Apple - Screen annotation software to draw on any app in OSX

Check out Snappy App - it allows you to grab any part of your screen and float it above the screen - then you can draw on it, change its transparency, shrink it down, whatever. There's a free version which does more or less all you'd want and the in-app purchases are very cheap (you need an in-app to draw on things). I've also just recently been introduced to https://presentify.compzets.com/ which takes a different approach but might also meet the requirements.

This software does exactly that http://ink2go.org/ allows the user to draw on any application. It also allows for screen recording and other features. I suggest if you are looking for other alternatives to search for "screen annotation software for mac" that gave me more precise results.

If you are looking for a screen annotation app that is unobtrusive and fast, check out DemoPro . DemoPro lets you configure hotkeys to draw on the screen, which is very convenient if you are doing live demonstrations. It also includes a countdown timer which can be useful for breakout sessions, exams, etc.