The Hobos gained a wide following with their singles "Christian (I’m Gonna Be)", "Walk All Night", "Flying Away" and "Don’t Forget". Characterized by American rock and folk music influences and thought-out lyrics, The Hobos are considered one of the biggest names in post-soviet rock scene.
The spiritual guru of the band and principal composer of most of their songs Rolands Ūdris led an adventurous life before deciding to settle in his homeland and form a band. Having traveled and sung on the streets all around the world from New York to Hong Kong, Rolands came back to Latvia in 1999 and decided to form a group of his own.
After going into studio with his friend and the band’s bass player Mārtiņš Burkevics, Rolands made the acquaintance of guitar player Egons Kronbergs and one of the most experienced drummers in Latvia – Vilnis Krieviņš from Līvi fame. Together they jammed for a while and finally decided to form a band citing their only goal as "making good music".
At first The Hobos were forced to play in local clubs, trying to present their material for a larger audience, but finally got lucky when the members of another Latvian band – Brainstorm – were in the audience. This opened the doors to the recording studio and by the end of 1999 The Hobos were ready to release their debut album Numbvision, which in turn produced their first hit single "Christian (I’m Gonna Be)". The catchy rock rhythm and sharp lyrics piloted The Hobos to major success – Numbvision reached Gold in Latvia and Lithuania and was nominated for the best Latvian rock album of the year.
Encouraged by this success, The Hobos went back to writing new material, which was finally recorded in the legendary Abbey Road Studios with the help of renowned producer Nick Webb (Queen, Pink Floyd, Duran Duran and John Lennon). The album – titled Perfect Solution – saw the daylight in 2001 and almost immediately repeated the success of their debut. The same year the band began touring outside Latvia gaining some degree of fame in Northern Europe.
2002 saw the release of their third album Flashback Mornings which encompassed a new sound for the band. The Hobos started to experiment with different electronic effects producing a somewhat unique rocking sound. Both singles – "Walk All Night" and "Flying Away" – received some major airplay and led the band to receiving yet another "Latvian Rock Album of the Year" award. The next year was spent entirely on touring.
Fans had to wait until 2004 to get their hands on a new studio release from The Hobos, but when it finally came out, it came out with a bang. Radio Jah Jah was the first double album of the group and the first double album of any Latvian popular music for almost a decade. As Rolands Ūdris told the press: "Radio Jah Jah is the radio that plays in our heads. And because of that we decided to pay homage to some of our favorite musicians." The album featured one CD of original material and a second disk that was compiled from many different cover versions, including J. J. Cale’s "Cocaine", Bob Marley’s "I Shot the Sheriff" and Simon and Garfunkel’s "Cecilia". This release was highly praised both for the new direction The Hobos were taking with their own songs and for some of the covers.