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ChadVKealey
Memorable Member
Memorable Member

Using Mail (sendgrid connector) to send messages to O365 Groups

I have a SharePoint list in an O365 Group's Team Site. The Group wants an email sent to the Group mailbox every time a new item is created in that list. I'd like to use the Mail connector (which sends from a service account: Microsoft PowerApps and Flow <microsoft@powerapps.com>). However, that connector does not seem to be able to send to an O365 Group mailbox. I've made sure that the Group is set to allow email from external addresses and also verified that it does by sending a message from a private Gmail account to the Group mailbox. It arrived as expected.

If I use the Office 365 Outlook connector's "Send an email" action, it does get to the Group mailbox, but (as expected with that connector), it comes from me, which is not ideal. I know it's possible for users to "unsubscribe" from the emails sent through the Mail connector, but this is a brand new Group, so I'm sure that's not the case here.

2019-05-14_14-13-33.png

 

--

Chad Kealey

Drexel University

10 REPLIES 10
Brad_Groux
Community Champion
Community Champion

I think you'd need to contact Send Grid support for why you can't email to a group inbox. Are you sure messages from Send Grid aren't getting caught in a infrastructure-based SPAM filter?

As a possible workaround, have you tried the Send an email from a group inbox action?

If this reply has answered your question or solved your issue, please mark this question as answered. Answered questions helps users in the future who may have the same issue or question quickly find a resolution via search. If you liked my response, please consider giving it a thumbs up. THANKS!

v-yamao-msft
Community Support
Community Support

Hi @ChadVKealey ,

 

Thanks for feedback.

 

The issue could be reproduced by me.

 

From the doc we know that “if the corporate side of things has a SPAM filter that is catching the email and saying it is spam. It never gets into your spam folder because it is intercepted at the server level”.

https://docs.microsoft.com/en-us/connectors/sendmail/

 

I am wondering that if the email from “microsoft@powerapps.com” has been considered as a spam.

 

I will do more investigation on this issue and back to you later.

 

Best regards,

Mabel

 

 

Community Support Team _ Mabel Mao
If this post helps, then please consider Accept it as the solution to help the other members find it more quickly.

@Brad_Groux , the action you referenced can be used to send from a shared mailbox, but not a group mailbox. Apparently, there is a distinction. There is no action that allows you to send from a group mailbox. If you use the Office 365 Outlook "Send an email" action, and you (or the person executing the Flow) has "Send as" permissions to the group mailbox, you can set it as the "From" value (under advanced settings), but the sent message still goes into the "Sent items" folder of the Flow initiator.

 

@v-yamao-msft , the same action sends emails successfully to individual email addresses/accounts, just not group mailboxes. As a test, our Exchange admin added an alias with our tenant domain name (bypassing/eliminating the "onmicrosoft.com" part of the domain in the email), but that had no effect. 

 

Interestingly, neither of the "send email" actions I've tried (the Mail and Office 365 Outlook connections) will resolve group names/addresses. They'll take and resolve individual/user addresses, as well as shared mailbox addresses, but not group addresses. The Office 365 Outlook connection/action does actually send the message to the group address, but it still doesn't resolve it in the "To" field.

 

The goal here is to use the "Mail" connection as we've standardized on that for whenever a Flow needs to send a notification email. I'm going to run a test in our dev tenant just to see if the same behavior exists. I assume it will (since @v-yamao-msft is seeing it as well), but just to be sure.

 

EDIT: I ran that test in our dev tenant and the same thing happens. I also investigated the Groups connection to see if there was a "post message to group" action, but there is not.

 

To recap: the "Mail" connection's "Send an email notification" action will send messages to individual user mailboxes or shared mailboxes without issue. For reasons unknown, it will not send messages to [Office 365] group mailboxes. The Flow does not generate an error, nor is there a bounce message (that I'm aware of); the message just never arrives in the group mailbox.

Hi @ChadVKealey ,

 

Thanks for updating and sharing.

I will help confirm this issue and back to you later.

 

Best regards,

Mabel

 

Community Support Team _ Mabel Mao
If this post helps, then please consider Accept it as the solution to help the other members find it more quickly.

Hi @ChadVKealey ,

 

I have some updates for you.

 

SendGrid is an external provider, and Outlook Groups by default are configured to reject emails from external outside the organization. See the error message below when I try to email a work Outlook Group from my personal email address:

1.PNG2.PNG

Ideally it would throw an error of course, but a postmaster reply isn't quite the same as failing to send the email.

 

Best regards,

Mabel

 

Community Support Team _ Mabel Mao
If this post helps, then please consider Accept it as the solution to help the other members find it more quickly.

Thanks, @v-yamao-msft , but I have specifically enabled the "Allow email from external addresses" option on the Groups with which I'm testing this process, and they can receive email from other "external" addresses. We do have transport rules in place for that service account/address to ensure that messages go to users' "focused" inbox, but I don't see how that would impact this function.

Hi @ChadVKealey ,

 

Thanks for updating.

 

Please check the following doc for a reference:

https://docs.microsoft.com/en-us/exchange/recipients/user-mailboxes/message-delivery-restrictions?vi...

 

I will do more research on this issue.

 

Best regards,

Mabel

 

Community Support Team _ Mabel Mao
If this post helps, then please consider Accept it as the solution to help the other members find it more quickly.

@v-yamao-msft , I'm not sure what that page/document has to do with this issue. The Group is set to allow email from external addresses. I can send to it from (for example) Gmail (using the Gmail > Send an email action in Flow) without issue. So, it's not a general "external mail not allowed" issue. What I did notice is that when I send a message to a Gmail address from the Mail > Send an email notification action is that the sender appears as:

Microsoft PowerApps and Flow microsoft@powerapps.com via sendgrid.net 

 

So, I suspect that the issue may have something to do with the mismatch in domains ("from" address domain is powerapps.com while the "sender" domain is sendgrid.net). However, if that were part of the issue, then it would make sense that it would be our email protection (we use Office 365 ATP), and in that case, we'd be having the same issue with mail delivery from that action to our "regular" O365 email accounts, which we are not. 

@v-yamao-msft , I don't suppose you have any updates on this from engineering or the product team? 

@v-yamao-msft , could you please provide an update on this? I have several projects that are pretty much at a standstill because of this. If it's something that can/will be fixed in the near future (weeks, not months), then I can hold those off until then. However, if it will take longer or is something that will never work, I'll need to find an alternate solution.

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