skill; proficiency; being good at something
Polite noun/adjectival noun praising someone's ability. Often used with です or な to describe a person or their skill. Can sound patronizing if overused or used sarcastically.
Ms. Tanaka, you are very good at cooking.
I was moved by your skillful performance.
flattery; smooth talk
Refers to insincere praise or flattering remarks. Often used in the phrase お上手を言う (to flatter).
Flattery will get you nowhere.
He always says flattering things.
Polite prefix お + 上手 (skillful). The flattery sense derives from the idea of praising someone's skill, often insincerely.