Edit: wow, this turned a lot longer than I expected. In short: the squeal is high-frequency noise, which has to be considered carefully.
What piques my interest here is the frequency spectrum on the last page of the report. Massive peak at 4.1 kHz (equal in pitch to the second-highest key on the piano), and harmonics at 8.2, 12.3, 16.4, 20.5, and 24.6 kHz. Those are high frequencies, much higher than almost anything you encounter in everyday life (unless, of course, you change at Park Street).
High frequencies are a completely different realm from the low-frequency rumble of a bus or a locomotive. They carry farther, and they are perceived to be stronger than lower noises. My school's marching band has one piccolo player. She's not any louder than the rest of us, but she can quite literally drown out a 6-person band (including a dozen trumpet and four base drums) because the human ear is so sensitive to her notes - which are right up around 4 kHz.
Those frequencies are also dangerous. They damage your hearing much more easily than low frequencies, and they cause headaches. The piccolo player wears earplugs when she is playing high passages, and I feel that the noise at Boylston or Park Street (which are Green Line trolleys, yes, but the screech is fundamentally the same) is far greater than standing an equivalent distance from her. If you can hear that piccolo - loudly - across a football field, then you can certainly hear the trolleys.
One part about what you're saying I absolutely agree with - that it's yuppies complaining. But I disagree that it's just them being selfish. Starting around age twenty, the upper frequency of hearing drops from over 20 kHz to only about 12 kHz by late adulthood. You're about fourty, I'm guessing, Mr. Joyce. You probably can't hear that 20 kHz peak any more, and the 16 kHz peak is getting fainter - and none of that is your fault. it's just life.
Noise-induced hearing loss - which can result from a lot of causes, including the noise of a city - causes a "notch" in hearing at between 3 and 4 kHz (
source). Between losing the upper harmonics and losing that notch, a longtime city resident is not going to physically hear much of the squeal, and what they hear will be cleaner - and easier for the brain to filter out - because there's less harmonics. I know that I hear the Green Line squeals better than most riders, and the key variable seems to be age.
I have not personally had a chance to visit Ashmont (this fall...), and I certainly don't live there. I can't know for sure how disruptive the noise really is or isn't, and it might well be a couple of NIMBYs with a chip on their shoulder. But that high-frequency sound does worry me, and I can see where the complaints could come from.
(Almost done...)
Course, the MBTA shoulda had a brass player on their little team of audio experts... they woulda recommended Al Cass valve oil. If there's anything that can cure the sounds of sliding metal better, then I've never seen it.