A more serious incarnation of the commonly used phrase "you win some, you lose some". "You win a few, lose a lot" is meant to express the feelings of constantly losing or being screwed over despite trying your best.
Guy 1:"Hey man what did you end up getting in your math class?"

Guy 2: "I bombed the final and got a D in the class."

Guy 1: "Damn well are you still going out with that girl you met a few weeks ago?"

Guy 2: "No she ended up going back to her ex. It's like they say you win a few, lose a lot."
by Jonan2012 December 21, 2011
Get the You win a few, lose a lot mug.