While I have no idea how good a manager Ryne Sandberg would be (I'd probably be against hiring him); I've said it before, having previous ties to the Cub organization - especially by a popular player like Sandberg - probably counts against him being considered for an important role with the Cubs. Number one, I don't think management wants to be on the opposite end of hostility if things go wrong, especially considering that Cub fans - being the sentimental lot they are - would most likely turn against them if things went awry. Secondly, I think the Cub front office is genuinely skeptical of all thing Cub-like. They might not know how to build a winner, but they are cynical enough to not want to entrust their team to some former Cub.