In a fantasy world of a fantasy League, I would think the best setup would be:

Negotiator: @FuzzSHL Fuzz always manages to find a way to make the numbers work, and sneaks deals in that pay off for years down the road. The guy has the skills that GMs are supposed to have in making the numbers work, but goes even further by making those skills work with some incredible luck.

Strategist: @Fitted2106 I will write Fitted2106 here as many times as it takes before the SHL forums create a working @ function. There is no man, woman, or child, who knows FHM or its systems better than Fitted. If there is one person who should be on a successful team deciding lines, it is Fitted.

Scout: @slothfacekilla Belongs here for their history as working as a scout, as well as their knowledge of the workings of the site as a whole. Not only being able to scout people and bring them to a room, sloth helps maintain an environment that builds players into their better selves.

Clubhouse Leader: @sve7en is a difficult pick here, because they easily belong in all four categories. Sve7en hits every base better than you could've ever asked for. They are determined, focused, and a rallying point no matter how difficult times may be. The prompt description of "inspiration" does not nearly do them justice.