Where is the best city in America to live and work if you are high end and why?

I am toying with the idea of moving. I am born and raised in Los Angeles and have lived here my whole life. I have mostly stayed because it feels like a safety blanket for me. I don't get a ton of work here but I have met a few quality clients.

But I feel ready for something new. Also, I actually love rain and moody weather and get depressed when it's sunny all the time and there are no seasons.

Anyways, what has been the most financially lucrative cities you've lived in or visited? New York City seems very competitive and difficult to make money in. I've tried to tour there a few times and got zero inquiries.

The top citifies on my list right now are Seattle area or Chicago. Anywhere else?