There are dozens of emails in my Gmail mailbox which I need to reply and I know what to reply just from reading subject.
So, how do I select a number of emails and then reply to them all with a canned response?
Preferably in few clicks.
Gmail: How to select a number of emails and then reply to them all with a canned response
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Related Solutions
This is not currently possible with Gmail as it currently exists as you've already figured out. Your most straightforward option is probably to use an e-mail client. You don't want Outlook; how about Thunderbird?
Another option might be using something like Auto Hot Key that would allow you to kick off the process of attaching to a message with just a few keystrokes.
Personally, I think the best option would be to upload these files to any of the many filesharing services out there and include the instructions for downloading the file (usually just a link to a URL) in your canned message.
You can use vacation responder for this.
Go into your Gmail settings and looks for a section called "Vacation Responder"
This will allow you to enter an auto-response for all incoming messages. Just uncheck the "Ends" box to make sure it will always be on.
Note: like it says in the help text in the image, if a contact sends you several messages, this automated reply will be sent at most once every 4 days.
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Best Answer
You can use a plugin that gives you that ability. Check out this link.
Batch Reply For Gmail Makes Replying To Similar Emails Simple
Of course this is for Chrome users.