Now, my husband is a freelance translator, and his work comes from various companies located in different parts of the world. This might be a tad silly here, but being on a holiday visa here, he is not allowed to work so is it technically "illegal" for him to be freelancing here? So far, he has not taken up any projects from local or locally-based companies.
The other thing is, according to IRAS, a foreigner is considered a resident taxpayer and is required to pay taxes if he/she is in Singapore for 183 days in a calendar year. My husband gets 90 days each time he enters Singapore so I'm pretty sure he's hitting that 183-day quota. But doesn't that mean he would've have to get a work visa first before working and then paying taxes?
We are looking to get a flat together, as well as try to sort out the long-term visa thing, and I think proof of income would be good in backing up the applications (or probably be required). Calling IRAS hasn't done me any good - they just transfer me around or each tell me a different step.

So I'm counting on any similar experiences you guys might have had!