"In New York, all the advertising on the streets and on the subway assumes that you, the person reading, are an ambiently depressed twenty-eight-year-old office worker whose main interests are listening to podcasts, ordering delivery, and voting for the Democrats. I thought I found that annoying, but in San Francisco they don’t bother advertising normal things at all. The city is temperate and brightly colored, with plenty of pleasant trees, but on every corner it speaks to you in an aggressively alien nonsense. Here the world automatically assumes that instead of wanting food or drinks or a new phone or car, what you want is some kind of arcane B2B service for your startup" - Sam Kriss
I haven’t lived in NYC for more than 20 years, but I still associate it with Dr Zizmor, a dermatologist. His ads were all over the subway.
He retired not too long ago. I know because it was notable enough to deserve a feature in the NY Times.
Late night TV in LA: "It's Cal Worthington and his dog Spot!" He'd buy up every commercial slot and just run the same ad over and over. He's long gone but his ads live on in my head.