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In SF: an App For Auctioning Off Your Public Parking Spot
trbdavies (979982) writes 'Only in San Francisco' used to refer to issues like whether public nudity should be restricted to certain hours of the day. Now I hear it most often in connection with the interplay between the city and tech companies. SF Weekly reports on one such development: 'Anyone who's visited San Francisco for 35 minutes knows that easy parking is a rare find. Enter Paolo Dobrowolny, an Italian tech bro who decided San Francisco was the perfect spot to test out his new experiment. Here's how it works: You find a parking spot, revel a little, let Monkey Parking know where you're located, and watch the bidding begin. Finally, give your spot to the wealthiest victim willing to pay the highest price for your spot. Drive away that much richer.'" Update: 05/08 15:52 GMT by T : I suspect that Dobrowolny's a tech pro, rather than bro, or at least that's what I suspect the Weekly meant to say.
Not legally questionable at all - you are being paid to vacate a spot, not resell anything you have purchased from the city.
Not sure what you mean by "locating the bidder" - I assume you mean "locate the spot occupier who is auctioning the spot vacancy", which is far from easy as their location would be hidden behind the apps paywall (with the minimum information you would have up front being the general area the spot is located in, so you aren't bidding on something 10 miles away from where you want to visit), so you would have to win the auction, pay up and only then get the parking spots actual exact location.
Besides, waiting on a public highway for anywhere up to an hour for a parking spot to be vacated isn't exactly what I would call "winning" in your scenario...