The same position awaited the second LP by Damian, Halfway Tree. He recorded it in 2001 with the label Universal Motown. The album featured such hits as "Educated Fools", "More Justice", "She Needs My Love", "It Was Written", and ”Still Searchin'". The guests were Bounty Killer, Treach, Stephen Marley, Eve, Capleton, Drag-On, Mr. Cheeks, Jimmy Cozier, Yami Bolo, Daddigan, Sabor and many other artists. In 2002, this LP brought Damian Marley a Grammy Award for Best Reggae Album. At that time, many organizers tried to book Damian Marley to perform at their private events.
In 2005, the singer released his third LP, Welcome to Jamrock. It topped Billboard’s Reggae Albums Chart, reached the 4th spot on R&B/Hip-Hop Albums Chart, and settled on the 7th position of Billboard 200. The album was highly commercially successful and earned a gold certification in the USA. It became an international hit, appearing on French and Dutch charts. The hits featured in the LP were “Welcome to Jamrock", "The Master Has Come Back", and "Road to Zion”, recorded with Nas. The first single reached the 12th spot on Hot Rap Songs Chart and settled on the 55th position of Billboard Hot 100. The album’s guests were Stephen Marley, Bobby Brown, Black Thought, and Nas.
After the release of the third LP, Marley started collaborating with other artists more often than before. In 2007, he worked on the song “Now That You Got It” with Gwen Stefani, which later became a part of her album, The Sweet Escape. It was a formidable achievement for the artist.