From a very distanced perspective, it seems to me that Ross is much more no-bullshit than Joe. "Sledgehammer" is probably never a word that would be used to describe Maddon, and the fault in Joe's temperament is likely being too nice.
From public comments (both from Ross and his contemporaries), it seems like that's not a problem for Ross, and that, for however much he buys into the idea that players are adults and don't need to be micro-managed, he was also very much an enforcer in the 2016 clubhouse.
That sounds pretty spot on for the kind of cultural change we need. In fact, trying to force wholesale cultural change through an organization can be *very* destructive. Upholding the low-pressure, respect-oriented culture while installing a leader whose natural instinct is to nip (sometimes forcefully) at the heels of guys who aren't keeping up their end of that arrangement sounds great to me.