I've been going to Jack for all of my tailoring needs for the last five years. I went at the recommendation of a long-time Cambridge resident, and I've never regretted it once. Jack obviously knows his craft well, and he takes the time to explain everything that he's doing so that you're just as comfortable with his alterations as he is. All this, and he's a really good person as well.
Pros: Close to T, Quality, Personality
Cons: Not open late
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