It's the same with liquor licenses in Boston (maybe all of Mass., but I'm not sure about that). There's a limited number of them, but they can be resold, usually fetching more than a million dollars. This is a huge startup cost for new restauranteurs, but they have held their value, such that when you decide (or are forced) to sell or close the business, you can recoup that initial investment. Issuing more licenses or trying to reduce the cost of them in other ways would just destroy that value for the owners, most of which have taken out loans against them that would still need to be repaid.
Also the current protest is not about Uber but UberPop, which is kinda illegal at the moment and rightly so. I don't mind the taxis getting fucked over by their own greed, but I'd prefer if it was done lawfully.
Taxi drivers are willing to pay $250k to get a license from other taxi drivers! It's a token that get passed around.
The day these license are worth $0, the last owners will be screwed. Ponzi ?