In Episode 143, Billy Donnelly discusses the idea of painting his nails black, but, in doing so, opens up a whole can of worms. He discusses confidence and self-esteem as it pertains to the issue and how he's long cut himself off from trying new things out of concern for what other people might think. He also talks about the nail polish as a form of expression in finding one's self and how you might want to present yourself to the world; in turn, experimenting with different things to find what you like, what you connect with, and what resonates with you. He brings up the constraints that far too many have on what adulthood should be and when you should have everything figured out, but he's growing more and more comfortable with the fact that he's still learning and growing, and changing. But an important lesson he's taking away from all of this is that just trying something doesn't have to then make it permanent nor does it have to work; just getting to yes and seeing how it goes is enough.