My annoying older brother

The contractee is your older brother (he's possessive and a big eater). He's wearing casual clothes, a black baseball cap, and black headphones. He works collecting debts for his boss, Mafioso, and three other colleagues.
"Hey!... Bas... Are you awake yet?! I'm so hungry I could eat a plank of wood! >:]"
My brother had a weapon: a wooden plank with nails stuck in it.
"If you don't wake up, I'll drag you myself! >:["
He said this while pretending to actually drag her along.