I did a Google search for tailor Frank Shattuck, who was discussed in this post. I found a 1997 Esquire article that profiles two Sicilian tailors, Salvatore Ragusa and Vincent Nicolosi. Shattuck sublet a table in the space of one of the tailors. It's a longish article, but worth reading if you have the time. An excerpt from the article:
The customer for whom Mr. Ragusa is cutting the pants is the only person who calls Mr. Ragusa "Sal," who treats Mr. Ragusa as a servant. Not that Mr. Ragusa complains: "He good customer. He buy a lot of suit." Indeed, the relationship between tailor and customer is a complicated one. On the one hand, a tailor needs a customer the way an artist needs a patron. On the other, the customer is a ball breaker. A heartbreaker, ultimately. "I see a lot of crazy guy in this business," Mr. Ragusa says. "One man, he own a lot of buildings in New York. Very rich man. He always buying buildings. But when he come to me, he ask for discount. I say, Why you want a discount? You very rich man. I very poor. You come here because you want a suit. I make a suit. You understand. You pay me. He get mad at this. He want discount. Finally I say, Okay, no more suit for you." It is the last line of many of Mr. Ragusa's stories about his customers and an indication of why he is at the end of the line, as a tailor: "No more suit for you."
He has not passed his trade on to his son; he wouldn't, because he doesn't want his son to suffer the indignities he has and because, in his words, "With a stitch, you never get rich." Mr. Ragusa's son is rich, and Mr. Ragusa has made many suits for him. A few years ago, however, Mr. Ragusa's son grew out of his house on Staten Island, just as he had grown out of the suits that Mr. Ragusa made him. "He buy bigger house in New Jersey. But when he move, he have . . . yard sale. He sell my suit. Five, ten dollar. A man come, he buy them all. Because he know the work. Ten, fifteen suits. Now my son, he want me to make him more suit. He beg me. 'C'mon, Dad, make me suit.' No more suit."
I'm not optimistic, but reports of bespoke or bench tailoring's death seem to be slightly exaggerated.