Chicagos biggest problems are corruption and special interests. Corruption means that labor has become very expensive for the government and most civil servant

Chicagos biggest problems are corruption and special interests. Corruption means that labor has become very expensive for the government and most civil servant leaders tend to be incompetent. The incentives created when being in leadership is not about competence led to an environment where very few in the government are interested in improving the systems they run and those that focus on improvement generally don’t rise to obtain more power. The power of special interests means that it is impossible to make quick decisions, even if they are obvious. Everything is a long, drawn out process, so the decisions that are made tend to be the ones that benefit people who can pay lobbyists. Singapore is pretty much a benevolent dictatorship. Their government makes quick, technocratic decisions that legitimately attempt to make society as a whole better in the long run. The short term popularity of these decisions is effectively irrelevant, which allows them to do things like employing slaves and being extremely tough on crime.