* When it's part of a proper noun:
* "I went to Tailor's for a new suit." (referring to a specific tailoring shop named "Tailor's")
* "The Tailor's Guild held a competition." (referring to a specific organization called "The Tailor's Guild")
* When it's used as a title before a person's name:
* "Tailor Smith altered my dress."
* When it's the first word of a sentence:
* "Tailoring is a skilled profession."
However, you wouldn't capitalize "tailor" when it's used as a common noun, referring to the profession or the act of tailoring:
* "I need to find a good tailor."
* "The tailoring on this jacket is exquisite."