This is similar to how I've interpreted it. The character comes from a pre-enlightenment society, and is considered one of the greatest intelligence agents largely due to his ability to get results where nobody else can. He privately attributes this success to a rational mind and extensive [chess] skill that trains him to approach things as though they can be solved. While "stop and think about problems like they were games to be won instead of chores to be blamed on someone else" may seem obvious to people used to thinking like that, it's a major shift for most people.