Middle class life is pretty reasonable in Singapore. You can have two working parents with boring, average corporate jobs (the economy is very strong in Singapore), then you live in modestly priced public housing, ride public transit everywhere, and send your kids to public schools. It seems fine to me. And the middle class isn't something rare in Singapore; it is most of Singapore. You can also hire a cheap domestic helper to cook most of your meals, clean your home, and shuttle the kids to and from school and activities. This is a very common pattern in Singapore.