What do you think…

Anonymous
Op says the restaurant has expertise in wines, so yeah, I'd be annoyed by that. Sounds like it's not The Olive Garden but a place you're paying more for the food, service, and overall experience.
Anonymous
If he was 'just' a server (I say that not to denigrate the server, but to differentiate between a server and someone with sommelier training) he should have called over the sommelier to weigh in. If the restaurant specializes in wine/has an expensive/extensive list, as OP says, either the server should have some sommelier training OR the restaurant should have a full-fledged somm, to answer questions and make recommendations that the servers cannot.
Anonymous
Is isn't a food or restaurant question.

Name the wines, and we'll tell you which one is more suited to your preferences.
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