macOS Mavericks – Reinstall Old iWork

There is no easy way to convert iWork documents to Office and then send them via email. In short, your options are as follows:

1. In Pages, don't save as .pages files, but rather as .docx files. To do this, your grandmother will have to use "save as" every time she saves the file, because "save" will simply save a .pages file. You cannot set the default file format in Pages to be a .docx file.
2. Continue as she is doing now, and convert each file individually from .pages to .docx when she needs to send it to someone.
3. Buy a legal copy of Office:Mac.

If your grandmother works with people who use Office, the best solution is for her to use Office:Mac. Pages can open Word documents, and it can save as a Word document as well, but this conversion is limited. If the documents have a lot of formatting, they are likely to lose the formatting in the conversion. If she receives Word documents with macros, she will not be able to use or modify the macros. Keynote to PowerPoint and Numbers to Excel have similar issues. We'll leave aside that it sounds like you have violated the EULA for iWork in associating someone else's Apple ID with your grandmother's new Mac.

"Send Windows-Friendly Attachments" does not convert files from one type to another, and you probably don't want Apple Mail (or any other application) performing such a conversion without telling you about it. It simply changes the encoding that it uses for sending the files via email.

There is no method to batch-convert files from Pages to Word. Pages' AppleScript and Automator dictionaries don't have commands for such a conversion.

Or if it feels safer: 1) make a clone or Time Machine backup of your current OS before upgrade. 2) Once you have the clean install working effectively, make a copy of your previous OS clone (call it Clone2) 3) Mount Clone 2, delete all applications except iWork 09 (and any others you want to port). 4) Open Migration assistant and check 'Applications' only. Commit.

MA will now copy iWork O9 and its preferences / key to the new OS without affecting anything else.

Caveat(s): - This may overwrite iWork preferences for a later version - but generally not on Apple as they are named differently. For example, I have 4 versions of Apple iMovie on one of my Macs for old projects. - Bear in mind that porting an older programme over does not ensure that it will run well on the new OS. Make sure that the two are compatible first (forum search). There may be a soft hack to resolve an issue in some cases. For example, I like to run an older version of 'Text Edit' (with zoom control) from 10.6 under 10.8+ although I have to use a command line control to turn off its auto-save feature as this is now done through the OS. Without this it has a constant nag message 'you do not have permission to save this file'.