There are two ways to send multiple files with a Robo-Mailer.
The first option is to upload all the files to the Studio-Cloud and then send the links to the files in the message.
Copy the links from Studio Cloud here.

To make a link in Robo-Mailer, highlight the text that you want to be a link, then click the link icon.

In the "Insert Link" popup, paste the Studio Cloud link that you copied.

Now the highlighted text is a link to the file in Studio Cloud.

The second option is to select files from your computer by clicking the "Choose File" button on the Robo-Mailer Page.
Then, one at a time, you are able to select the files you would like to attach to the email.
Notice: There is a 10MB per attached file size limit and a limit of 10 total attachments, which includes images added to the message as well as other files.
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