My tendency is to assume that the homeless man would steal the $1000 via violent means, whereas the hedge fund manager would steal the $1 million using nonviolent deception. In addition to a belief that violent crime is actually worse, there is also the bias that it is easier to visualize. A homeless man stealing $1000 looks like a man pointing a gun at a cashier. A hedge fund manager stealing $1 million looks like a guy at a computer with a spreadsheet open.

Of course, I work at a hedge fund manager right now, so I have additional biases.