Trying to update Planner tasks via task conversation on Teams and repeatedly receiving failed to send notifications

Question

Trying to update Planner tasks via task conversation on Teams and repeatedly receiving failed to send notifications

Ryan Guest 0

Myself and my team repeatedly receive a failed to send notification (attached) when trying to update certain Planner tasks via the task conversation button when using Teams. We are able to update some tasks on Plans but others receive the failed to send notification. I have checked Plan permissions and all affected Plans are shared to the correct groups. Users are assigned to the tasks they are trying to update. There is no obvious reason why users shouldn't be able to update the tasks.

Planner Failed to Send.png

Shonda Connor 0 Reputation points

2026-02-20T14:58:52.5266667+00:00
We have been having the same issue at our organization. We have had this issue with task conversations with and without attachments. It seems to happen on plans we have that are without project manager agent (we just recently started using some with project manager agent so we have both types of plans, albeit they are in different groups and channels.)

We have tried:

Deleting and re-adding

Refreshing plan (going to the board as well as going to a different Team channel and back)

Quitting and restarting Teams

Restarting computers

None of the above helped.
Daniel-Vo 7,900 Reputation points Microsoft External Staff Moderator

2026-02-24T14:51:20.79+00:00

Hi Shonda Connor:

Thank you for letting me know.

Based on my review from this side, it appears that the issue requires further investigation from the Microsoft back‑end support team. They have the necessary tools and access to check deeper details that are not available at the front‑end level.

Please follow the steps mentioned below to contact the Microsoft Support team so they can assist you directly with this issue.

I sincerely apologize for the inconvenience this has caused, and I appreciate your patience and understanding.
Artem Andrusov 0 Reputation points

2026-11-05T01:05:56.8866667+00:00

Facing the same problem now. On the same plan, the team can add comments to one task and not to another - shows as failed, as shown in the original post

2 answers

Your answer

Shonda Connor 0 Reputation points

2026-02-20T14:58:52.5266667+00:00

We have been having the same issue at our organization. We have had this issue with task conversations with and without attachments. It seems to happen on plans we have that are without project manager agent (we just recently started using some with project manager agent so we have both types of plans, albeit they are in different groups and channels.)

We have tried:

Deleting and re-adding

Refreshing plan (going to the board as well as going to a different Team channel and back)

Quitting and restarting Teams

Restarting computers

None of the above helped.
Daniel-Vo 7,900 Reputation points Microsoft External Staff Moderator

2026-02-24T14:51:20.79+00:00

Hi Shonda Connor:

Thank you for letting me know.

Based on my review from this side, it appears that the issue requires further investigation from the Microsoft back‑end support team. They have the necessary tools and access to check deeper details that are not available at the front‑end level.

Please follow the steps mentioned below to contact the Microsoft Support team so they can assist you directly with this issue.

I sincerely apologize for the inconvenience this has caused, and I appreciate your patience and understanding.
Artem Andrusov 0 Reputation points

2026-11-05T01:05:56.8866667+00:00

Facing the same problem now. On the same plan, the team can add comments to one task and not to another - shows as failed, as shown in the original post

Answer 1

Ryan Guest 0

Hi @Daniel-Vo ,

The issue isn't uploading attachments, the issue is being able to add updates to the task conversation at all.

The issue has been happening over the past two weeks. It only seems to happen on certain tasks within certain plans. There doesn't seem to be a pattern to it as other tasks within the plans can be updated without issue.
Affected users all have Premium licenses.
It only seems to happen in specific plans.
It happens across both desktop and web Teams.

Daniel-Vo 7,900 Reputation points Microsoft External Staff Moderator

2026-02-24T14:53:46.44+00:00
Dear Ryan Guest,,

Thank you so much for your update.

Since all required settings are configured from your side, this issue is related to the back-end investigation that Microsoft moderators cannot perform due to access limitations. A Microsoft technical support engineer will need to review your Teams configuration, run synchronization tools to investigate the problem, and, if necessary, escalate the case to a higher-level team for an in-depth log analysis

To create a support request to Microsoft Support, please:

Go to the admin center at https://admin.cloud.microsoft. If you are not the admin, please help us to contact directly to your IT Admin.

On the bottom right side of the page, select Help & support.

Select "Contact Support". Then, choose contact method: "Phone" or "Email"

Enter a description of your issue, confirm your contact number and email address, select your preferred contact method, and then select Contact me. The expected wait time is indicated in the Contact support pane.

Please ensure to attach the following details:

Record the error while reproducing the issue.

Microsoft Support team sometimes will require to collect the network trace log by following on this article: How to collect a network trace | Microsoft Learn. The network trace could show which error while uploading the attachment and easier to detect the issue

Hope you will understand for us about this situation. Thank you so much.

Answer 2

Dear Ryan Guest,

Welcome to the Microsoft Q&A forum.

Thank you for taking the time to share the details about the issue. From what you described, it appears that you and your team are facing difficulties uploading attachments within the Task Conversation section in Planner. I understand how disruptive this can be, especially when your team relies on task-based communication and collaboration. To help us identify the cause as accurately as possible and determine whether this is related to licensing, platform behavior, or a potential service issue, we kindly ask for a bit more information from your side.

To help us investigate this further, could you please confirm the following:

Are you able to post comments without attachments normally?
When did this issue start to happen? What kind of files is your team trying to upload when the error occurs?
Does every affected user have the required Planner Premium license? Since Task Conversations rely on Teams integration, this feature works only with the Premium plan.
Does the issue occur in all Premium Planner plans, or only specific ones?
Does the problem happen across all Teams platforms, including both the web version and the desktop app?

Your responses to these questions will help us narrow down whether the issue is related to user licensing, configuration, platform-specific behavior, or a wider service limitation. Once we have this information, we can guide you more effectively on the next steps or possible troubleshooting methods.

Please share any updates when you can. We look forward to hearing from you so we can continue assisting you and help resolve this issue as smoothly as possible.

If you have any extra questions about this answer, please click "Comment."

If you want to receive the related email notification for this thread, please follow the steps in our documentation to enable e-mail notifications.

Daniel-Vo 7,900 Reputation points Microsoft External Staff Moderator

2026-02-19T09:32:37.74+00:00

Dear Ryan Guest,

May I kindly ask if there is any new information from your side? Please let us know when you can.