He also played for the Detroit Tigers (2001–2002), Pittsburgh Pirates (2003, 2004), Chicago Cubs (2003), Tampa Bay Devil Rays (2004), the NPB's Orix Buffaloes (2005), Texas Rangers (2006) Philadelphia Phillies (2006–2007).

On February 19, 2004, the Pittsburgh Pirates signed Simon as a free agent to secure the team at first base for the upcoming season.

After less than a month with Tampa Bay he was released and signed with the Orix Buffaloes of the Japanese Pacific League.

On March 4, 2024, Simon was hired by the Toros de Tijuana of the Mexican League to serve as an assistant batting coach.

His bat struck only the top padded part of the costume, well above her head position, causing her to lose her balance.

When Simon returned to Miller Park later that year as a member of the Chicago Cubs, he purchased Italian sausages for an entire section, and during the race, his teammates playfully held him back until all the sausages passed the dugout, while manager Dusty Baker guarded the bat rack.