VLC's been around for awhile, playing basically any media file you can throw at it, but things got especially good on the Mac with version 1.1. This update brought hardware video acceleration, support for the the open WebM video standard, and making it extra fast. If you're not up-to-date on your VLC knowledge, you can go through our full VLC coverage, spanning more than just a Mac to give you VLC playback support on other Apple devices like the iPhone, iPod touch, and iPad.
VirtualBox is a free solution for putting a virtual Mac on Mac. Why might you want to do this? If you want to test a thing or two on a Mac without putting your own system at risk, a virtual machine is an excellent solution. It's also extremely useful for Hackintoshers who want to test specific settings. Whatever reason you have for needing a virtual Mac in a Mac, VirtualBox is a great, free solution.
Maybe you've got a Mac mini hooked up to your TV and you want to use it for more than just playing videos. Kylo makes web browsing a lot easier with its TV-optimized user interface. Everything is a bit bigger than you'd actually like it on your laptop or desktop, but those big buttons and couch-friendly features make browsing a lot easier in the living room.
There is still no official Blu-ray support on the Mac, which is extremely frustrating for some. Nonetheless, if you're intent on ripping your Blu-rays to high quality MKV files, MakeMKV will do the trick. It's very straightforward and surprisingly quick. It's also pretty much your only option—if you need to rip Blu-rays—so be very glad it exists.
While I wouldn't call MediaRover the holy grail of iTunes sync, it is free and pretty great. Media Rover lets you take multiple machines (both Macs and PCs) and sync your music between them all. It only works on your local network and needs a network-attached storage device or central Mac to act as your iTunes hub, but if all of that works for you then MediaRover will too.
Apple likes to criticize Microsoft for copying user interface elements from OS X, but lately Microsoft's come up with a few gems of their own. One of the more popular user interface features in Windows 7 is Aero Peek, letting you hover over a minimized application and quickly get a preview of the open windows. If you'd like to have a little Aero Peek on your Mac, HyperDock can provide. In addition to peeking at your docked application's windows, it also provides a number of window management features as well.
If VLC were a plug-in for QuickTime it would be Perian. While Perian isn't quite as versatile as VLC, if you prefer the minimalist, attractive interface that QuickTime Player provides you'll really appreciate Perian. All you have to do is install it and suddenly QuickTime will support a slew of new video formats. Even if you're like me and use VLC primarily, it's worth installing Perian anyhow for QuickLook support or for the occasional moment when you do use QuickTime Player instead.
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I have an obsession with menubar apps, since they're so tiny and offer some of the best, simple functionality. CloudApp exemplifies what's great about about great menubar apps, letting you quickly drag a file to the menubar and share it with anyone. It reduces file sharing to a single step and provides a great online interface for uploaded files.