Experiments in Artist Assistant AI discusses research on developing AI tools to assist artists. The main areas of research are a recolorization assistant tool that can recolor images based on a reference image using deep learning models trained on histogram analogies. The second area is an assessment assistant tool that uses a GAN to assess the color quality of images by the degree of improvement achieved by the GAN's color enhancement network. Further research directions are proposed to make tools faster, able to generate more detailed images, and help make images more aesthetically pleasing by analyzing which parts of images are most critical and what visual elements impact perceived beauty.