>> "You would be no better than a group of highwaymen holding up a bridge"
That situation isn't analogous. If you'd paid via parking meter for a space, then reselling it is merely simple arbitrage. You've already paid for the right to use that spot.
If this was in a private parking lot; knock yourself out. Charge whatever you want. Charge a hundred dollars a minute. But it's public space, and you cannot hold public property hostage and expect me to pay. You would be no better than a group of highwaymen holding up a bridge for a "crossing toll". It's not yours to profit from!