Man, I had recently spent a lot of time designing advertisement stuff around an established brand identity, that was pretty much going for a classy/luxury aesthetic. So I was basing all my designs around that identity. Made lots of variations, took many hours perfecting it.

Then was told they didn't like it. They wanted something entirely different that "screamed" budget and flashy colors and shapes.

Got it just perfect on the second attempt after being briefed properly, but it did really hurt when my first attempt was shot down so easily.