ACL), change the system welcome message, enable simultaneous recordings in QuickTime, view system logs, or enable the Debug menu in numerous apps. Inky (get it) Inky talks about itself as being an alternative to Outlook. It works with Gmail, Outlook. Apple support is the worst experience. Apple support is the worst experience! Customer service takes hours to get to - even on chat. The credit card is the worst. I needed a replacement card And the UPS driver waited like 2 seconds before leaving and they never tried to redeliver. When contacting Apple their only response is. Popular email client Mail Pilot treats each message as a task to be checked off your to-do list. Mail Pilot 2, launching Thursday for iPhone and iPad, aims to further increase your productivity.

These are the known issues with the Office 365, Exchange Online, beta currently being undertaken by IS&T staff. If you discover any additional issues, please contact the O365 Team at [email protected]

  • Office 365 Usernames - Office 365 username field must be in a fully qualified domain format
    username@mit.edu. If username is not in a fully qualified domain format then your account will not sync with Office 365.
  • Apple Mail - Apple Mail will not allow you to edit your username or server name on an existing account. You have to delete your old account and create a new one using your full email address username@mit.edu. This has the unfortunate result that your inbox will need to fully re-sync causing you to have to re-download all your mail stored on the servers. This may take quite some time depending on the size of your inbox. To delete your account and create a new one, see:
  • Apple Mail won't sync new messages - Some users have reported that Apple Mail has stopped syncing new messages, even when specifically requested to sync the mailbox. It will download new messages when the application is first opened or if you toggle the accounts offline and then online again. To toggle the accounts offline and online again:
    1. Go to Mailbox > Take All Accounts Offline
    2. Wait a few seconds.
    3. Go to Mailbox > Take All Accounts Online
  • iPhone calendar and email blank after migration - Double check that you've updated your username. If that doesn't resolve the issue delete your MIT Exchange account (Settings > Mail, contacts, calendar > Your Exchange Account > Delete account (scroll down to the bottom)] and recreate it.
  • O365 web signs me back in when I try to sign out - Some O365 web users find that when they try to sign out of O365 that it takes them through the sign out sequence, then automatically initiates a sign in sequence that delivers them right back where they started. We recommend closing the tab/window and quitting your browser entirely. That will effectively sign you out of O365 and prevent anybody else from being able to access your account from any shared workstations.
  • Delegates - if you have delegates or are a delegate, you must all be on the same system. Delegating does not work between users on Exchange 2010 and O365. Be sure all your delegates and the people for whom you are a delegate migrate at the same time.
  • Mac OS Client Calendar Sharing - 'Time, Subject, Location' level sharing permissions are not understood by Mac OS clients (Outlook 2011, 2016 and Apple Calendar/iCal). Use OWA or higher level permissions such as 'Reviewer' as a workaround.
  • Voice Mail - The Unity voicemail single inbox feature does not function with Office365. The single inbox feature synchronizes your MITvoip voice mail messages with your MIT Exchange email. Messages that you read or delete in email will be marked as read or deleted within the voice mail system and vice versa. Likewise, the Message Waiting Indicator (MWI) light on your telephone will follow the status of voice mail messages delivered to your email account. The Unity voicemail system has an email forward feature that does work with Office365. This feature forwards a copy of the voicemail to your email address. Modifications to messages in email are not reflected in voicemail. Message waiting indication will only change once all the messages are listened or deleted from the voicemail system. Your voicemail account will be changed from single inbox to email forwarding with your migration to Office365 if you have the single inbox feature enabled. Please see the following Knowledge Base article on Unity Single Inbox if you have any questions regarding these features: [What is Unity Single Inbox?]
Pilot Mail For Mac
  • Finding People (email and calendaring) - People still on Exchange 2010 are in the Global Address List (GAL) instead of the MIT Directory when you search for them. If you're having trouble finding somebody, be sure you're searching the Global Address List.
  • Reserving Resources - The best practice to avoid double bookins and so everybody on both systems can see calendar entries is to invite resources to meetings, not open a resource calendar and create a meeting or appointment directly on it. See: Office 365 Pilot - Reserving Resources (Rooms) with Outlook on the Web
  • Old Notifications - Some users have seen notifications of meetings and calendar events from the past show up shortly after switching to O365. This may be happening because those notifications were never clicked away when they were current and the migration process brought them to the attention of the notification agent. These are annoying, but harmless. Simply click them away. The issue is not known to recur.
Pilot Mail For Mac
  • Duplicate Notifications - Some users on Outlook 2016 for Mac on 10.10.5 have reported getting the same calendar notifications for future events repeatedly. The root cause is unknown, and we are looking into the issue.
  • Office 2013 and 2016 repeated password requests - In spite of being logged in already, some users are frequently prompted to re-enter their password. There are two possible solutions:
    • There is anecdotal evidence that deleting all shared calendars and resource calendars that are on the old exchange system (not Office 365) resolves the issue.
