Additionally, and possibly more important, is that you are a high flyer in the financial industry. The Government here knows that these types of people follow the dollar and will not commit to any country. We have seen a number of people with packages in the high sixes here who have applied, even with the requisite number of tax assessments, and been rejected. In the short term, I don't see it happening in the first 24 months here and only if you are very lucky after that based on the current climate. I wish I were more positive but our anecdotal evidence doesn't factor well at this stage for anybody in the financial industry and IT industries currently.
Having said that, I would probably still apply, if in your shoes, but at the same time with the forewarning that it is probably, at best, a long shot. If your girlfriend were Singaporean and your wife, would probably be a shoe-in, but as it is, to me, you have already said it all. Singapore is only a place of convenience as it puts you much closer to India and also keeps her close to Australia. I'm pretty sure they will see it much the same way. Good Luck, though.
SOME PEOPLE TRY TO TURN BACK THEIR ODOMETERS. NOT ME. I WANT PEOPLE TO KNOW WHY I LOOK THIS WAY. I'VE TRAVELED A LONG WAY, AND SOME OF THE ROADS WEREN'T PAVED. ~ Will Rogers