I've always been keen on drawing schematics so they convey the most information about the design as possible.
When you test the design and find things out its a good idea to put those notes on the schematic if it's going to be useful to the reader. It could be you reading it in a few years time!
Things like representing what you need to do when designing the PCB, from the schematic, can be helpful to others in the future. For example, if you find you need an extra decoupling capacitor close to the pins of an IC then draw it on the schematic really close to the IC, even using diagonal lines if it makes it more obvious (keeping the physical distance short on the schematic as well as the PCB) so it stands out - because its important.
Like a lot of things, practice is king. Do a schematic, come back to it in a while and you see things you would do differently now - to make it easier,