What makes you think that he/she would do any better in Spore
In Spore he would face higher costs, taxes, ... etc & some of his competitors would probably be PAP cronies with unfair advantages. Knew a business owner who lost out in Spore because of this.
In Canada at least he would have real subsidies from the gov't' When I was in Canada my friend was was telling me that some new Sporeans had problems fitting in. It usually took time for them to adjust. So don't know about how open your relatives were/are to adjusting to a new life.
I also have relatives in Etobicoke(Ontario) & Vancouver. They have their home & car. They have complaints about the winters but are grateful that they are in Canada. They made the move for their kids who don't need to do NS.
Don't forget about the health care system. I've used the one in Alberta & can tell you that it is very good. Even foreigners can get affordable healthcare by paying a reasonable premium. I've also been hospitalised in Spore & can tell you that it's very expensive. The standard is also much lower than what you find in Canada.
I also had relatives who were originally living in Spore, the whole family moved to Hong Kong. As a businessman he was successful & after 10+ years he moved his family to Australia & sold his flat in HK for a profit. With the $$$ he bought a few properties in Melbourne.
My point is that emigrating is not by itself going to guarantee success. You will still have to work at it, but it is easier because you don't have the PAP putting up all kinds of road blocks.