Usage of Retire old man began during the 2008 season. sdsuaztec4 started saying this when Giles was struggling at the very beginning of the 2008 season, but then turned out to have a really good year. People would start saying this after Giles did something good to poke fun at sdsuaztec4.
The use of the term then changed the following season. Despite what had been a long and productive career with the Padres, in the first couple months of the 2009 season it became clear that he was no longer good at baseball. It was assumed that his age and nagging injuries had finally caught up to him. As a result, whenever Giles came to bat and struck out or weakly grounded out to second or short, Gaslamp Ballers would beg Giles to "Retire old man."