In April 2004, Holland returned with her actual studio debut. Entitled Escondida, the LP was a skillful blend of blues, folk, gospel, and musky vocal jazz, and immediately established Holland as one of the nation's most important young songwriters. It was followed in 2006 by the equally impressive Springtime Can Kill You. The Living and the Dead appeared in 2008. Holland toured extensively and collaborated on other artists' recordings for the next couple of years. She also relocated to New Orleans. She and co-producer Shahzad Ismaily recorded her next effort, Pint of Blood both in New York and in her home studio and other intimate spaces. It's credited to the quartet Jolie Holland the Grand Chandeliers, whose other members included Ismaily, guitarist Marc Ribot, and Grey Gersten. The set featured nine new originals and a cover of Townes Van Zandt's "Rex's Blues" as its closer. Pint of Blood was released by Anti in June of 2011. After a three-year hiatus, she announced details of her fifth studio album, Wine Dark Sea, which was released via Anti in May, 2014. In 2017, Holland reunited with her former Be Good Tanyas bandmate Samantha Parton for the LP Wildflower Blues, which featured a powerful cover of Townes Van Zandt's "You Are Not Needed Now." ~ Johnny Loftus, Rovi