I tend to hear this quote brought up by people who are either really eager to name drop Einstein or excuse themselves for being insane.
The quote makes much more sense within the context of scientific experimentation. Applying it to a typical, mundane set of experiences, to me, is pretty crass.
“The definition of insanity is doing the same thing over and over again and expecting different results." - Albert Einstein
An irritating quote. I keep doing the same thing over and over again because I keep getting different results - at least where people are involved.