Email, Messaging, & Video Calls Email How to Send File Attachments With AIM Mail or AOL Mail Add a document to your message By Heinz Tschabitscher Writer A former freelance contributor who has reviewed hundreds of email programs and services since 1997. our editorial process Heinz Tschabitscher Updated January 31, 2020 Email Yahoo! Mail Gmail Tweet Share Email When you want to email a spreadsheet, document, application, or photo, go to your AIM or AOL Mail account and send the files as attachments. Both AIM Mail and AOL Mail make delivering attached documents of all sorts simple and fast. Attach a File to an Email in AIM Mail or AOL Mail To send a file, attach the file to an email message: Select the Compose button to open a new message in AIM Mail or AOL Mail. Select Choose files to attach (look for the paperclip icon). A File Explorer window opens. Navigate to the file you want to attach. Choose the file, then select Open. The file is inserted as an attachment to the email message you are creating. Attachment file names cannot include special characters. To attach another file, repeat the previous two steps. Make sure the total size of your message does not exceed the AIM Mail and AOL Mail message size limit of 25 MB. Continue composing your message, and when done, send it as usual. AIM Mail and AOL Mail Message Size Limits The 25 MB you're allowed to send per email includes your message text, the email headers, and the attachment. If your message exceeds this, use a file sending service.