From most owners's POV, it costs as much to build a good team as it does a bad team. I doubt Molson is preventing Bergevin from making moves and hiring personnel. Bergevin negotiates the contracts, Molson signs the cheques. For better and worse, our roster reflects the GM, not the owner. Very, very few owners are actively involved in the actual hockey moves. Nothing suggests Molson is; in fact, he's clearly said he's not qualified and leaves the hockey side to his GM. So I don't see how Molson has personally hurt the Habs' roster anymore than he's helped. Unless you guys are waiting for him to spout meaningless cliches like, "We're 100% committed to winning!!", and, "We'll spare no expense!!", his (and most owners') impact on the on-ice product has been almost entirely passive.
My only issue with Molson is his not appointing a qualified President. I wouldn't define that as not caring about winning; it looks more like hubris. Nevertheless, it's the one decision he's made that you can say compromised the team.