    • Check if the pop-up is asking for your local Windows password instead of your MIT Kerberos Account password. It may be trying to open your Windows Credential Files to save/access your local password stores. If so, enter your local Windows password to resolve the issue.
    • Also try opening the Control Panel --> Credential Manager, Select Windows Credentials --> Select the exchange.mit.edu credentials and change the password.
  • Can't access shared calendars and repeated prompts for password in Outlook 2013 and 2016 has been reported by some users after migration. Deleting all shared calendars and re-adding them seems to resolve this issue.
  • Shared Calendars and Reserving Resources - Because resources (conference rooms, projectors) and shared calendars do not sync actively with Outlook for Mac, you will not see meetings that you’ve created appear in the room. The meeting will still appear to non-O365 users.
    • We recommend Mac users use Outlook on the Web for resources and shared calendars as it does not have this issue.
    • Also we recommend that users invite resources to meetings instead of putting entries directly on the shared resource calendar.
  • Rooms list only contains the first 100 rooms - The rooms list is truncated after the first 100 and search does not work as expected with this field. The solution is to open the Scheduling Assistant and invite rooms to your meeting as an attendee.
    • Outlook on the Web instructions: Office 365 Pilot - Reserving Resources (Rooms) with Outlook on the Web
  • Older Android Devices - May have issues using autodiscovery. If so, you must specify the server as outlook.office365.com
  • Legacy Browser Compatibility - Office 365 is designed to work with the current version of the Safari, Chrome, and Firefox browsers. Some older versions have limited features or are unusable with O365 apps including Yammer, SharePoint, Outlook on the Web and Office Online. For more information, see Microsoft's Office 365 System Requirements
  • Apple Calendar Error - On MacsOS 10.11.4 and 10.10.5, error with one calendar event which is not saving to the server. Deleting event, deleting the account did not resolve the issue. The team has escalated this issue to Microsoft and is awaiting a response.
  • Outlook 2013 won't start - after migration and updating the username, users are told to restart Outlook for the settings to take effect. Outlook then refuses to restart. Rebooting Windows seems to resolve the issue.
  • El Capitan Outlook Issue - Per user report, in El Capitan, things got a little weird. After confirming a successful upgrade in my phone and on the web app, I still couldn’t switch over in Outlook 365. I tried deleting the account but Outlook became unresponsive. After several attempts and consistent unresponsiveness, I force quit Outlook again then navigated to my user folder (finder, click on go and hold down the option key so the “Library' folder shows and click on that. (screenshot included) From Library go to Containers and find the com.microsoft.outlook folder and delete the whole folder. Open Outlook and enter the password. Issue was then solved.
  • Outlook 2011 for Mac Sync Problem - Username format was correct in Accounts however the Microsoft Exchange Server under Advanced settings was pointing to exchange.mit.edu which was wrong. Changed the Exchange Server to https://outlook.office365.com/EWS/exchange.asmx which resolved the syncing issue.
  • Certificate Prompt when starting Outlook 2016 of Mac - The certificate prompt appears when I start Outlook 2016 for Mac. To stop: Go to Preferences -> Accounts -> Advanced Button -> Security Tab, then under the Encryption Alorithm drop down menu select your username instead of 'None Selected'. Next Hit 'OK' then Close and Restart Outlook. For more information, see Microsoft's You're repeatedly prompted for credentials when using modern authentication in Outlook 2016 for Mac
  • Outlook 2016 for Mac version 15.21.1 - A recent software update to Outlook to this version has caused numerous issues with Outlook calendaring, the ability to access shared calendars, crashing, and other issues. We recommend not updating to this version until a fix is released.
  • Outlook for Mac Redirect Error Message: An error message similar to the following says Outlook was redirected to a different server to get new account settings. This is normal and harmless. Click Allow.
  • “This message has a digital signature, but it wasn’t verified because the S/MIME control isn’t currently supported for your browser or platform.” - This error happens when you receive a message with a digital signature when using OWA with a browser that does not support S/MIME ActiveX control. Only Internet Explorer supports S/MIME control for Exchange Online (OWA). Other browsers are unable to access messages with digital signatures. Either switch to Internet Explorer, a local client (Outlook) or ask the sender to resend the message without the digital signature. If you see this error on Internet Explorer, be sure you're using the latest version and have installed S/MIME ActiveX control. See: Implementing Outlook Web Access with the S/MIME Control.
  • Office 2013 Windows not showing Free/Busy information for Meeting Invitees: Try clicking add attendees to invite people to the meeting rather than typing the email address into the invite.
  • Location is not Cambridge, MA: The location set by default on your account is fairly random, and may be related to where some servers hosting your data are located. This can mean weather report settings are inaccurate. To change your location, click on the location and select Add Location to open a window that will let you select the correct one.
  • Appointments auto-created from emails automatically invite all people copied on the email If you don't want the appointment put on everybody's calendar, manually create the meeting in your calendar instead of using the prompt in your email client or OWA.

