Jason has the vibes of the older brother who will do everything for his brother "but only for a price"
I mean: Jason will help Tim and Steph in their homework because they give him $10 or Jason once saw Dami and Jon breaking into a lab that was illegally using animals as guinea pigs, the two boys bought Jason's silence with half a KitKat and Jason even helped them because the candy is edible
Jason likes to help his siblings, he just does that to mess with them
Even better: it's casino-style. If they want something from him, they gotta place their bets and hope they win.
Jason: Since you're filing taxes, can you do mine?
Bruce: Why do you have a casino under your name in Atlantic City?
Jason: Hey, Roy, just stopping by to check in on everyone. How's the new Poker table coming?
Barbara: *deals the cards*
Steph: I'll raise you two. I need that midterm project done more than you need that stupid mission report.
Tim: You're forgetting who has more disposable income.
Tim: *slaps a stack of bills on the table*
Tim: I can do this all night. I even brought leftovers from the buffet.
Jason: *goes to the Roulette wheel*
Damian, explaining to Jon: If we place our bets on black, we can maximize our chances of borrowing the laser lockpick to free the crocodiles.
Jason: *goes to the machines*
Cass: Third time's the charm. Give me his case file.
Duke: I'll take a stab at the Wheel of Fortune. It'd be nice to have Jason clean my room. Or buy me snacks. Or whatever it lands on.
Jason: Well, everything's looking good around here.
Dick, walking in: Hey, I heard about this place. What's this about placing bets to get favors?
Jason: What are you, a cop?
Dick: Actually, I was wondering if I could try. My bike's in the shop and I really need to borrow yours.
Jason: My bike? Alright. Follow me.
Jason: *takes him out back*
Jason: *pulls out his gun*
Jason: Get on the ground and give me all your money.
Dick: Jason, what the hell?!?
Jason: The house always wins.