I think there's something in what you say about mgt. For example why have dividends been so low w/r/t the industry for so long?
What mitigates the problem for me is that the Fine clan have large chunks of stock.* (Don't take this on faith--in case I've made a mistake or something please check the footnote below.)
So, no, they may not help me sell well in a particular year. But they also don't buy in shares at high prices, they don't waste money on speculative nonsense (that I know of!) ... in short they're in the boat. To me that seems good.
With regard to the low dividend payout, my guess is that it has to do with taxes. The Fines have pretty good compensation so dividends increase their taxes. This isn't so bad currently because of the Bush 15% tax rate on dividends. However, if that rate expires, the Fines could be looking at a nearly 40% tax rate on the dividends they receive from ITIC.
In addition, because they control ITIC, they can do what ever they think best for their money within ITIC, so why subject their share of corporate earnings to another level of taxation by paying it out in dividends. This is the situation faced by all people who own enough shares of a corporation. They seek to maximize their wealth with respect to themselves and the corporation they control as a group.