City High issued "What Would You Do?" from their 2001 self-titled album. Their follow-up single was "Caramel". A remix was released, featuring rapper Eve. The final single from the group's debut and only album was "City High Anthem".
Throughout high school, Ortiz dated future City High bandmate Robby Pardlo. After meeting and performing for Wyclef Jean, they were signed to his Booga Basement recording label. As Wooga Booga already had a duo, they asked Ryan Toby to join and became a trio, which completed the City High trio. After breaking up with Pardlo, Ortiz went into a relationship and later married former bandmate Toby in 2004. They later divorced in 2007.
In early 2002, City High shot several mini music video commercials for MTV, based on their own songs promoting the eleventh season of The Real World. The band also appeared in a series of mini commercials promoting 2002's The Real World: Chicago, before disbanding in 2003. After several attempts to reconsilate, the egos's became too much, the members of City High called it quits for good.
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