Can Singapore win a war? Yes i believe it can, militarily. As earlier posters have pointed out, the SAF is more than a match for the armed forces of most neighbouring countries in terms of equipment and training. You can find this out easily from open source info on the web, there is no need for any top secret info here.
Actually, i rather hope that the neighbouring countries visibly improve their armed forces so that Singapore doesn't get too cocky and over-confident and trigger happy. If the armed forces in the region are more balanced, it will decrease the chances of armed conflict breaking out because nobody can be sure that they will win it.
And as for the SAF pledge, which Altrex brought up:
All male citizens above 18 pledged their "allegiance to the President", "to support and defend the Constitution" and "to preserve and protect the honour and independence of our country with our lives". These lines are taken from the SAF Pledge. How many of you actually understood what you've pledged yourself to and lived by it?
I would suggest that oaths taken under duress don't count for much. Singaporeans are forced to say pledges and are conscripted into the army by law, not because they really want to.
Besides, how many Singaporeans actually know what a constitution is, let alone what their country's constitution says? If you don't know what your constitution says, how are you going to "support and defend" it? And why should you risk your life doing so when the constitution that you die defending may be changed the next day to suit the whims of the ruling party? If, for example, the constitution was changed so that citizens who are most likely to vote for a certain party get 2 votes whereas those who are least likely to vote for them get no votes, would you still support it?
And as for "allegience to the president," what does that actually mean? If the president asked you to stage a military coup and install him as a dictator, would you do it?
And as for preserving the "honour and independence of our country with our lives," go look for a poem called "dulce et decorum est pro patria mori".
I urge all Singaporeas to think about the pledges and oaths that they take. Do they make sense? Do we mean what we say when we take the pledges or do we just say them just in order not to get in trouble with the authorities?
And do the authorities behave as though they themselves honour the spirit of the pledge? For example, the Singapore pledge says "...to build a democratic society, based on justice and equality...", but don't we keep hearing that "democracy" and human rights are western inventions and not suitable for us because we have "Asian values"? And what of "equality", in a materialistic "meritocracy" like ours, do we actually treat all citizens with equal respect, or are some citizens more equal than others? We spout high-sounding slogans like "every singaporean counts" but on the ground we act differently.
Some of the pledges and slogans Singaporeans say do indeed sound like they have noble ideals, but theory and practice seem to be quite different things here.
Anyway, back to the topic of war. I agree with Altrex that Singaporeans might not have the will to fight and win. If a war started, i expect that the most crucial factor on the singapore side would not be military capability, but rather will and morale.
In the war in western asia, the average Iraqi NS man was not convinced of the justice of the Iraqi invasion of Kuwait, and being further demoralised by American bombardments and PsyOps, they surrendered en masse when the coalition forces began their offensive. In Vietnam, it wasn't the military might of the North Vietnamese that won them victory so much as their dogged determination to rid themselves of foreign domination, and in spite of the American's technological superiority the USA lost because the American public was against the war and the average GI didn't see the point of dying in somebody elses' war.
So, in order for Singapore to win a war, both the pink IC holders and the green IC holders need to be convinced of the justice of the cause and to be determined to win come what may.
If Singapore is faced with a genuine military attack from another country, the SAF will very probably win a decisive victory, but if Singapore is the one who fires the first shot and invades another country, there will be doubt in the minds of many Singaporeans as to the moral rightness of their side.
Furthermore the international community will probably side the side that is defending and oppose the side that is attacking, and Singapore may then end up facing UN economic sanctions or even military action. As Lee Kuan Yew has recently noted, current norms of international behaviour do not allow one country to invade another to expand its territory. Even if, for the sake of argument, Singapore captures a piece of land, it will have to give it back and not be able to hold onto it. I sincerely hope that all Singaporeans take note of this, especially the older generation of SAF officers.
As such, if the decision makers in Singapore ever decide to start a war for whatever reason, i expect that they will try to provoke the other country to take menacing actions such as mobilising its troops and massing them near Singapore, and then use this to justify a pre-emptive strike in apparent self-defence. They might even follow Hitler's example and fake an initial military attack on Singapore from the country they wish to invade.
However i hope that if the political leaders in Singapore and other countries are ever tempted to start a war for their own political ends, they will remember the example of people like Sukarno and Milosevic. During the war they were able to impose martial law and rule their country, but once they lost it their population threw them out of office.
At the end of the day, war itself is the enemy, it causes immeasurable suffering and death to human beings, and we must strive to avoid it at all costs. Military action should only be carried out as an absolute last resort, and only for the most dire and necessary reasons. The costs will be very heavy and we stand to lose much more than we gain if we have a war.
Let us pray that it doesn't happen here.