Born in Orlando, Florida when there were still orange groves in the city and Disney World wasn't yet a gleam in developer's eyes, Rob Smith, Jr. learned to cartoon at a young age. Rob credits his fourth grade art teacher, Nancy Kiffer, for noticing his work and, with Michael Hanson, who was seeking artists for his caricature stands around Central Florida, for getting him started in the cartooning biz at the tender age of 16, when he worked at Stars Hall of Fame and Circus World. Subsequently working at Walt Disney World and Gatorland, Rob paid his dues doing retail caricatures before taking on caricature as entertainment at corporate events.
After graduating from Edgewater High School, Rob studied art at the Ringling School of Art and Design and the Joe Kubert School of Cartoon Art, where he made lifelong friends with fellow students and instructors alike. He also studied political science, philosophy, and religion at Valencia Community College and at his mother's alma mater, Rollins College. In 1992, editorial cartooning became a passion for Rob and he began to produce cartoons regularly for the Winter Park Observer and the Lakeland Ledger. He has received six Florida Press Association Awards for his work.
Rob worked for the City of Orlando for 20 years as an artist and traditional (non-computerized) cartographer, drafting and archiving maps, and got to know his hometown like the back of his hand. On the side, he performed at corporate events and continued to cartoon, in syndication for 6 years with the now-defunct DBR Media and for 8 years with the Glenn Beck Program. Rob "retired" from the city in 2006 to pursue full-time cartooning and caricature gigs and is now a resident of Ocala, Florida.