they have won no times
North Korea attacked south Korea around 16 times.
If You are asking about North Korea , then they played in two world cups in 1966 and in 2010.
North Korea has not won any world cups as yet.
once
Including their appearance in 2010, twice. Their last appearance was in 1966.
South Korea have appeared in 8 world cups ,at the same time North Korea have appeared in only 2 world cups.
North Korea is one of the most repressive nations on the face of the earth. North Korea's dictators mental health has been question by many world leaders.
8 times.
0 times.
8 times
4 times
There currently is no information on this, the CIA world factbook does not have it and they are the top in this particular field. They are really closed when it comes to what information leaves North Korea.