Trainer Steven - all grown up! (Patreon)

Is Steven a mob boss? Not explicitly... but I can see him being the head of a Pokemon Contest organization - something glamorous but also dangerous. 

He SEEMS like a bad guy, but when you meet him outside of battle (when he's not turning around in a spinny chair with ominous underlighting while holding Carbink in his lap and monologuing) you realize that he's the type of trainer that dotes on his Pokemon to the point of ridiculousness, and sets up a private marriage ceremony in his rooftop garden for them. (Darcy and Salem did not know nor care about what a wedding is, but they did enjoy the afterparty, which was a win for everyone.)