Would market-based meter pricing help in Boston?

When you have a car as I do it’s a constant game of rationalizations: Should I drive into the city tonight or take the T from the burbs? How bad will the traffic/construction be getting in there? What are the odds I’ll find a metered spot and not have to pay more for a garage? Am I going anywhere near Fenway/The Garden on a game night when I’d have to pay even more?