At the 2001 Mr. Olympia, Cutler tested positive for banned diuretics ,  but sued and had his second-place finish reinstated. [ verification needed ] Cutler won the Olympia for a second consecutive year in 2007. He became the third Mr. Olympia in history (after Arnold Schwarzenegger and Franco Columbu ) to win the title in non-consecutive years after defeating the reigning champion Dexter Jackson in 2009. In 2010, he won his fourth Mr. Olympia title, defeating Phil Heath . In 2011, Cutler was runner-up to Heath at the Mr. Olympia. In 2012, Cutler was unable to compete at the Mr. Olympia due to a biceps injury. Cutler competed in the 2013 Olympia and placed 6th.
The trip to Acropolis rock and the Parthenon was something astonishing to him. He confessed to me that during his professional career, he never had the time to focus on things that he is able to enjoy today. Jay and Monique were really impressed with the sightseeing in Athens. Later, we had lunch and afterwords we went to the bodybuilding show. There, he singed and took pictures with a plethora of fans, who were waiting to see the living legend once more. Jay was friendly, polite, kind, patient and gave a magnificent seminar. The following day, they left to Santorini Island. He would enjoy the Mediterranean Sea, sun and of course the Greek cuisine.