Since then, I've avoided the night owl like the plague, so I don't really know if it has improved at all in the two years since this happened. From my experience though, the T's extended night service was attrocious.
The night owl on the D Line can be a real crap shot. I've only used it twice, both going from Kenmore to Newton Highlands (actually, aiming for the Eliot stop, as I lived right at the end of the Rt. 9 footbridge at the time). The first time we used it, there was a supervisor at the Kenmore night owl stop, helping everyone find their buses. He asked us where we were going, and when the D bus pulled up, he told the driver how many people he had boarding for different stops.
When we got to Newton Highlands (nowl, keep in mind, we didn't know at this time that the Night Owl didn't go to Eliot), there were only a handful of people on the bus. The driver asked if he had anyone for Eliot, to which we said yes, and he went down to Eliot and dropped us at the corner of the street that leads to the station lot. We were very pleased with the service.
The second time, we again got on at Kenmore (supervisor there who asked us where we were going, and just told us "Take the D bus"), and after Newton Highlands, the driver sped up Walnut St., avoiding Eliot altogether. At this point I jumped up and asked "What about Eliot?," and she slammed on the brakes, opened the door, and said, "that was Eliot." (i.e., back at Newton Highlands).
So, we at least avoided going all the way to Waban. It wasn't till after this incident that I realized that there is no Eliot stop on the Night Owl -- but the first trip we took sure made it seem that way.
Since then I moved away from the Green Line, and have tried to use the Red Line Night Owl a couple times, but each time we gave up waiting for it and took a cab.
I've always wondered if it is really that much cheaper to operate buses for about two hours two nights a week, versus just keeping maybe half the number of trains running instead. Or, was the night owl just set up to fall on its face, thus proving that there's no demand for late night transit service in Boston, and get the T off the hook for a few more years...
Okay -- appologies for this not having much to do with the quiz any more