Both Lowenstein's recording name and the Getting Dressed In the Dark
album title are references to the singer's journey of love and his sudden entrance into Country music. "I'm not getting it right and I don't know if I ever will, but I'm not going to give up trying, and I think that's okay," Lowenstein explained to The Boot
: "I don't think I'll ever achieve perfection, but I want to keep looking for it. I feel like 'Getting Dressed in the Dark' is having faith in yourself and just saying, 'When I emerge into the light, hopefully I'll get it right.' And then there's a lot of funny other visuals that will come up when you get dressed in the dark that people have suggested to me. I've heard 'getting dressed before the sun comes up and leaving somebody's house.' I've heard a lot of those, but my intention was using it metaphorically speaking... The title models itself after my journey and foray into Country music. I didn't really plan on going Country. I didn't plan on going any genre. I just planned on making music and telling my stories and just hope that people will find me, and they did."