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I don’t know about that other guy, but Pittsburgh has always interested me (a Chinese Canadian), for the following reasons:
* It has a population of merely 300k/2.6mil (city/metro) which makes it a little more than half a Seattle, and yet it looks like this beautiful cosmopolitan metropolis as depicted by this picture. That suggest a lot of density, culture, and livability.
* It is a non-coastal city, and yet it’s apparently got more bridges than Venice, and well known for its natural beauty.
* According to Wikipedia, the city’s economy has adapted from the old steel industries and diversified to many booming fields of today, including tech, healthcare/biomed, finance, and nuclear engineering. This sounds like a very forward-looking city that knows what it’s doing.
* It is the home to Carnegie Mellon University, which has great recent reputations among geeks. Both the inspirational [Prof. Randy Pausch](https://www.youtube.com/watch?v=ji5_MqicxSo) and the super cool [Johnny Lee](http://johnnylee.net/projects/wii/) came from there.
* It is the setting for that “I feel infinite” scene from *The Perks of Being a Wallflower*.
Out of the U.S. cities I haven’t been to yet, probably the only city that I would prioritize over Pittsburgh would be Chicago. That means it beat out Portland’s hipsterdom, Houston’s NASA, San Antonio’s Alamo, Atlanta’s redneck metro combination, New Orleans’s cuisine, Denver’s amazing-looking new railroad station, Minneapolis’s maze of skywalks downtown, St. Louis’s history where Tom Sawyer played, and Miami’s long beaches and laid-back atmosphere.