Double-dipping occurs when someone holds two government jobs, usually at two different levels of government. This is not legal in many states, and for a good reason. It sets up many possible conflicts of interest, not the least of which is that when you're doing one job, you're not doing the other. It sometimes means actually dealing with yourself, wearing both your hats at once. It leads to a lot of pork-barrel spending, as local officials use their state power and local connections to direct state grant money.

Lobbyists, lawmakers, and charitable fundraising form a triangle that is both virtuous and harmful. Community leaders like to be identified with charitable groups, and charitable groups like to be identified with community leaders. It's a natural combination. But what is not natural, or even easy to see, is the line between charitable fundraising and campaign fundraising, when lobbyists, contractors, and developers enter into the picture. The typical problem involves a mayor's favorite charity.

Here's a difficult case involving a board of education's attorney. The board of education in a wealthy, medium-sized Connecticut town is represented by a large law firm that represents 80 boards of education across the state (half the state's total). That same firm is representing a developer that is suing the town's planning and zoning commission, and it appears to be a controversial matter. There is no doubt that the state's rules of professional conduct allow a firm to represent both a town and another client that is suing it, as long as there is no relationship between the matters.