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I just replayed the level download straight from the Workshop and was able to 100% it. To make it on time, Atrk171 needs to head up on the northern mainline through Back Bay platform 3 to Forest Hills, where it drops down to the middle track (crossing through Forest Hills platform 2) out to Route 128. It arrives at 8:05:30 on the dot, technically 30 seconds late but far from being penalized.
Currently for Route 128 (1):
Atrk171 @ 8:05 to 8:07
P804 @ 8:08 to 8:10
Seems like should be the other way around, then P804 not having wait around so long and provides a bit of time margin for Atrk171.
I tried this map and went through half of the timetable; It's super awesome, the timetable is well made and I love the layout.
There is one train however which I had troubles around, it's Atrk171, I don't know if that was intended but this guy had only one locomotive, and returning it at Boston South I didn't realise this until it was in the middle of a line run, so I had to reverse it and make it go via the loop on the Newmarket line. But other than that, I really had fun and find the timetabling very accurate and satisfying to watch coming along. Kudos!