I never realized that we get to choose what pact Wyll has despite it already being established, funny.
I view Wyll's plan to just go and kill the goblin leadership a little more kindly because everything about Wyll's character tells me his powers let him grow used to not having to think things through, that and, going in and killing the leadership is usually what I do too.
With that in mind I'm not sure if I should think he's incompetent or if his braggadocio is just a result of his time being the Blade of Frontier. We've got a petulant prince-ling with daddy issues, who's ego was taken down in a brutal way by the goblins leading to him making a pact that gave him powers enough to be the hero he felt he deserved to be. So he's vain, short-sighted, vengeful...and a good person. The most interesting insight we get to Wyll's past I think comes from the Flaming Fist captain at the burning inn, Wyll was a fuck-up sent to military boarding school where his being a fuck-up got a lot of people killed, and now he's willing to do anything to expunge the guilt of that, or he was for a time.
We're at the stage of the story where everyone has baggage full of dirty laundry, we're getting the first wave of dirty laundry aired; eventually we'll be making choices that directly affect everyone's character journey, it seems everyone will have something at moonrise (or near there). For Wyll we'll be meeting Mizora