Sounds good so far, I'll add just two points: first, I'd go for a heavier fabric, so leaning more to the 11 than the 9oz. Drapes better, wears harder. S120 is absolutely high enough. And the second, most important thing: the chemistry with the tailor has to be right. Do you like the stuff he does, the cut, the details? Can you communicate easily? Then nothing can go really wrong.