This study explored motivations for gambling among Polish men who had retired. The research team interviewed 44 older men aged 55–83 years. All participants had retired and gambled regularly (at least once a week) for at least six months prior to the interview. The research team identified 10 gambling motivations, which were grouped into five categories. The most common motivations were in the self-gratification category, especially sensations and entertainment. Challenge was a motivation in this category that was rarely mentioned. Older men without problem gambling were also motivated by social reasons, but not older men with problem gambling. Older men with problem gambling more frequently cited financial reasons, coping with problems, and spending time or acting out of habit.