I have a great idea. Let's forget anything we know about the process of debugging software and just focus on the end result: making Dave's life miserable.
It's too easy to just debug using the latest build. Instead, let's start a session and leave it running for a few days. Then, while the program is still running, let's uninstall parts of it, overwrite some of the internal libraries and configuration files from a newer build (because newer is better, right?), and, hell, why not run an electromagnet around the hard drive a few times for good measure.
Then, when the whole thing comes crashing down, file a bug against Dave, point him to a core file which he doesn't have read permission on, and claim that his software is lousy.
Yeah, this Monday is shaping up real well...
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