Two of the greatest assets most people own in Singapore, an HDB or a condo, and a CPF account. If the plan is to retire before 65, then the property is one's best bet for a recurring income to finance the retirement lifestyle. A 4/5-room HDB flat can probably fetch a monthly rent of S$3,000-4,000 easily.
But if I were to rent out that flat and lead my nomadic lifestyle abroad, I will have to sleep on the streets when I'm back in Singapore... or....