After reaching adulthood, Rupert worked as a farmer for several years, growing corn, potatoes, and wheat, but his specialty was growing tomatoes.
Tomatoes grown by Rupert were sweeter and juicier than those grown by other farmers because he had his own secret technique—adding bone meal to the soil in which he planted tomatoes, making them not only grow healthily but also taste delicious.
Because of this, Rupert was affectionately referred to as the Tomato Boy by the other farmers in his village...
Eventually, he grew tired of farming and spent some time as an adventurer. However, Rupert was not particularly skilled in martial arts and had several close calls with death during his adventures. In the end, he used the money he had saved to bribe a minor leader in charge of city defense, ultimately becoming a guard in Trileaf City.