I guess I'm pretty normal in terms of cleanliness. I clean my kettle well enough that there's no scum or debris visible, but I don't go at every blemish until it's spotless either. My immersion chiller gets rinsed and wiped until there's nothing actually clinging to it, but I don't really take it farther than that. Fermenters get cleaned with pbw until there's nothing visible on them and rinsed very well afterward.
I don't have a complex system that requires pumps and the like though. One of my holdups with such a setup is having to clean all the little nooks and crannies such a system would necessarily have. I like to be able to clean things while I'm brewing and at most have another 30 minutes of cleaning to do after the brew is in the fermenter. There's definitely something to be said for having nothing but a simple, un-ported, not connected to anything else, pot to clean at the end.