Secure deletion utility Eraser is free, comes with a beautiful GUI, can do just about anything when it comes to secure file wiping.
Eraser includes its own interface into the Task Scheduler, letting you set automated disk sweep schedules from within the application. You're not limited to wiping free space, either: Eraser can be set to securely delete the contents of any folder on a set schedule. That sounds like a scary proposition for me (remember, there's no way to recover files securely deleted), but for braver souls, the option is there. Also, if you'd like to have your recycle bin regularly and securely purged, Eraser can help you there.
Last but not least, Eraser integrates with the file context menu built into Windows, so that you can right-click any file or folder and get an Eraser submenu. From there, you can securely wipe the file or folder either now, or the next time your computer reboots. All in all, if you're serious about wiping files on a regular basis, Eraser is a very solid tool.
Note: The Download button on the Product Information page will download the software to your system.
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