Taxi Medallions are the antithesis of a free market system. It's an overpriced regulatory measure that attempts to place large barriers to entry into a market to squeeze our competition, artificially keep supply down while demand remains up, and to funnel money towards those who own said medallions. Drivers lose. Passengers lose. The city's transportation network as a whole loses.
The very same people, politicians, and corporations that are the ones touting "smaller government" and "less regulations" along with a "free and open market" are the very same ones who are in support of a system that stands in stark contrast to what they say.