“How Will I Know”, the song and the video, is ’80s goodness. The crossover Pop sound, the frequent MTV rotation and Whitney Houston looking fab in ’80s hair and makeup. “How Will I Know” gave Whitney Houston her second Billboard Hot 100 number one song and the video won an MTV Video Music Award for Best New Artist In A Video. “How Will I Know”, from Whitney Houston’s debut album; produced by Narada Michael Walden.