Haley’s self-titled album charted as the #8 best selling reggae album of 2008 on the Billboard Charts. In June 2009, it was announced that Haley and former Jah Roots lead singer Josh Heinrichs would release Favorites, a collection of modern and classic reggae favorites redone by Haley and Heinrichs. Announced to be released in late summer 2009 by Big Karma Records, the album was postponed due to producer Jim Slaton’s unexpected death from a heart attack in August 2009. The album was mastered by Rob Fraboni.
In December 2009, Haley joined the Jamaican reggae artist Tanya Stephens to sing on a cover of “Wolfman’s Brother” for the Phish reggae tribute album Dub Like An Antelope – Legends of Reggae Celebrate Phish. The album was released December 14, 2009.
In June 2010, Haley toured Hawaii with Josh Heinrichs playing shows on Oahu and The Big Island. While on tour, they appeared on several local radio programs and the television morning news portion of Hawaii News Now.
On June 3, 2010, Easy Star Records announced that they would be releasing Haley’s follow up album, Connection, on September 14, 2010. Connection was released as scheduled and debuted at #2 on Billboard’s Top 200 Best Selling Reggae Albums. In October, Haley toured the U.S. west coast and Europe in support of Connection with the Easy Star All-Stars.