1) How can I set up a keyboard shortcut for "print to PDF" from CHROME? Chrome has a proprietary page that shows up when you hit ⌘P, so I'm wondering how to make it so that I can directly print to PDF just using keyboard?
Have you tried using the Save as PDF extension? Screenshot below.
It gives you a button at the end of the address bar and it has configuration options as well (screenshot below). Looks like it saves it to your downloads folder.
If you wanted it in another folder you could set up a folder action with a prompt. For example "Do you want to save this to your receipts folder?" etc etc.
Hope this helps.
~~Love Macs cause they work..... and if they don't you can tinker until they do.~~