Earlier quoted context omitted.
And yet Boston's MBTA is still one of the top 5 best transit systems in the country, which is saying something. (Fun fact: Boston's red/orange/blue lines are also the most cost-efficient transit system in the US, as measured by farebox recovery ratio.)
The T's FRR is the highest in the country: all of 30% or so. So it doesn't come close to giving acceptable service _or_ paying for itself. The basic problem with the T is that it's a state agency. By which I mean, it depends on the support of the entire Massachusetts legislature, and if you are a legislator representing a district in western Mass, funding the T is a hard sell. Your constituents are going to be worrie…
How would they pay for it? It's set up the way it is for a reason.