The man was sent for reincarnation, whereas the wife was sent to the void. In episode 2 Deciem confims this.
Heaven/Hell doesn't exist in the Shinto religion, the concepts referred to in the original script are Reincarnation and Void.
The masks above the door are Noh Masks. These masks come in all different forms, but the ones above the door are a pale female and an oni (demon).
As the bar is an area for assessing the candidates who arrive (see Purgatory or Naraka), we know that they are not fully good - as they would have immediately entered Nirvana . In fact, the test is to see which person is beyond saving and who should be given a second shot at life.
The demonic mask is instantly recognizable as 'evil', and as such it's fairly safe to assume that it leads to the void - which, must not be confused with hell. Void is simply emptiness. the redness of the mask is also associated with rage, or feelings of intense anger.
The pale female mask is human based, and white - giving a sense of calm. It's significantly less intimidating than the oni mask. We can take from this that it is representative of reincarnation (forgiveness).
Episode 2 also confirms that winning doesn't matter - which makes sense. The life-death situation has been created to test the true natures of the people being judged.
I believe in episode one, the mask switch was an animation mistake, as it was correct in the following episode: