I am going to briefly address one thing I think you (and Will) are overlooking. One potential conflict here. And then I will shut up about it.
First, I think everyone gets where you are coming from. This is how you put groceries on the table. You want to stay on good, friendly terms with your peers. Everyone here gets this and no one would begrudge you for it. One never knows where the next job offer may come from, right?
The small issue that might be created here is that what's best for your own career might not necessarily be the same as what is best for this site. And, from my perspective at least, what is best for my fellow users. So, I see a small crack here where all interests may not be perfectly aligned. I hope you can understand this.
But, let us see what the boss says. Aaron is a good guy. I like him. What he says goes.