More information

  • Microsoft's Office 365 Dash - Status updates and information on open O365 issues Microsoft is tracking.

Managing your email messages as if they were tasks is not a new concept for any iOS device owner. However, on the Mac email clients have kept a traditional approach. For example, we have already taken a look at Airmail which is an excellent alternative email client for the Mac, and we have also shared here different tips to make the native Apple Mail app work better for you.

Pilot Mail For Mac Desktop

Those are conventional email applications though, something that is starting to change with the arrival of Mail Pilot, a new mail app that is due to launch soon but with a full beta version available for free to anyone who owns a Mac.

Here’s a better look at this interesting new email application for Mac owners.


Right from the start, Mail Pilot shows its aim for simplicity making it really easy to set it up with most email accounts. Additionally, its main layout, while allowing you to use the popular three-column view, actually encourages a two-column usage.

That’s as far as flexibility goes with this app though, at least when it comes to its looks, so don’t expect to be able to change more than its font size and your signature.

Still, the app’s presentation has been really thought out, with little touches here and there that make it easy to use. For example, whenever you get an email with an attachment, you can actually see previews of it right on the message list. Or no matter where in the app you are, you always have a one-click access to all the important actions at the bottom of Mail Pilot’s window.


The strength of Mail Pilot, of course, is its ability to allow you to manage your emails as tasks. What this means is that while you can work with your emails as usual, you can also choose to act on it choosing from among four different options.

To start, you can mark any message as Completed, which gets it instantly archived and out of your inbox. You can do this by right-clicking on the message and choosing that option or simply by hitting Space on your keyboard.

If you don’t want to or can’t deal with a message on the spot, you can also choose to either Set it Aside or to assign a Reminder to it, the latter of which gives you a more precise timeframe for when acting on said message. Both of these actions are mapped to the S and R keys respectively.

Last of all, you can assign messages to Lists, which can be very helpful. For example, you can create a list of emails with related content, like important articles, news about interesting apps, due receipts and such.

Final Thoughts

All in all, Mail Pilot is a very capable app with a very interesting approach to email. I’ve been looking forward to an app like this ever since this ’email as tasks’ metaphor became a thing on iOS devices, and this app, while not perfect, is very polished even as a beta. So go ahead and try it out if you are looking for a different, more efficient way to deal with your emails.

The above article may contain affiliate links which help support Guiding Tech. However, it does not affect our editorial integrity. The content remains unbiased and authentic.Also See#email

Mail Pilot App


Did You Know

@ is officially known as 'Commercial at'.

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