If you’re still on macOS Mojave or older, you can hold down a left-click on an app's green maximize button on the top-left corner, then drag it to your preferred position on the left-hand or right-hand side of the display. Make sure the Edit Toolbar is visible (under the View menu) and you'll see options for drawing shapes, arrows, speech and thought bubbles, and more. Beyond letting you, well, preview PDFs and images, Preview allows for a ton of annotations that are compatible with Adobe Acrobat – widely used by Windows users and many companies – making it easy to share annotated documents with colleagues, regardless of the platform they use. You can add your signature by either holding up a signed piece of paper to the webcam on your Mac (it does a fantastic job of cutting it out of the background) or by drawing it on the trackpad. Click it and you get a range of Markup options, including one for signing documents. Drag a PDF into the email you’re sending and hover over it – at the top-right you’ll see a little button appear. If you’re emailed a PDF to sign, you don't have to worry about printing it, signing it and scanning it back in: you can sign it right in Mail.
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