I blame Kenny's big mouth for the failure to land Machado. If Kenny doesn't go blabbing to his BFFs Bob and Bruce, I actually think that they get the job done for 8/250-260 with the option years that they were talking about. But KW had to open his yap.
Knowing how it all went down, if that report never gets to Levine and Nightengale, the Padres never get involved. The Sox offer is the best on the table and while the saga could have potentially lasted another couple weeks, if the offers never come, Machado comes here.