In 1998, Alaine appeared in movie Clara's Heart alongside Whoopi Goldberg. Through the late 1990s and early 2000s, Alaine lived in the United States and did songwriting and singing back up for Rocafella artists such as Cam'ron and Freeway.

She moved back to Jamaica in the summer of 2004 to focus on her own music after working as an investment banker for JPMorgan Chase. Alaine later met with Craig "Serani" Marsh of DASECA, and started working with him. Their immediate chemistry provided Alaine with her first song on the radio within days of her arrival back to Jamaica.

In 2005 single "No Ordinary Love" on Don Corleon's Seasons Riddim (Sean Paul, T.O.K.) was a breakthrough single in the reggae scene, and Alaine was quickly praised for her special talents. The single is topping the charts in Jamaica and also charts in the UK. Her other singles "Deeper", "Chaka Chaka Love", "Heavenly", "Wine" and "Love Sound", a duet with Beres Hammond are also doing very well.

In 2005, Alaine performed at Reggae Sumfest 2005 in Montego Bay, Jamaica to positive reviews. She has been spreading the word about HIV and safe sex to high schools throughout Jamaica, and will be showcased as one of twenty artists in the movie Made in Jamaica which is being directed by Jerome Lapperrouzas.

Her debut album, titled Sacrifice, was released in early 2008. Her new album, titled Luv A Dub, was released in Japan in August 2009.

Her newest track is "You Are Me", a song dedicated to Alaine's mother.