Gambler's First Points were awarded by Judge Dorothy Nickels in November 2000. He finished his Championship with a 5 point Major under English Judge Mr. Tim Hutchings, shown by his co-breeder, Erin Struff.

Gambler spent 2003 visiting Mexico where he took the show ring by storm. In the loving hands of Mario Quiroz & Family of Quiroz Boxers, Gambler passed his Temperament Test and went on to add a Mexican Championship to his list of accomplishments. Gambler became a SOM, March 20, 2010.