“Oh, yeah... See, you can have all the skill in the world and still have a bad day. It doesn't take much for the most fortunate man around to have a fall. A royal family at the height of their power gets betrayed, and that's the end. It's life really, innit?”
Joshua is a very roguish, casual, and carefree person. He's also very cunning, enough so that he can cheat without getting noticed, although Gerik and Artur catch on. He believes in luck more than ability, and is carefree about his job, as shown in Serafew when he is sent to kill Natasha, he'd rather head back to the Arena. He's also slightly flirtatious to girls, especially Natasha; he is also noted to have feelings for her, which is hinted in his first word to think of her as 'beautiful' and his B Support when he bets she will fall for him, a bet she admits he won later on.
Despite his jovial and carefree attitude, Joshua is very loyal, genuinely kind, caring, calm, and composed in the battlefield, as portrayed in his conversation with his mother that he felt deep guilt over leaving her. He shows the most kindness to girls, not only to Natasha but also to Marisa and L'Arachel. Joshua also seems to be fairly honest, as seen in a support conversation with Innes where he cheats Innes out of tons of gold. Innes continues to gamble with Joshua even though he will not stop losing. Eventually, Joshua admits that he is cheating and offers to return the gold he cheated away from Innes.