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Riff then on February 3, 2018 announced on his Instagram that he signed to Beartrap Sounds owned by singer Blackbear.The deal was for a reported 0,000 along with a Beartrap Sounds chain encrusted with diamonds and an announcement of an album coming out in fall 2018 titled "Pink Python".Like many other artists from Houston, Riff Raff also spent much of his time selling CDs at colleges and malls, occasionally alongside other local talent such at Fat Tony and Freestyle Bully. He was so determined to become famous that he flew to Atlanta to try out for MTV's reality show From G's to Gents.In an effort to get on television he went on many auditions, including for a part in a peanut butter commercial intended for a teenager. When he learned that he had made the cast for the program's second season, before taping had even begun, he immediately got a giant MTV logo tattooed on his neck and adjusted his stage name to "MTV Riff Raff".Simco was born on January 29, 1982, in Houston, Texas, to Anita Isaacs, a maid, and Ronald Simco, a Vietnam War veteran with severe post-traumatic stress disorder, who worked various jobs, including as a police officer and Walmart manager. He and his family lived in Copperfield, a suburb 25 miles northwest of Houston.Growing up he was obsessed with basketball, playing frequently with other children in his neighborhood.
He was formerly a member of the rap group Three Loco along with Andy Milonakis and Dirt Nasty, who reunited on Riff's Balloween 2016 Halloween mixtape performing "Bitches in my Driveway".
The trio premiered a Christmas parody song, "Ho-Ho-Loco", in the TBS Surprise! The group was featured in a Nerdist Industries production mixing DJ Khaled and Game of Thrones together, remaking the quadruple-platinum, "I'm the One", into "It's My Throne" with the trio playing characters from the HBO show.
In April 2016, Riff Raff announced a joint partnership with Stampede Management and BMG, signing a 4-million dollar artist venture agreement for his own label and production company, "Neon Nation Corporation.” According to label representatives, the scope of said agreement would include investments from the joint deal in the areas of musical recordings; publishing; performing musical acts; talent scouting for the territories of the world, and film production.
You couldn't deny his work ethic," going on to say, "Underneath that shell is a very intelligent man." He looked up to Northside Houston rappers from label Swishahouse, who were blowing up around that time, including Paul Wall, Chamillionaire and Slim Thug.
He began doing his hair up in braids popular among "Northsiders" like Slim Thug and shopping for bling at TV Jewelry, a store co-owned by Paul Wall and charismatic Vietnamese immigrant "TV" Johnny Dang, from whom Riff Raff also purchased gold grills.