I didn't share my opinion to personally insult anyone on the board, so my condolences that it was taken that way.
Stamford is just a boring, stale city. I can't deny, but the downtown is rising upward and upward, both in terms of cost of living and the literal height of its buildings. I agree it's not pretentious, but it's not fun and it's not aesthetically pleasing.
Personally, I really enjoy downtown New Canaan. It's a beautiful little downtown and as a kid born and raised in Greenwich, I've learned to be impervious about caring about other people's wealth. I can enjoy driving through the streets of New Canaan, Darien, Greenwich, Westport or any other expensive town without disdain towards the financial fortunes of my surroundings. It's a nice feeling.
In response to your critique of Norwalk, you picked the absolute worst thing about Norwalk, so I can't put much merit into your low-hanging fruit. New Jersey is known for the stink of Elizabeth, but it's not fair to judge an entire state based on a bad passing smell on the NJT, right?
Stamford's population has grown, but so has Norwalk's population. The difference in population growth over the last decade is 5.7% to 3.8%, so while I crown Stamford the King of Connecticut Major City Population Growth, generally there's been strong growth across the Gold Coast. It's interesting you failed to mention that both New Haven and Bridgeport have seen population growth over the last decade, but that would dilute your argument, so I get it.
In summary, glad you love your city and I hope all people get to love where they live.
Now back on thread, how about Norfolk, VA?