Hello!
Smack, your fiance sounds like she's in a similar position as myself. I arrived a month ago and currently holding a LTSV. My partner and I are not legally married so I am not qualified for a Dependant pass.
Your questions are answered in my current perspective as followed:
1/ Is it actually possible for her to work for an employer in Singapore?
2/ Can she work for herself legally in Singapore?
If she comes to Singapore on a Social visit pass or a Long term social visit pass, she is unable to take ANY employment, whether individual or with an employer.
If she finds employment, the employer must be a sponsor for her Work Permit, and I find it very difficult to find employment with an initial Social Visit pass or LTSV pass.
3/ If we are not married can she apply to stay in Singapore for an extended period or would she have to leave and re-enter every 30-90 days?
If you are not married (just like myself and my partner), your fiance will be able to get a LTSV, with your employer being the sponsor for her (just like with my partner's employer being a sponsor for my visa). However, this might take up to a month for approval (as it has taken with mine).
If she re-enters the country frequent, as quoted from jpatokal, the Immigration will be suspicious. And I was told that after the 3rd re-entry the visit visa to stay in Singapore will expire in a week or even less.
4/ Is it legal to leave and re-enter to stay for extended periods?
*question answered above*.
5/ Are there colleges that accept international students?
Ok this is a good question.
Is your fiance holding any qualifications in your home country?
Well there are colleges that accept international students - you have to research the colleges, as I have no knowledge of that.
But I think she will need some requirements, such as her education portfolio.
If she has already graduated from College or University, she can take a post graduate courses in the Universities here.
I have found a few institution for you to search up on.
1. National University of Singapore
2. Nanyang Technological University
3. Singapore Management University
4. SIM University
5. INSEAD, Singapore
6. University of Chicago Graduate School of Business in Singapore
7. S.P. Jain Center of Management Singapore
8. ESSEC Business School (Singapore)
9. University of Nevada, Las Vegas (Singapore)
10. New York University Tisch School of the Arts, Asia.
As for me, I am a university student back in Australia, and I was able to do an internal exchange student transfer to Singapore, so I was accepted into Nanyang Technological University.
Once she is accepted for any of the education institution, she will be able to obtain her 'Student Pass'. With this pass, she is able to work up to 16 hours a week. And not all Student pass with any institution are able to work. Check on
http://www.mom.gov.sg/publish/momportal ... reign.html
With the 'Student pass', it will expire when her course expires, but I was told it is very easy to get around with the Student pass. After her course (2 years or so), she will be able to apply for a Singapore PR.