Dear @Marc DeSmith,
Thank you for posting your question in the Microsoft Q&A forum.
I understand how confusing and inconvenient it can be when Task Conversations do not appear in Planner Premium.
Task Conversations are available in Planner Premium, but they only become active when the plan is connected to a standard Microsoft Teams channel that shares the same Microsoft 365 Group.

In Premium scenarios, the traditional comments box used in Basic plans is intentionally replaced by Teams‑based threaded conversations. This means the conversation experience is designed to take place directly inside Teams rather than inside Planner on the web.
If a Premium plan is opened outside Teams, or if the plan is not added to a standard Teams channel, the Task Conversation feature will not appear. The Project and Planner app used for Premium plans is supported only in standard channels, which is why the option is not visible in private channels or private chats.


Below are the steps to enable Task Conversations:
Option 1: Add the plan to a standard Teams channel
Open Microsoft Teams.
Navigate to the standard channel of the Team that is connected to the same Microsoft 365 Group as your plan.
Select the plus icon to add a new tab.
Choose the Planner or Project app.
Select your existing Premium plan, identified by the diamond icon, or create a new one.
Open any task within that tab to view the Task conversation panel.
Start your conversation from there. Teams will automatically create a threaded discussion inside the channel and the same thread will appear inside the task.
Option 2: Verify that you are using a standard channel
Confirm that you are not working in a private channel or private chat.
Attempt to add the Planner or Project tab again.
If the app appears only in standard channels, this confirms the expected design.
Additional information is available in the following resources: Comment on tasks in Microsoft Planner - Microsoft Support
Advanced capabilities with premium plans in Planner - Microsoft Support
Add Teams conversations to Project tasks | Microsoft Community Hub
Use the Project or Roadmap app in Teams - Microsoft Support
Option 3: Contact Microsoft Support
If Task Conversations are still unavailable after these checks, I sincerely recommend reaching out to your IT administrator to create a support ticket via Microsoft 365 Admin Center > Support > Help & Support for further investigation.
A technical support engineer can perform a remote session to investigate the situation, verify the backend configurations, and run any necessary synchronization tools to resolve the problem. If the issue requires further attention, they can escalate it to a specialized team for deeper analysis.
As community moderators, we kindly ask for your understanding that our access to internal development details is limited. Our primary role is to guide users toward the appropriate resources and support channels. While we may not have visibility into performing deeper backend analysis, we’ll continue doing our best to support you within the scope of our responsibilities.
I hope this information is helpful. If you have any questions or need further support, please don’t hesitate to reach out at any time.
Thank you for your patience and understanding.
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