Problems exporting PDF from Pages and uploading to Jobvite

Unfortunately Apple's PDF export doesn't create the standard PDF Table of Contents, you'll need to use other software to add one to your existing PDF.

There are a variety of options at a variety of prices:

OpenOffice Writer: A hassle, but it's the only free option I've seen. You'd export your Pages file as Word or rtf and then open it in OpenOffice Writer and then export to PDF; it will generate a PDF table of contents as part of the export.

PDF Outliner: Just $4.99 in the Mac App Store, it's probably the best combination of cheap and easy. It's specifically designed to add a PDF Table of Contents to your document.

PDFpenPro: At $99.95 it's not cheap but it does pretty much everything the full version of Adobe Acrobat does and is much, much cheaper.

Acrobat X Standard: The real thing from Adobe for "just" $449.95. If you only need to do this now and you'll be done creating PDF Tables of Contents within 30 days you can download the free trial. After 30 days, though, you're out of luck.

There is a fantastic app called Default Folder X – but it's not cheap – around US$35. It enables a plethora of features that you can use in the Open/Save dialog of any app.

On the free side, you could try this trick: when you are in the dialog window for Exporting, you can actually drag a file from the Finder into the Export window, and it will automatically change to that same folder. This at least saves you from having to navigate around in the dialog window, since you are likely to have the window for the folder of the original document already open in Finder.

Finally, just in case you didn't already know, the little pop-up at the top of most Open/Save/Export dialog windows lists your 5 most "Recent Places" at the bottom. So if you used "Open..." to open a file, that folder will likely appear in this list.

E.g.: