Collymore made front page news in February 2000 while playing for Leicester City, when, during a team break in Spain, he set off a fire extinguisher during a night of drinking inside La Manga Club which resulted in the entire team being sent home and banned from the resort. Collymore was fined £30,000 and ordered to undertake community work by boss Martin O'Neill for the incident. Later, in December 2000, while playing for Bradford City, Collymore suffered a broken nose after he was assaulted by two men in a Birmingham nightclub. He was subsequently cautioned by manager Jim Jefferies.