This issue of Judge is from 1928, a year when everyone was falling in love with mermaids. Not only does this cover promise romance but it also promises a chance to win a thousand dollars! In 1928, you could probably have used that money to buy your very own mansion with a mermaid fountain out front.
I don’t know much about the credited artist, DeAlton Valentine. He was one of the few cover artists to sign his name to his work so his work will always live on.