Cuttino also known as "Cat", attended Incarnation of Our Lord grade school in the Olney section of Philadelphia. After graduating from grade school, Cat attended Cardinal Dougherty High School. After high school he attended the University of Rhode Island and was drafted in the second round of the 1998 NBA Draft by the Houston Rockets. He played with them for six seasons before being shipped to the Orlando Magic along with Steve Francis and Kelvin Cato for disgruntled superstar Tracy McGrady in the 2004 offseason. After playing 23 games with the Magic, though, he was traded to the Sacramento Kings for Doug Christie. Mobley ranked third in the NBA in 3-point percentage during the 2004-2005 season. He signed a five-year $US 42 million deal with the Clippers on July 14, 2005. He is known for his three point shooting, running the Clutch City shootout contest in Houston during his Rockets years. Mobley along with Sam Cassell and Elton Brand led the Clippers to the 2006 NBA playoffs.
On January 28, 2005, Mobley's home was burgalized. Thieves stole $500,000 in cash, jewelry and other items from Mobley's Bel-Air home. Some of Steve Francis' possessions were stolen as well, as they were in Mobley's home at the time.