Well, I would say that having an "over enthusiastic" owner to put it nicely, is not something that agents, other GMs, or maybe even the team's own GM and coach appreciate all that much when usually the chain of command is somewhat clear with how these things are run.
It's not just about the agents thinking Dundon is cheap and they can't get their clients paid. Having an owner, a member of the board or someone like that meddling in the day-to-day operations of a business rarely leads to anything good. And I'm not talking just about sports here, can talk about my own experience in my own company as well.