I find it hard to empathise with the author's poor financial planning.
5-years ago, when he decided to buy the private property, a 3-room resale flat in a popular estate can be bought at around $150-180K, while a 4-room would have cost him around $250K. A 3-room flat is enough room for 2 persons, as it is around the same size as a studio apartment in a private condo. If he was serious about having children, this would have been a prudent decision. One wonders why there is a need to consider the 5-room or condo option if calculations show that paying the mortgage would leave one with little savings.
Given those figures, and the fact that he and his wife started out with little savings, it is hard to argue how buying a condo would be financially more rational, IF there was genuine intention to plan for children.
He has to learn to learn to deal with his expectations first before crying for government help.
Incidentally, I have a friend who used to hold a director position in an MNC, easily making more than $150K a year. He recently decided to enjoy his life and took a lower paying job. All along, he was staying with his wife and 2 kids in a 3-room flat, and only recently 'reluctantly' upgraded to a 4-room because his area kena 'en-bloc' by HDB.

regards,
obiterdicta