Reply to an email thread with an attachment

Olyvr can draft a reply to a Gmail thread and put it on that thread as a Gmail draft. You attach the file and send it from Gmail.

Partial

This works for emails that My Day lists as needing your reply. Olyvr writes the text only and doesn’t send it; attach the file to the draft in Gmail. The separate email draft can send files, but as a new conversation, not on the thread.

What you need

• A Google account connected in Memory Data Sources.
• The email you’re answering listed in My Day. Olyvr adds emails that ask you something or wait on you; newsletters and notifications are left out.
• Permission to save drafts in that account.

Ask Olyvr

Open the email’s item in My Day, choose Start, then ask:

Thank Priya for the launch numbers and tell her the summary PDF follows.

What Olyvr does

1. Opens the reply with the source email beside it, from the account the email arrived in.
2. Drafts the reply. You can edit it, or use Redraft to regenerate it from your guidance in the chat.
3. Addresses the reply to the sender only (or their reply-to address), not to everyone on the thread.
4. When you choose Open in Gmail, saves the reply as a draft on the same thread and opens the thread in Gmail.
5. In Gmail, attach the file to the draft and send it.

Check the result

• In Gmail’s Sent folder, the reply sits inside the existing thread, not as a new conversation.
• It came from the account the original email arrived in.
• Only the intended person is in To, with no extra Cc recipients.
• Open the file from the sent message to confirm it’s the right one.

If something goes wrong

• The email isn’t in My Day: Olyvr can still draft the reply in chat for you to copy into Gmail.
• The draft isn’t saved in Gmail: Olyvr copies the reply instead and says why. Paste it into the reply in Gmail, or reconnect the Google account in Memory Data Sources to grant draft permission.
• A new message arrived while you were reviewing: check that you’re still replying to the message you meant.