Did it for two years, PVD to South Station. Would not recommend. Sometimes, it was comforting to find myself on the train on a winter morning, but overall, I would recommend telecommuting or finding a job closer to home. I personally would take 20% pay cut to eliminate commuting that distance. It might make sense if you're just starting your career or a baby boomer with a work till you die ethic, but imho it's not worth the additional time being sedentary, schedule constraints, and unnecessary interaction with crowds. The added leg of the redline to South Boston is the miserable cherry on top. If you said it was to the other side of Boston like Cambridge or Longwood, I would laugh at you and disparage your miserable existence. Don't even get me started on taking the bus. If your employer has parking, I would say driving is best because at least you have some control. If you can't afford to live in boston, why are you working in boston?