Upvoted for the point about ego boundaries, but pardon me, "overly smart"??

Yes, when you take on a job for someone, it's wise to focus on fulfilling the request, and to avoid inflicting help that they haven't asked for. And if the managers are bumbling their way around, your interests are also partly at stake (i.e. you may lose your job if the company fails), so it's legitimate to want to do something about that. You have no obligation to do more than update your resume, but you also have the option of trying to improve things.