I've used a few different tailors over the years. Each one has had his particular strengths and weaknesses. But they all have one bothersome thing in common: I invariably have to argue with them over the length of my pants.
I like a 29" inseam, just touching my shoe and covering my sock with only the slightest suggestion of a 'break'. They always want to go much longer. When I've deferred to them, I've ended up with pants a mile too long, or wearing my pants up to my armpits to make the length right. What's odd is the fact that this seems to be typical of almost every tailor I've used. I often have to say something along the lines of 'I'm the customer and they're my pants, so just do what I ask.', which diminishes the whole experience of having a tailor, in my opinion. I always want this to be something to look forward to, not a chore or an errend. Now I'm sure these guys are used to dealing with a lot of people who have no idea how clothes should properly fit. You would think they would be glad to get a customer who knows clothes and knows exactly what he wants. Or maybe they find it a bit odd, since most men today tend to like their pants to fit like a set of window drapes.
My wife has a sewing machine. I think I'll just learn to do it myself. My grandfather was a tailor, so maybe it's in my blood.