We are getting there. It's a evolving economy and changing in mindset. Gov't is encouraging people to be entrepreneurial. You can see this from diff govt agency providing some form of support to SMEs and entrepneural projects. Critical mass is one thing, but i do think culture and society plays a big part. Just look at HK. People there are more entreprenuerial. Not right or wrong, just a fact.
At the end of the day, Singaporeans are known for being kiasu, this is a fact.