Ten to fifteen years ago you saw people that could be considered eccentric people riding around. In a city that has done next to nothing to encourage and promote cycling over the past 20 years, to see that change occur naturally over time despite conditions that have remained static or declined is a good reason to promote cycling even further. None at all. Money is rarely the issue. There is money available for whatever the City decides to build.
Cycling infrastructure has to be deemed worth the expenditure of resources.
Government bureaucrats assume that people who want bike facilities make up a small percent of the population, so it is deemed an ineffective, inefficient use of politicians' and bureaucrats' time to address those issues. If you demonstrate a great safety benefit, people in power are more likely to respond. Many things get planned unnecessarily. Projects get unnecessarily delayed because there is a fear of doing the wrong thing. This bureaucratic fear is crippling because meaningful steps forward require taking risks.