Troubleshooting has never been useful, and I think that was new-ish in XP. Startup repair (and chkdsk) have genuinely been useful.
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had a couple of windows 2000 pro and server recovery saves. haven't thought about it since. hrmmm
I had a number of occasions where Windows on my work PC f-ed up. None of the times, the windows "troubleshooting" wizard was anything but a waste of time before calling IT or digging into the problem myself.
The search service on my computer crashes from time to time and the troubleshooter gets it working again without having to reboot (I hate rebooting).
I think it helped with a internet issue once, but I probably just needed to reset something.
I'm pretty sure it just does the absolute basic troubleshooting.
Not once as far as the Troubleshooting Wizards go.
Troubleshooter was always able to fix my network issues. (Basically just resetting it)
I think it fixed my MBR once during Win7 days.