Holmes seemed shady,
really careless, and criminally flippant re: shipping medical technologies that never worked. But Boies was an out-and-out scoundrel, a real old-fashioned criminal enforcer type.
I had (and still have, to some extent,) mixed feelings about Holmes. She's like an avatar of SV's "fake it 'til you make it" aspect, taken way too far, to an uncomfortable extreme.
Boies, though? He represents the absolute perversion of the legal profession and the Common Law. In him you see how it is used by the powerful to bludgeon and coerce the weak. The Law as naked and unambiguous Lawful Evil. He's the worse villain of the two. And, aptly, this Mephistopheles is the one still walking free.