The wealthy man (or class) is also receiving more services with the money he pays. They're getting government assurances on their investments - cue what the American government did for investors in Argentina, or the Middle East...

...or the subprime scandal. The poor person loses his or her home, but the government talks about bailing out the banking industry. (Which reminds me of the savings and loan bailout in many ways.)

I think the more appropriate analogy is the software package. A software developer charges wealthier people more for the same software package, but they get personalized technical support that makes sure the software works for them, even modifying the source code to make it easier for their usage. Sometimes this makes the software more usable for those who are charged less, sometimes it makes things harder.

When a price break is announced, combined with additional change requests requested by the wealthy (including bankruptcy "reform"), those paying less get a little upset.