Copilot Outlook

When you try to draft a reply to an email in a shared mailbox using Copilot in Outlook, the Draft with Copilot button may be grayed out, missing, or produce an error message instead of generating a response. This problem occurs because Copilot requires specific permissions and licensing conditions that shared mailboxes do not automatically … Read more

You open an email in Outlook for Windows or Outlook on the web, click the Copilot icon, and the Draft Reply button appears but is greyed out and unclickable. This problem typically occurs because the active email account does not have a valid Copilot license assigned, the Outlook client version lacks the required Copilot integration … Read more

When you select an encrypted email in Outlook and ask Copilot to summarize it, Copilot returns an error or refuses to generate a summary. This happens because Copilot cannot access the decrypted content of messages protected by Microsoft Purview Message Encryption or Office 365 Message Encryption. The encryption layer blocks Copilot from reading the email … Read more

You open an email in Outlook with an attached PDF or Word file, click the Copilot summarize button, and Copilot returns an error or a generic summary that ignores the attachment. This happens because Copilot for Microsoft 365 can read the email body but cannot always access the content of attached files unless the attachment … Read more

When you click Reply in Outlook, Copilot may draft the message using a different email account than the one where the original email was received. This usually happens when you have multiple accounts configured in Outlook, such as a work account and a personal account. The root cause is that Copilot selects the default sending … Read more

Copilot in Outlook can draft a reply to an email but sometimes uses the wrong tone. Instead of professional language, the reply may sound too casual or too formal. This problem occurs when Copilot misreads the context of the original email or when the user has not set the correct tone parameter before generating the … Read more

When you try to use Copilot to summarize a long email thread in a shared mailbox, the feature may fail silently or return an error message. This problem occurs because Copilot requires direct access to the mailbox data through Microsoft Graph, and shared mailboxes often lack the necessary permissions or indexing. This article explains why … Read more

You open Outlook expecting to use Coaching by Copilot, but the Copilot button is missing from the ribbon or the message window. This problem often occurs after a Microsoft 365 update, a license change, or a policy restriction that disables the Copilot integration. The button may be hidden, the feature may be turned off, or … Read more

When you open a long email thread in Outlook, the Copilot summary box at the top may not appear. This leaves you scrolling through dozens of messages to find the key points. The issue usually occurs because Copilot cannot process threads that exceed its token limit or that contain unsupported content. This article explains why … Read more