`When does Wyll tell you the truth about his condition and why does he think he can masquerade as a swashbuckler when all his abilities point to being a warlock?
I hope that the plan is to make him a Hexblade warlock, or at least take Pact of the Blade. Although 1) he starts at lower level than where that choice is baked in, which isn't quite thematic, and 2) tbh the Imp familiar is amazing and I'd miss it.