The CyberNet tech blog details how to create a set-it-and-forget-it scheduled task to automatically run Disk Cleanup every time your computer starts.
The setup requires a few steps, starting with running Disk Cleanup from the command line with the /sageset:1 parameter to choose your settings, and then creating a scheduled task with the /sagerun:1 option to automatically run using the saved settings every time you start your computer.
If you’d prefer to use the reader favorite CCleaner to clean up your computer, we’ve already detailed how to run CCleaner silently with a shortcut, or run it automatically with a scheduled task, which could be adjusted to run on startup. For more on automated maintenance, check out how to create a self-repairing hard drive.
Windows only: Xinorbis is a portable and quite powerful disk analyzer. Graphs, tables, trees, and report generation ensure you know what is going on with your data.