My dad and I were just talking about this the other night, though he couldn't remember which Blue Jacket it was.
There's absolutely nothing wrong with a 22-year-old seeking financial advixe from their parents and support team, especially if that parent played the game at a similarly high level - The hope, though, is that the advice is good, and there seems to be doubts regarding Michael's history and any advice that he might give.
In the end, Willy's his own person, though, and hopefully he understands that well enough to know that it's he - not his dad, and not his agent - that is signing his name on that contract. He has all the power in the world to say, "I hear you, I appreciate your advice, but this is what I want to do."
This all still feels fairly standard, though, and I'm refusing to let myself worry about these negotiations - It'll get done in due time.