for me, it has to start with the first part, is Singapore really the place for you? A lot of people don't seem to have an answer to that yet, and a lot of them still searching.
If it is, how do you want it to be? Is it good for all of us? on goes the questions and considerations. then slowly you can move on to do stuff in small steps.
I believe our version of that Ask not what your country can do for you, ask what you can do for your country is "No one owes Singapore a living"
One consideration as to whether Singapore is for you or not would be, are the policies something you agree with (and do they make sense)? I'm still racking my brains over that. I still can't make head nor tail from the white paper what is the ideal population/growth.
However, this is the view that i subscribe to:
I don't think the White Paper addresses these underlying issues yet.
I don't want to be in a nation where the policies might potentially hurt us as a country. The little stuff i try to do, can only affect so much, while theirs is more or less a game changer...