Kellyanne Conway

You make your first album, you make some money, and you feel like you still have to show face, like 'I still go to the projects.' I'm like, why? Your job is to inspire people from your neighborhood to get out. You grew up there. What makes you think it's so cool?

I struggled with being in the public eye, losing my anonymity when my star rose quickly in the late 90's. But I need the challenge of showing up and getting up there to spill my guts and connect with my loyal folks.