I don't plan to retire in Singapore. (not sure where I am going yet though) If I migrate, should I take out my investments and bring it to my new country? Or just leave it here?

Hi!

Since your current financial plan is based on the Singapore markets, you can leave a majority of your investments in Singapore itself. However, you should take some amount to the place you retire and invest there to have some more liquidity in case you need some funds in the new country. As most transactions are online these days, it should not be too much of a hassle to deal with investments from anywhere in the world.

I work at Kristal.AI, and it's my passion to evaluate various upcoming investment opportunities.

Well assuming you go to some country with a developed financial services industry, you shouldn't have issues with getting same exposures there. Aside from the manual work hassle, there would be frictional costs of moving - could be as little as 1% and perhaps as much as 5% (a disaster scenario, but that would be rare)

The benefit of having it locally is easier to manage than leaving in SG (posting statements generally can go overseas but you are in a spot of bother if they want a face to face) - but in this day and age mostly online the hassle isn't too bad

Depending on the size of your assets then you have to decide yourself on the balance of cost vs convenience to decide whether you keep in SG or move over.