Upset and angry? I find it partly annoying and amusing but not upset and angry. Planning for his future…? Isn’t his immediate future his responsibility to the Bears organization? They are going to pay him well. As I asked has there ever been a rookie that declared his involvement in a private investment firm? Ever? As I also said you become a fiduciary regardless of your level of involvement and that is a distraction because it is a responsibility. These are not trite things. Add this to the mosaic of Williams behavior and it is concerning. Clearly someone who believes he is smart like you sees this.
Tell you what. Not sure what you do but go in and tell your boss you are going to start a well capitalized new business venture that involves managing private investments tomorrow. See what he or she says.