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I suppose it largely boils down to how long you're planning to stay in SG? If it's only a few years I'd consider doing the aforementioned spreadsheet, working out the cost of car ownership over that period, and then having a look at what excellent motoring experiences you could spend that money on over the time instead? Do a bunch of trackdays and maybe even look into race school/ racing in Malaysia?
It just seems like an awful lot of money to be able to pootle around Singapore on (almost) every Sunday for a year? That being said if you've moved to SG for a job that's paying big and that cost of ownership doesn't bother you then I suppose fire on! That impact-911 is very nice indeed! Here's a nice Elise at half the money too...
The nearest place with motorsport facilities (if we ignore the F1 street circuit) is Malaysia. I have not yet investigated what I could hire or even buy over the border.
One wrinkle about Singapore is the idea of a non-road licenced vehicle really doesn’t exist, unless you are so wealthy that normal concerns cease to apply.
Motorcycles have COE applied as well- not to the same degree as cars, but also non-trivial. I’d also have to wait significant number of years before I could ride a big bike- although that’s no bad thing in my view.
I could certainly export a vehicle when it hits 10 years old, the question would be where too.
I also wonder about importing something interesting from Japan- another RHD market. However- for a full road licence it has to be under 3 years old, and then you need to buy it 10 years of COE, so still significant money.
I should probably put a spreadsheet together but my hand wavey view is that for my usage pattern a couple of vintage cars would work better than one modern one as the overall running costs are so much lower- and two vintage cars would provide motoring for 90 days per year, which is likely to be fine.