Four seasons into a spell at Changchun Yatai that ran to 110 appearances, Caballero was voted the most valuable player in the Chinese Super League for 2009. He was part of the Honduras squad that finished third at the 2001 Copa América, won the Chinese title in 2007 and four Honduran championships with Olimpia, made the 2005 Gold Cup Best XI, and played 71 times for his country. Career record: 71 caps and 11 goals for Honduras; club career at C.D. Olimpia, Udinese Calcio, Changchun Yatai.
| 1994–2001 | C.D. Olimpia |
| 2001–2004 | Udinese Calcio |
| 2004–2004 | U.S. Salernitana 1919 |
| 2004–2004 | Defensor Sporting Club |
| 2004–2004 | Club Nacional de Football |
| 2005–2005 | Chicago Fire |
| 2006–2010 | Changchun Yatai |
| 2011–2011 | C.D. Necaxa |
| Honduras | 71 caps, 11 goals |
Honduras legends whose careers overlapped Caballero's
One rank above: Osman Chávez at #26.
One rank below: Brayan Beckeles at #28.
Honduras's editorial top five: David Suazo · Amado Guevara · Wilson Palacios · Carlos Pavón · Maynor Figueroa.