I think he understands that mate. It might be why he referred to it as being the "MC's schtick".
A schtick is a performance or gimmick, as well as being someone's special talent.
As you know, MC's special talent is making his opponents underestimate him. Putting on a performance & making himself look less competent than he is, in order to lull others into a false sense of security.
That's his "schtick".
I like your idea for the part about Wilfred using Gracie being shot to bring MC out of his shell. That is plausible & works pretty well, to a degree.
But is Wilfred really willing to go that far, with Cordia?
If he was to pull something like that, without her knowledge, he could well face the full fury of the Blizzard Queen & bring Luna down on him as well... fuck he could get the whole triumvirate out for his blood if Gracie doesn't take kindly to being intentionally shot on his command!