Originally named 'Boy Wonder' (a name borrowed from the nickname of comic book character Robin from the Batman comics and films), Dream Street was put together by music producers Louis Baldonieri and Brian Lukow in 1999. Greg Raposo along with Chris Trousdale were already a shoo-ins for the Dream Street auditions since they were the original members of 'Boy Wonder'. After casting two-hundred boys, Galasso along with Jesse McCartney and Matt Ballinger joined the group.
Their eponymous debut album was released on July 10, 2001. It was certified Gold in the US by the RIAA peaking No. 1 on Billboard'sIndependent Albums chart and at No. 37 on the Billboard 200. The songs, "It Happens Every Time" and "I Say Yeah" were frequently played on Radio Disney. The boys soon made appearances to perform on various talk shows and television events including Maury and Ricki Lake.
While the rising success of Dream Street was growing, tensions between the music producers and the boys' parents also arise. This led to a lawsuit that would force the members to disband in 2002. The final Dream Street release was the soundtrack album to the 2002 film The Biggest Fan, which starred Trousdale. Galasso has appeared as himself in the film as well.
In 2003, Galasso portrayed Tommy in the movie A Tale of Two Pizzas.
In 2008 Galasso began recording new songs, releasing his single "Give Me a Reason" on March 19, 2009.[9]
In 2012, Galasso was an ensemble cast member of the First National Touring of Jersey Boys.[10][11] He portrayed 14 different characters during his run.[12][13][14]
On June 2, 2020, Galasso's former Dream Street bandmate Chris Trousdale died at a hospital in Burbank, California, at the age of 34 due to complications from an unknown illness during the COVID-19 pandemic in California.[22][23] It was later revealed that COVID-19 was the main complication of Trousdale's death.[24] On June 11, 2020, on what would be Trousdale's 35th birthday, Galasso and his former Dream Street bandmates Greg Raposo, Jesse McCartney, and Matt Ballinger reunited for a virtual performance of "It Happens Every Time" to pay tribute to Trousdale.[25] This would be the first public appearance of Dream Street together as a group since the disbandment over the lawsuits prior.
In April 2023, Galasso and members Matt Ballinger & Greg Raposo were interviewed on the podcast, Frosted Tips with Lance Bass hosted by Lance Bass.[26][27][28][29]
On May 12, 2023, Greg Raposo uploaded a short clip to Instagram of him, Matt Ballinger, & Galasso working on what appears to be new Dream Street music and material.[30]
On June 11, 2023, Galasso and Dream Street members Greg Raposo & Matt Ballinger released the single entitled, "Smile" on what would have been former band member, Chris Trousdale's 38th birthday in honor of him following his death in 2020.[a][31][32]
The official music video for "Smile" was uploaded to Greg Raposo's YouTube channel the following day.[33]
In October 2023, Galasso performed at a wedding in Massapequa, New York under Hank Lane Music.[34]
