The program has developed since version 8 so much, that with enough customization, it’ll be unrecognizable now (meaning this in a good way). For me, the most memorable parts of the updates that we were getting every year were the 64-bit support, the new tray feature, the new tools and the updated speed of the program.
I do have to warn you though, many people have complains with SketchUp running on Windows 10, which is why I haven’t updated my machine. Also, if you’re using SketchUp for architectural work (like me), you must know that there’s a bug concerning dimensions in LayOut. That one will hopefully be fixed in the next maintenance release. Cheers! 