I've used quite a few tailors in the Cambridge area over the years, mostly for simple hemming and minor alterations. I really liked the way some pants I purchased at Drinkwater's were hemmed (properly double-stitched, breaks ""just right""), and found out that Jack does their alterations. So when I recently dropped my waist size from 36 to 31, there was no question who was going to alter all of my pants. Jack does a phenomenal job and I highly recommend him to my friends and family.
Pros: Does the job right, everytime.
Cons: Not the cheapest, but why would you try to save $10 to alter a $400 pair of trousers?
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