Claim To Fame: In 1988, at 17, with her breakout debut album Out of the Blue, the singer became the youngest artist to write, produce, and perform a Billboard No. 1 single with "Foolish Beat." The former teenybopper has since released eight albums, however none have lived up to Blue’s massive success. Gibson has, however, made appearances in several Broadway plays – most recently starring in a 2008 production of The King and I.
What To Expect: As an Eighties star, Gibson surely butted heads with several a slimy record executive, so The Donald shouldn’t phase her. However if we use her sub-par performance on 2006's Skating with Celebrities as a marker of success (which we really shouldn't, but will anyway), Deb's outlook isn't so bright. She should probably know that there are some jams that even a sloppy rendition of an overrated Eighties pop song won't get you out of.