It’s a bit confusing because the submenu slide out on the left side, not the right, but the main context menu is on the right and I choose “Open With” which (after a moment or two, typically) brought up a list of all programs and applications on my system that can handle PDF documents. It’s a long list, even with some confusing duplication, but you can see that “Kindle” showed up and is selected.

That’s really all you have to do. The Mac will open up the Kindle for Mac application, then hand it the PDF. As you’d hope, you can now read the doc within the Kindle app itself:

The Kindle app also understands the table of contents in this particular PDF, but be warned: Not every PDF has a TOC so you might just be going page to page to page to find specific content on your own PDF. Also an oddity: In Preview, the PDF was gauged to have 136 pages. In the Kindle app, however, it has 135 (shown on the very bottom of the image above). Where’d the missing page go? Probably just a layout artifact, but weird, eh?

That’s the basics of using Open With on your Mac. Super useful. Want to permanently change the default app for a specific document type, though? You can do that too, as I explain in this tutorial: Change Default File App on MacOS X.

Pro Tip: While you’re here, please don’t miss our extensive Mac help area. I’ve been writing how-to docs for Mac users for years and years…

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Kindle For Mac Download

I do have a lot to say, and questions of my own for that matter, but first I'd like to say thank you, Dave, for all your helpful information by buying you a cup of coffee!