What does it take to win the "Worst Game" award in Game Dev Story?
From my experience, the awards show is kind of random. I know Polish, Critical Score, Stats, etc. help increase chances of winning awards. What I did to get this award was save the game a few months before the awards show and return to the save and keep trying. Eventually I got the Worst Game "Award".
I was lucky in my attempts that it didn't take me too long but who knows how long it could take for some people. I know this may not be the most efficient method but it did eventually work for me.