Easiest way to send multiple iWork attachments as Office documents My grandmother just switched from a PC to a Mac, and I suggested that she use iWork instead of Office for Mac. Now she is getting used to iWork, but all of the people that she works with use Office.

When she wants to send multiple documents, I told her that she has to open each one and got to Share => Export -> Word and save them to her desktop. After that she needs to attach each one to the email.

As I'm telling her this, I think to myself "There has to be a better way..."

So, I come here to ask: Is there a better way? Is there some way to make Mail convert these .pages documents into .docx, .keynote into .pptx, etc.? I always thought that's what "Send Windows Friendly Attachments" did, but I have found out that it does something totally different.
The sending of windows friendly attachments doesn't change the file, but it changes how Apple encodes the files into text for transmission. (think using tar and gzip instead of uuencode and compress).

If you send many documents in Word format, there's nothing preventing you from storing them all to the filesystem as .doc (or .docx) and letting pages import them when she edits. That way she does the conversion only when she needs to modify a file as opposed to having to do the conversion at send time.