I usually normalize the raw file, then visually eyeball the waveform to see if there are stray bits of applause or occasional drum hits that are preventing the file from normalizing to a decent overall level, and then compress (or envelope or what have you) to account for those.
Even more quick and dirty rule: If, after initial normalizing, there's at least one song that's consistently clearing -6dB, then don't touch it, you're done.