1993–1998: Career beginnings, "The Elvis Kid", and broadway Raposo was cast in sixteen regional and national commercials for everything from
Kit Kat bars to
Crest toothpaste. Then at nine, he requested to be allowed to sing and play guitar on-air during a local live recording of a radio show on
WPLJ.
Deejay Scott Shannon agreed and Greg went on the air. Shannon thought that Greg was very talented and from that day on was crowned as "The Elvis Kid". Greg appeared on WPLJ for three years. "The Elvis Kid" performed everywhere, including with
The Jordanaires and
DJ Fontana who were Elvis' real backup band. Greg was the only child invited to perform at
Graceland for the 20th anniversary of Elvis Presley's death (1997) by
Priscilla Presley. In 1996, Raposo auditioned for 'Broadway on Broadway', an extravaganza of Broadway performers. Greg got the honor of being the opener for the show and sang an original composition in front of fifty-thousand people. After opening for 'Broadway on Broadway', he was cast in an off-Broadway singing group called "
The Broadway Kids", with whom he recorded two albums. During his time in The Broadway Kids Greg met
Chris Trousdale. In 1998, both boys successfully auditioned for a group called "Boy Wonder". "Boy Wonder" was disbanded for lack of interest from sponsors. Raposo and Trousdale were later reunited for Dream Street. Raposo was also involved with several charity and anti-substance abuse groups. This included: The Kids for Kids Project, Audrey Hepburn/Children's Fund, Young Plaza Ambassadors Club, Jerry's Kids, and
Variety, the Children's Charity. Raposo claims that Kids for Kids was the most fulfilling thing he has ever participated in.
1999–2002: Rise to fame and Dream Street 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. Raposo along with Trousdale were already a shoo-in for the Dream Street auditions since they were the original member of 'Boy Wonder'. After casting two-hundred boys,
Jesse McCartney,
Frankie J. Galasso, 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's
Independent 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. Raposo has appeared as himself in the film as well.
2002–2004: Solo career, Greg Raposo, and Radio Disney He performed his first solo concert on October 13, 2002, at The Downtown in
Farmingdale, New York. Tickets sold out in less than two hours and a second concert was issued for the same venue, which also sold out. He subsequently performed at several radio station multi-artist shows, solo acts, and as an opening act for several bands. recorded an album (which never released), and disbanded. During 2008, Raposo acted as Gary in the film
Return to Sleepaway Camp.
2012: Loss, Love, Life After a three-year hiatus, Raposo returned to a solo career. He released the independent album "Loss, Love, Life", in memoriam of his cousin, Theresa Buccellato (1994–2010), on May 3, 2012, funded by a Kickstarter initiative. The music video for his first independent single, "That Day", was produced in New York City and released online on May 15, 2012. Reviews have praised "Loss, Love, Life" for being "genuine" and "not sounding like a slightly older boy band." In the summer of 2012, Raposo featured on the Rock Camp Tour around New York, New Jersey, and Long Island. It was around this time when Raposo and his girlfriend decided to change to an “open” relationship. There is speculation that she had developed feelings for one of Raposo's old band members
2020: Chris Trousdale tribute On June 2, 2020, Raposo'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. It was later revealed that COVID-19 was the main complication of Trousdale's death. On June 11, 2020, on what would be Trousdale's 35th birthday, Raposo and his former Dream Street bandmates
Jesse McCartney,
Frankie Galasso, and Matt Ballinger reunited for a virtual performance of "It Happens Every Time" to pay tribute to Trousdale. This would be the first public appearance of Dream Street together as a group since the disbandment over the lawsuits prior.
2023: Podcast interview, New albums, & Dream Street revival In April 2023, Raposo and members Matt Ballinger &
Frankie J. Galasso were interviewed on the podcast,
Frosted Tips with Lance Bass hosted by
Lance Bass. On April 20, 2023, Raposo released the independent album, "Dead Celebrities". On May 12, 2023, Raposo uploaded a short clip to Instagram of him, Matt Ballinger, &
Frankie J. Galasso working on what appears to be new Dream Street music and material. On June 11, 2023, Raposo and Dream Street members
Frankie J. Galasso, & 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. The official music video for "Smile" was uploaded to Raposo's
YouTube channel the following day. On August 8, 2023, Raposo released the album entitled "City Country". In February 2024, It was announced that Matt Ballinger and Greg Raposo would be attending
Pop2000 In Paradise at the
Villa del Palmar Flamingos Beach Resort & Spa Riviera Nayarit in
Nuevo Vallarta, Mexico from September 28 to October 3, 2024. It was revealed in June 2024 that Frankie had stepped back from the band's revival, leaving Ballinger and Raposo as a duo. On April 25, 2025, Raposo released the single entitled "Wasn't You Wasn't Me" featuring NICO. The official lyric video was released April 30, 2025. In May 2025, it was revealed that Dream Street would be performing alongside British rock band
BBMak in June 2025. On June 18, 2025, Dream Street performed alongside
BBMak at StageOne at FTC in
Fairfield, Connecticut and on June 23, 2025 at City Winery New York City in downtown
Manhattan. ==Personal life==