I'd like to spend a year living with my Singaporean citizen partner (not married) in Singapore. I'm an EU citizen and have a full time remote-work job. If I have to leave briefly and come back once or twice, that's ok, but want to spend as much of the year as possible there.
I know Singapore doesn't have a digital nomad visa. I'm pretty sure I can get a 90 day STVP and apply to extend it for another 30 days. Beyond that I don't know. The Ministry of Foreign Affairs website says
"There is strictly no extension of visa validity or change of visa type. You can submit a fresh application upon the expiry or upon utilisation of your current visa. However, please note that each visa application is assessed on its own merits."
So I could apply for a second visa immediately after the first expires. Does anyone know how likely they are to grant that? I can show I have a place to stay and significant savings. Alternatively, is there another option we haven't thought of?